Jason Crow

New Jason Crow story: Occupied

Well, it finally happened — my first story of 2025 is out! I know, I know… it took me way too long. The last thing I published was right at the edge of 2025, and then… nothing. Radio silence. My bad! Consider this my official apology for the unusually long break.

Sometimes writing flows like a river, and other times it’s more like trying to squeeze toothpaste out of a tube that’s already empty. This time, the toothpaste definitely won. But hey — better late than never, right? The fact that I started my own company wasn’t exactly helping in that toothpaste department, either…

Luckily, while I was wrestling with words and trying to find some time to write, Tommy Linarcos kept the stream of stories going strong. Seriously, he deserves a medal (or at least a bottomless coffee mug) for keeping readers entertained while I was stuck in the mud. Thanks, Tommy — you saved us all from story withdrawal.

So here we are, back in action. Hopefully this is the start of a steadier rhythm for me — fewer long gaps, more fun stories. Thanks for sticking around and being patient while I got my act together. Now let’s ‘kick off the year’ properly… with a brand-new story to dive into.

Occupied is a pretty straightforward story, which you can find more on the site. A girl gets confused; her brother is away on a bike trip, and the house is empty. That’s all I’m going to say about it…

I hope you enjoy this one, and that you’ll forgive me for taking so long.

Here’s the link

Have fun

– Jason –

13

New Jason Crow story: Occupied Read More »

Occupied


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Occupied
by
Jason Crow

Gazing through the window at the world outside, I think of what happened yesterday. I was adjusting my bra straps when Nataly pulled me under the bleachers in the gym at school and looked me deep in my eyes. My heart was beating a mile a minute, but I couldn’t speak. I simply melted in her eyes.

Her face moved closer to mine. Closer and closer. I couldn’t think, I couldn’t speak, and I don’t think I was breathing at that moment. There was only her face, slowly inching closer. And then her lips touched mine. They were so soft, but firm at the same time, and the moisture of her lip gloss somehow reminded me that I needed to buy some, too. Electricity shot through my body, but I couldn’t help myself anymore and returned the kiss.

I pressed my lips against Nataly’s, and the moment I did this, she opened her mouth. A heartbeat later, her tongue sneaked out, pressed against my lips as if she asked for an invitation to enter my mouth. She didn’t need one. When her tongue touched my lips, I opened them and pressed my tongue against hers.

This was my very first French kiss. And it was with a girl! But it was so freakin hot, sexy, naughty, marvelous, and exciting at the same time, that I didn’t mind at all in that moment where time seemed to have stopped.

I couldn’t deny that I had a slight crush on her. But as one of the more popular girls at school, I wasn’t supposed to be kissing another girl. But I liked it!

When our lips parted and I opened my eyes, I looked into the deep green eyes of the first person I ever kissed. She looked at me with a mix of excitement and expectation, and it seemed she was sizing me up.

A few moments after the kiss, I straightened my long, curly blonde hair and looked at her. By now, Nataly had a massive grin on her face and shrugged. “Sorry. But you are so fucking hot,” she whispered, “I just had to kiss you to know what it was like.”

“I… it’s…” I stammered, “Thanks. I guess…”

A part of me wanted to shout at her for tricking me into this kiss. But another part of me wanted to kiss her again. It must’ve shown on my face, because her grin disappeared when she saw me looking seriously at her.

“Don’t worry,” Nataly said, “I won’t tell if you won’t.”

“I’m not sure yet,” I replied after a second of overthinking it, “Let’s keep it between us for now.”

“That’s cool,” Nataly said and walked past me.

As she walked by, she gave my ass a light slap. “Later, Hottie.”

After I was sure she was gone, I headed toward my usual spot on the bleachers to do some homework and gossip with my friends. My head was still in a fog, trying to make sense of what I just did.

“Hey, Addie! Are you cold, or just glad to see me?” Cindy asked, causing Brenda and Olivia to chuckle.

“Fuck you!” I said with a smile, trying hard to return to reality.

I didn’t have to check to see if my nipples were visible through my shirt. My B-cup boobs were still tingling from Nataly’s kiss, and my nipples were so stiff, I could cut glass with them. And with my thin, lacy bra, they probably were trying to poke through the fabric of my shirt. All four of us had been in this situation before – every girl has. But it didn’t mean we wouldn’t make fun of each other when it happened. This time it landed on me.

I decided to change the subject. “How’s he doing?” I asked, looking at the boys playing on the gym floor.

“Mason? Not too bad,” Olivia said without taking her eyes from the court, “Pretty good, actually!”

Currently, my little brother Mason, who was about to turn thirteen next month, was trying out for a spot on the 7th Grade basketball team. He liked sports and wanted to be on the team badly. So, why not support him, right?

“Let’s go, Mace!” I shouted when he had to sprint against one of the older guys, almost beating him.

My brother Mason and I got along fine most of the time. Sure, we had our usual brother- sister disagreements, but we respected each other. It helped that he wasn’t the usual pesky little brother some of my friends had. As an unspoken agreement, he gave me my space, and I gave him his, which worked perfectly for us.

It also helped that we were pretty close in age. Mason was about to turn thirteen in four weeks, and I was now a little over fourteen. When we were younger, this meant we always had a playmate around.

“Your brother is getting pretty hot, you know?” Cindy said.

I looked up from my book, seeing that they started playing a practice game. Shirts against skins, and I’d missed the moment when half of them took off their shirts. Damn! Still, didn’t mean I couldn’t look now. Mason was on the ‘skins’ team. Even though I’d never admit it to my friends, he did look hot with his sweaty upper body, showing off his developing muscles. All those push-ups and sit-ups were doing him good! I’d seen him shirtless before, obviously, but it never really registered how good he looked.

I made a disgusted face and shook my head.

“Aw, come on! He is!” Brenda added.

“Yeah. All those sports are really working for him.. I mean… check out his tight ass! I’d take his cherry in a heartbeat…” Cindy said with a straight face, but started giggling with us the moment we started.

Of the four of us, Cindy was the only one who already had sex. Allegedly. She didn’t say who fucked her, because she promised him not to tell. It was a big deal she hadn’t told us yet, because she usually wasn’t very good at keeping secrets. Unlike my friends, I believed her, though.

There was this rumor going around that her older brother was the one who fucked her, but I found it hard to believe a brother would fuck his sister. I never asked her, though.

As I contemplated this, I let my eyes roam over my brother’s body, and I had to admit he was the hottest guy on the court. When he stood straight and absentmindedly adjusted his junk, the bulge in his pants looked mighty intriguing to me…

I shook my head to clear those thoughts and forced myself back to my homework, leaving it to my friends to drool over the boys on the court.

The whistle blew, and suddenly I was aware someone was in front of me. There was a shadow on my History book and the smell of a guy near me. A sweaty guy, actually. I looked up.

“Hey, Addie,” Mason said. “Can you take my books home when you leave?”

I was seriously stunned. Kinda flustered, actually. It was my brother, but for a second, I didn’t even recognize him. His blond hair was slicker than usual from the sweat, and he’d obviously only combed it with his fingers. Up close, I could see how sweaty he was. The sweat made him kind of shiny, and I could actually see some muscles starting to show. Especially his slight pecs and developing abs. I didn’t notice that stuff when we were at home.

“Huh?” I had to ask.

“My books,” he said and pointed to his “stack” of homework on the bleachers: his Algebra book and one green folder. “I’m heading out with Zeke right after try-outs. I took my bike today and we’re riding the trails. I’ll be home… sometime.”

“Alright.”  One book. The kid was going to fail English and History.

Thanks,’ he said, and it seriously looked like he was about to kiss me on the head or cheek. Totally normal at home, but he noticed the girls behind me and didn’t. Instead, he flashed this huge smile at all of us and ran back out to the court.

He did have a cute butt. I’ll give him that, too, especially in those shorts.

* * *

After I got home, I did my chores. Mom and Dad were at the hardware store that had been in our family for four generations. With them at work, my brother Mason and I had to do some of the work to keep our house clean. We didn’t mind too much. It gave us freedom, and we didn’t know any different.

We lived in a small town where everyone knew each other, and automatically went to the local stores for their business. We weren’t rich, not by a long shot, but we were far from poor. We lived in a nice, decent-sized home. A big living room, an extensive porch, lots of space outside, a small office, and three big bedrooms upstairs.

But Dad’s real pride was our bathroom. He remodeled it a few years ago, and it seriously looks like something out of one of those fancy houses you see on TV. Since he runs the hardware store, he got all the stuff cheap, and he and his buddy Frank did the work themselves. We used to have four bedrooms, but they cut one in half to make this huge bathroom and a closet for Mom.

Our bathroom’s kinda over the top. But in a good way. There’s this giant two-person tub, double sinks so Mason and I don’t fight, and a shower with one of those rain heads that feels like you’re in a hotel. Even the toilet’s got its own room, which makes the rest of the place look super clean and fancy, almost like one of those minimal-design magazines Dad’s into.

After I finished chores and put the vacuum away, I was sweaty and gross. Shower time! But when I got upstairs, I figured I might as well take a bath instead. It had been like forever, and since Mason was out mountain biking with Zeke, I knew I had the bathroom all to myself. A total win. I started filling the tub, ran to my room to change, and then, since no one was home, I just walked over without bothering to put anything on. It felt kinda funny, like I was breaking some rule.

I pushed against the door to close it without thinking. None of us ever locks it, so I didn’t even really think about it. I rushed to the tub and turned off the faucet just in time. The door was still cracked, but it didn’t matter since nobody was home anyway. Sliding into the hot bubbles felt terrific, and the flowery spring scent filled the air. I put my AirPods in, making sure the buds wouldn’t get wet. The small towel behind my head made sure of that, besides providing me comfort. My phone was on the small shelf, along with the shampoo and bath foam.

The sound of Taylor Swift’s voice filled my ears, and I felt myself starting to relax. I closed my eyes and thought back to Nataly’s kiss. I really, really liked how her lips felt on mine. How her breasts felt against my sensitive nipples, despite the fabric of our bras and shirts covering them.

My hand drifted away between my legs, where I started petting my puffy lips. I wasn’t fingering myself. Yet.

The warm water was relaxing, and images of Nataly’s face inching closer to mine filled my head. My fingers started toying with my pubes as the feeling of her moist lips on mine sent a shiver down my spine. I remembered the sweet smell of lavender coming from her black hair and the cherry flavor on her lips.

And when her boobs touched mine… my finger sneaked toward my clit as I remembered Nataly’s boobs. We were changing in the locker room, where she was changing two lockers away from me. She looked me straight in my eyes when she lowered her bra. Her boobs were about the same as mine and looked fucking hot on her. I couldn’t stare at them, but the quick glance I took back then was now alive in my head. My finger started making small circles, which made my belly muscles tighten.

My hands move toward her B-cup tits, and I touch them. Her dime-sized dark nipples are perfect on her, and I feel the hardness of one of them against my palm.

My own hand was touching my left boob and gave it a gentle squeeze.

Now, I’m squeezing Nataly’s boob, savoring the soft skin under my fingers. Our tongue action increases as I keep kneading her tit.

The small circles of my finger were getting bigger now, and I heard a soft moan escaped my lips.

With my hand still firmly on Nataly’s tit, her hand starts moving down to mine. But she isn’t stopping. Slowly, but steadily, her hand moves down to the top of my shorts. Without even the slightest hesitation, her hand slips inside. A second later, her fingers find my slit, and she starts massaging my clit. Our tongues are wrestling, and our hands are exploring.

My hand leaves her tit and moves down toward her shorts. I have to know if she’s as wet as I am. I slide my hand inside her shorts and miss the waistband of her panties. But the dampness I feel already answers my question. I move my hand back up and slip my fingers inside her panties, when I realize she pulls down my shorts and panties and starts toying with my pubes.

Almost simultaneously, our fingers enter each other. Two loud groans acknowledge this fact. My middle finger slides inside her without any noticeable friction. She’s even wetter than I am! Her fingers rub over my G-spot, causing me to moan again.

I have to taste her! I want to know what she’s like. How she tastes. How she smells. How she… As my finger leaves her, a disappointed moan comes from her throat, and she starts to finger me, as if to say that that’s what I should do instead of leaving her magnificent pussy.

I open my mouth to lick her juices from my fingers. The smell is intoxicating and makes me even hornier than I already am. When my tongue finally touches my finger, and my lips close around it. The sweet, musky, and salty taste of her tickles my taste buds.

The water in the tub began to slosh around because of my movement.

In my head, Nataly’s palm is rubbing my clit, while her finger moves in and out of me.

My finger began to move faster, and…

And then I stopped. A thought entered my head. Was I fingering myself, thinking about a girl?

I couldn’t be gay! People would expect me to have a boyfriend anytime soon. And since she was the first person who kissed me, I might be confused about it? I mean… I liked how the boys on the basketball court looked shirtless, right? I mean, Devon looked good. Sam looked good, and Tommy’s pecs looked awesome, right? Okay… the one I liked best was my little brother, which was a bit weird, but still…

By now, my index finger was just lightly pressing my clit and making tiny circles as images of my shirtless brother and the memories of Nataly’s breasts and lips filled my head. Mostly, I saw my shirtless brother and tried to imagine what his junk looked like. It was mildly disturbing to think that I was either gay or a pervert.

And that’s when my heart almost stopped. The bathroom door opened! Thankfully, the door swung toward the tub where I was sitting. I couldn’t see who came in. But this also meant that the person coming in couldn’t see me, either. I slid down, making sure my boobs were covered by the foam, and I was ready to say that I was in here and that he or she had to leave. I also tapped my earbud, so Taylor shut up and I could hear my surroundings again.

The moment I opened my mouth to talk, I froze. Mason gave the door a swing with his foot, closing it nonchalantly behind him, while he walked toward the shower stall. He was covered in mud from head to ankle, except for where his shoes and cycling shorts had been. Had been… past tense…

I looked at his naked backside, where his white but tight ass stood out like a full moon against the dark sky compared to his muddy legs and arms.

I couldn’t move or speak, looking at my brother’s cute butt. “Hey, I’m in here!” was still stuck inside my throat.

Then I noticed he was groaning and limping, and I could see his right shoulder was red, scratched, and looked bruised, judging by the swelling. Maybe one of his legs was, too, but I couldn’t see anything under the mud.

As he opened the shower stall and got inside, I quickly considered my options. My brother hadn’t noticed me yet. Maybe I could see his penis before he saw me. I had seen it before, but we were four and five back then, still bathing together and not interested in those bits yet. It was like the little kid from the Schwarzenegger movie: “Boys have a penis. Girls have a vagina.” Nothing more, nothing less. But now…

I was very curious about what my little brother was packing. Judging by the way he adjusted his junk during practice, there was definitely something interesting there.

I figured I had two options. The first was that I could yell at him to get out and leave me alone. I’d startle him, he’d turn around, would quickly hide the good bits, and apologize for being in here. But during this time, I would probably get a glimpse of what was between his legs. The plus side was that he wouldn’t see any of my private parts.

The other option was to act as if I didn’t hear him come in, pretend I was listening to my music, and observe him from the corner of my eye for as long as I could. I could act as shocked as he would be when he noticed me. There was just a tiny risk that I had to get out in front of him, but this was highly unlikely. There was a higher chance that the foam would be gone by the time he got close to me, in order to leave the bathroom. Then he would see my boobs and maybe more. But somehow, this didn’t disturb me as much as it might have.

I quickly decided that option two was the best. I lay my head back on the folded towel and pretended to close my eyes. They were down to slits, but open enough to observe his every move. I moved my head on an imaginary beat and checked out his naked backside.

Even with all the mud on him, I could clearly make out his muscle definition and couldn’t deny that my little brother looked hot! Period.

And the undeniable interest I had in seeing his penis, combined with how much I enjoyed looking at his body, pushed all the feelings I had for Nataly to the background. I wasn’t a lesbian! Bi, maybe. But not gay.

As Mason turned on the rain shower, I could hear him grunt, and he grabbed his right shoulder. Next, he got under the water and sighed in relief. I could see the water cascading down over his body, making him look even more muscular. The mud started to wash off, and after he dragged the fingers of his left hand through his blond hair to get rid of the dirt there, he turned around…

And I saw it.

He was looking up at the shower head, but his eyes were closed to shield them from the water. I checked this right before I got a good look at my brother’s penis. It had grown significantly since I last saw it. It was about four, four-and-a-half inches, and a lot thicker than I remembered.

There were a couple of strands of blonde pubes above it, and they were easier to make out, now that they were wet.

My right hand was still on my pussy, and my finger on my clit. My finger started moving again. A little shudder went through my lower body the moment I looked at my brother’s twelve-year-old dick. Drinking in the sight, combined with a tiny movement on my clit caused another shot of electricity in my pussy.

He shook the water from his hair, and as he did this, his dick swung from left to right. I never realized that a soft penis was this flexible. I only saw drawings of one in health class, or stiff cocks in porn. Therefore, it never really dawned on me that dicks were flexible.

Part of me wanted to grab my phone and take a picture, but I quickly decided it wasn’t worth the risk of getting caught.

After he opened his mouth to let the water in, only to spit it out moments later, he grabbed his dick with his right hand. The dickhead peeked out of his fist, and I could hear him groan again. With his left hand, he grabbed his right shoulder and grumbled, “Ahh! Fuck me!”

It was clear he had hurt his shoulder badly. I noticed that there were also scratches and a big bruise on his right hip, but I hadn’t paid any attention to it, because there were much more interesting things in that area to look at.

What he did next almost made me open my eyes. His left hand left his shoulder and took hold of his dick. But he didn’t just hold it this time. Instead, he started toying with it a little, and a moment later, I noticed that it started growing. After it had grown a little bit more, his hand stopped toying, and he wrapped his fingers around the shaft. Oh wow… Was he?

My answer came a second later when his fist slowly started moving up and down on his rapidly hardening dick. My little brother was jerking off! And his dick had grown, too. It was difficult to properly judge its size, but it had grown at least one, one-and-a-half inches. I simply couldn’t take my half-closed eyes off it.

Seeing my naked little brother holding his dick like this sent yet another shiver through my body. Slowly and as quietly as possible, I lifted myself a bit out of the water. I didn’t know why, but when he opened his eyes, I wanted him to see my boobs.

A quick glance down my chest revealed that the better half of my boobs was showing. My hard, pink nipples couldn’t be missed against the white bath foam. Good.

I was considering my next option when Mason suddenly squeaked, “What the fuck, Addie!?”

Now it was time to summon my inner actor. I sat up straight and made sure to look confused. I quickly took one of the earbuds out and looked at Mason. He was hiding his junk with both hands. He had that deer-in-the-headlights look, but his eyes were definitely on my chest.

“Jeez, Mace!! What the fuck are you doing in here!? I’m taking a bath!” I cried in mock horror, but made no attempt to cover my boobs.

“I… I didn’t… I didn’t know you were in here…” he stammered while looking at my chest instead of my eyes.

He looked like he was in some serious pain. And when I wrapped my arm around my chest to finally hide my breasts, he snapped out of his initial shock. His right hand left his groin and hung at his side. His left hand still covered everything, except for some of his pubes. But if you didn’t know they were there, you wouldn’t notice. I did.

For a couple of seconds, it was like a showdown. Neither of us did anything, waiting for the other to make the first move. That’s when Mason groaned again, looking uncomfortable.

He grimaced again, so I asked, “You okay, dude?”

“I fell. Hard. It started raining real hard, and I slipped during a downhill part. Wiped out! Zeke helped me get home, but… it hurts.”

“Ouch! Sounds bad…”

“Yeah… I know it’s just a bruise and it’ll be better in a day or two, but still…” Mason said, and he slightly loosened the grip on his penis and balls. I figured that the hardness he had before probably went away by then.

I still couldn’t see anything worthwhile, he made sure of that, but the hint of what was there was getting more interesting by the minute.

I took out my other earbud and laid both of them next to my phone. I was still covering myself, but I knew I wasn’t doing that good a job. And I didn’t want to, either. Mason looked to be very interested in my breasts, like any boy would be. And he didn’t seem to be bothered that I was his sister. Maybe, if I played it right, he’d show me his penis again. And I wanted to see that penis again!

“Yeah, I saw it get dark on my way home, and heard the rain when I was cleaning,” I told him like a sister. “Why’d you go if it was going to rain?”

“’Cause it’s fun, even in the rain,” said my brother like a typical boy. “I figured I’d get muddy, but this… when my bike slid sideways and…”

“And your helmet?” I asked.

Mason shrugged. “Somewhere.”  I wondered if he’d even worn one.

We were silent. Looking at each other. The falling water the only sound.

“So…” I started, “how do we do this?”

“Dunno… I need my shower. I’m covered in mud, and I really need to wash my hair. Aren’t you done yet?”

“No. I also need to wash my hair, still. But now you’re in there…” I said, nodded toward the stall, and kept quiet for Mason to come up with a solution.

“What if… what if you turn around so I can finish?” Mason proposed after a few moments.

“That could work. But… how do you know I won’t take a peek?” I said with a sly smile.  

“Why… why would you do that?” he asked, trying to sound confused, but failed miserably at it.

“Why did you look at my boobs?”

This made him blush. The red color spread across his face and upper chest, “I… I didn’t… well… I did. But I’m sorry, Addison. It’s just that…” he stammered. I could barely contain a chuckle.

Mason hardly ever used my full name, so this meant he was serious. “I get it, Mace,” I said in a soft voice, trying to put him a bit at ease.

“You do?”

I nodded. “Of course I do! You’re curious about girls. And… I don’t mind, really.”

And with that, I moved my arm down and showed my brother my boobs. Since I did it deliberately this time, the tension in the air was thick, and my stomach felt funny. This wasn’t like the butterflies I felt with Nataly. This was more like a mix of excitement and nervousness that extended all the way to deep inside my pussy.

“Oh, wow,” Mason said softly, and he loosened his grip on his dick even more.

“I’m curious, too, you know?” I said with my eyes on his crotch, making it clear what I meant.

Mason looked down as if to check what I was looking at. Then, after a soft, “Oh…” he blushed again.

“But.. I’m…” he stammered, “I’ve got a… You know…”

Really? Did my brother bone up over my tits? That funny feeling in my stomach was replaced by excitement and joy. Now I really wanted to see my brother’s dick!

I steadied myself and forced myself to smile at him. “That’s okay. I don’t mind… But you don’t have to if you don’t want to.”

I could see the internal struggle in his eyes, and realized I shouldn’t push him. He wouldn’t tell Mom or Dad. No, that wasn’t the case. But it was clear he wasn’t as ready as I was to show off his body. His whole body.

“I’ll turn around so you can do your thing,” I said in the silence that followed, smiled warmly, and turned my back toward him.

“Thanks, Addie. I’m not… It’s just that…” his voice trailed off and sounded apologetic.

But when he grunted again, probably his shoulder again, an idea popped up.

“Sounds like you’re in pain, bro,” I said to the bathtub wall.

“It’ll pass,” he said and immediately moaned again.

“I can help you, you know?” I said carefully.

Silence.

“I mean… it’s no big deal… I’m already in here, and I still need to wash my hair. I might as well help you out by washing your back and stuff, and do my thing while I’m in there,” I said, still facing the wall. “…And so you don’t have to do it with that bad shoulder of yours. It’s just bathing, you know…”

After another short silence, I added, “And I promise I won’t look…”

I expected Mason to decline the offer. But after about five more seconds of silence, he softly said, “Okay.”

A simple “okay,” barely noticeable above the sound of the water, was all it took. I knew I was about to show my younger brother my naked body, but surprisingly, it didn’t bother me one bit. If someone told me this morning that I’d be naked in front of my equally naked brother, I’d declare him mentally ill. But now…

I looked over my shoulder and saw that Mason had turned his back towards me. I lifted myself from the tub and stepped on the bath mat. If Mason would look back over his shoulder now, he’d see me in all my naked glory. My pussy tingled again at that idea. Was I an exhibitionist, maybe? This day just kept getting stranger and stranger…

Without thinking too much about it, I quickly took the five steps to the shower stall, got in, and stood behind my brother. I admired his broad shoulders, the muscles on his back and neck, and his tight, round ass. They looked marvelous, especially this close, even half-muddy, as they were.

I laid my hand on his shoulders and stepped a bit closer. My hard nipples brushed against his back, which felt electric to the touch. The feeling of his warm skin under my fingers and the muscles as he moved only added to the sensation of being naked in the shower with my little brother.

“Should I wash your hair first?” I asked softly, and my lips brushed against his ear.

He shivered, and I saw goosebumps appear on his neck. But when he nodded, took the shampoo, and handed it to me, I knew the game was on. I’d see my brother’s hard cock within the next couple of minutes.

I squirted some shampoo on my hand, returned the bottle, and started soaping up Mason’s blonde hair. My fingers rubbed through his hair and over his skin. There was still some sand and dirt in it, but with my hands doing their thing, this all quickly disappeared.

I could see his shoulders relaxing as I washed his hair. Good, he was getting used to having me touch him.

“Close your eyes,” I said, and took the handheld shower head.

He tilted his head back, and I started rinsing the soap from his hair. I quickly glanced down over his shoulder. But, disappointingly, the angle wasn’t good enough for me to see anything.

“There! All good. Now, let’s do your back,” I said and reached for the body wash. Mason could have given it to me, but since he didn’t move, I took the initiative here.

Again, I squirted the soap into my palms, placed my hands near his neck, and worked my way down and out. I was careful with his right shoulder, which looked even worse up close.

“This bruise looks pretty bad, now that I’m close,” I told him as I carefully rubbed out some ground-in dirt from his scrape. “I’m not a fortune teller, but I’d say a trip to the doctor is in your near future.”

“Damn…” he sighed, and dropped his head.

“But relax. I’ll take care of you.”

I absolutely loved the feeling of my brother’s soft skin under my fingers. I made sure to make it feel like a light massage to him. Partly because I wanted him to enjoy it, and partly because I wanted to feel his muscles and as much detail of his body.

From all the roughhousing we’d done when we were younger, I knew he was a bit ticklish at his sides. So when I washed there, right below his ribs, I learned this hadn’t changed.

When I reached the bottom of his back, I didn’t even hesitate. My hands cupped the two fine-looking globes of his ass and massaged them under the pretense of washing him.

I heard a soft “Oh…” but other than that, Mason didn’t react.

I thought that touching the skin on his shoulder and back was nice. But I was wrong. His ass felt ten times better! Soft, yet firm, and the curves of his cheeks fitted perfectly in my hands.

I probably lingered too long there, but Mason didn’t say or do anything. So right before the point it started to really get awkward, I squatted and started washing his right leg.

I was careful near his hip, muttering about putting some Bactine on his scrapes when we were finished, but other than that, I made sure my soapy hands rubbed firmly over his upper leg and calf. If he were a bodybuilder, I’d say he never skipped leg day. This realization brought a smile to my face.

This is where the mud was really caked on, and I had to actually scrub. I looked for a washcloth, but he hadn’t brought one in. After I was done exploring his right leg, I moved to his other leg and placed my hands on his left ankle. As my hands moved up, I started thinking about a way to make him turn around. I wanted to just spin him. I wanted to simply order him to ‘Turn.’ I needed to see him. But I didn’t want to force him. No. I needed it to be on his own initiative. But how?

My hands were approaching his ass again, and I still didn’t know what to do next. By now, my brother had spread his legs a little, and when I looked between them, right below his ass, I saw his balls hanging there. His freaking balls! My brother’s balls… Oh boy…

Without thinking, my fingers moved between his legs, and I made sure to steer clear of his anus. I wasn’t ready for that, yet. And I assumed he wasn’t either. And then, I touched his sack lightly. I moved my fingers a little, and I could feel both his balls in there. Mason flinched a little and tentatively asked, “Addie?”

“We need to clean there, too. Don’t we?”

Without asking for permission, I kept my index and middle finger on his sack. I couldn’t feel everything correctly, but the softness and the idea of touching my brother’s sack were enough for me.

With my fingers still between his legs, I stood up straight, took the body wash again, and clipped off the lid with my thumb. My hand left Mason’s balls and trailed over his ass and back toward his neck. I knew what to do now.

With another big glob of body wash on my hand, I rubbed my hands together to soap them up and stepped forward. I pressed my body against Mason’s back. He sucked in a breath when my breasts pressed against his back and my hands snaked over his sides toward his chest.

“What to do about your front?” I whispered into his ear.

My hands were roaming over his collarbones and pecs. I felt his hard nipples under my palms and realized he must’ve been as turned on as I was, since his heart was beating rapidly, and his breathing was shallow.

I could hear him swallowing above the sound of the water, and he said, “It’s… ca – can you…” and after clearing his throat, “I don’t know…”

He was clearly not sure about all this. But neither was I. I had my hands on my naked twelve-year-old brother’s body, and I wanted to see and feel his hard dick. But then what? Would I let him fuck me?

My friends and I talked about having sex all the time. I wanted to do it. But it was always somewhere in the future, and I had no idea who the mystery man I would be doing it with would be. I’d also considered a couple of boys in my fantasies. But here I was, naked in the shower with an actual naked boy. I was anxious to lose my virginity. But to lose it to my little brother?

No. I’d definitely let him touch my boobs and pussy if he wanted. I had already made up my mind about that. But fuck? Well… he was a boy. And he had a very sexy body and an endlessly fascinating dick… so… Would I let him fuck me? Would he even be willing? All boys wanted to fuck, right? But would he fuck his big sister?

Through this whirlwind of thoughts, my hands seemed to have a mind of their own. My left hand was all over Mason’s pecs, and my right hand was on his abs, enjoying the feeling of his starting, but noticeable, six-pack. Now that my right hand was already down on his stomach, I had a goal. I wanted – no! I needed to feel his hard cock. It was almost a physical necessity! This feeling was so overwhelming.

My hand snaked further down, where I lingered on that magnificent spot between his belly button and the top of his pubes. To me, this was the sexiest part of any boy’s body. It felt soft and muscular at the same time, and since Mason didn’t have an ounce of fat on him, it was flat and tight.

But I couldn’t stop here! There was still enough soap on my hand to pretend I was washing his body. But when my fingers touched his sparse, blonde pubes, I knew I was only fooling myself. I took a deep breath and moved my fingers further down. And that’s when I felt it…

The base of my little brother’s hard cock was warm to the touch and had a steeper upward angle than I expected.

“This needs to be cleaned, too,” I whispered into his ear again.

Mason didn’t respond, other than another shiver when my lips touched his earlobe.

My index and middle finger trailed over the length of his shaft, all the way over his cut dickhead as I created a mental image of it. I was like a blind man trying to visualize what I couldn’t see.

But when I reached the tip and moved my fingers back down the underside of his cockhead, I wrapped my fist firmly around it.

Oh wow! A real-life, rock-hard cock in my fist! It was both hard and soft to the touch and nice and thick. The fact that it was my little brother’s was more of a turn-on than I liked to admit.

“Ohh, Addie…” Mason moaned.

“Shh… let your big sister help you…”

My pussy was wetter than it had ever been before, and I was already on the verge of coming. But this wasn’t important now. Only my brother’s cock was.

My hand moved down over the shaft, back toward his body. When I touched his pubes, I moved back up again. My soapy hand was slick, and all of the senses in my hand were on high alert, so I felt every vein, curve, and bump as I moved.

But there was more. My left hand came into play and cupped his sack. I knew it was a boy’s most sensitive spot, so I made sure to be gentle. 

Here I was… I was giving my brother a reach-around while cupping his balls. Another tingle of electricity shot through my pussy when the realization hit that I was jacking off my little brother. And my hand kept sliding over his dick. Up and down. Up and down. I was now openly jacking him off and no longer pretending to be washing him.

Mason’s left hand reached behind him and met my thigh, edging toward my ass, holding me to him. Yes! Keep going! I wished silently, but he was being bravely cautious. I think he tried with his right hand, too, but that arm must be going stiff, even under the warm water.

After about five more up and down moves, Mason lay his head back on my shoulder. I glanced at his face, and I could see that his eyes were closed and his mouth was slightly open. Two more strokes later, Mason’s eyes flew open.

“Ohh, Addie… ohh!!!” he groaned, and I could feel his body tense, that left hand grabbing tight.

His dick fattened in my fist, and a heartbeat later, I felt it twitch violently. His balls pulled up, and at the underside of his cock, I felt movement. Was he cumming already? But… I wasn’t done yet!

“Aahhhfuuccckkk…” he groaned and exhaled deeply at the same time.

I made my brother cum! I’m not sure how many spurts shot out of him. I could feel his sperm traveling through his shaft.

And then, without even touching myself, I also came. My knees came together, and my muscles clenched as the ripple widened. It wasn’t as intense as when I fingered myself, but it was an orgasm nevertheless, and it kept on lingering as if it wasn’t done yet.

I knew Mason would be sensitive after cumming, so I only held his stiff shaft in my fist, not wanting to let go of it yet.

“I’m sorry, Addie,” Mason said with his head still on my shoulder, “It’s just… your tits… and your hand… It felt so good!”

“It’s okay. I wanted you to cum, I just wish I’d have seen it,” I said softly.

Mason lifted his head and looked at me. I could see the surprise in his eyes.

“Why?”

“You look fucking hot, Mace! And after I touched your ass, I wanted to feel your dick. And then, when I felt it, I wanted to… You know…”

“Well… I liked it!” he said, smiling his sexy, sly smile. And after I squeezed his dick again, he said, “I was wondering how I could spank it with my sore shoulder…”

“And?”

“You just said I should let my big sister help me…” and his sly smile got even slyer.

“No good with your left hand?” I asked, kidding.

“I… um…” he stammered, trying to come up with a good response.

“Don’t worry,” I gave in. “We all have our favorites.” 

I squeezed his cock again as he laughed. I couldn’t resist. He was still rock-hard. Weren’t boys supposed to get soft after an orgasm? I loved my brother’s cock and I loved jacking it! But when my hand started moving again, the water began to get colder. The telltale sign that we should turn off the water or freeze. I guess I’d used a lot of hot water in the tub, but that was cold now, too. Probably.

“Let’s get out of here,” I said.

“Good idea,” Mason said and lifted his head.

I reluctantly let go of Mason’s dick and balls and turned off the water. I was closest to the door and stepped out. I took a towel and threw it over my shoulders.

“One second, and I’ll dry you off,” I said to Mason, who still had his back to me.

I dried myself in record time. I knew my hair would look like shit later on, but I’d fix that problem when I needed to. All the time, my eyes were fixed on my brother’s backside. Fuck! He looked so fine standing there. But there was still one more thing I needed to see…

I took another towel from the closet and said, “Come here. Let’s get you dry, too.”

Mason turned around. He was covering himself again with his left hand, which started to get a bit annoying by now. But the look on his face when he checked out my naked body made up for it, big time!

This took me back to what Nataly had said this morning. She had called me hot – no, a hottie! And now Mason was looking at me as if he had found some hidden treasure. It made me feel sexy.

I knew I wasn’t bad-looking. Everyone knows this about themselves. But this confirmation by my little brother was a confidence boost, nevertheless. My breasts were firm, and my carefully trimmed pubes made my pussy look more mature. Judging by the look on Mason’s face, he liked what he saw. I watched him take me all in, then zeroing in on my pussy, but his eyes darting up to make sure my breasts hadn’t disappeared.

“Get over here,” I said, ignoring his probing eyes.

“You’re beautiful, Addie,” he softly said as he stepped toward me.

I didn’t expect that one. Usually, Mason wasn’t that outspoken. But this sounded sincere and heartfelt. I looked him in his eyes, and there was this moment between us. I couldn’t explain it, and I might be mistaken here, but we connected on a spiritual level.

“Thanks…”

I wasn’t sure how to reply to this. But just a simple “thanks”? I felt stupid when I said it, but I couldn’t take it back now.

Instead of dwelling on it, I started drying Mason’s hair. When I was done and his face wasn’t covered with the towel anymore, I looked him in the eyes. He must’ve sensed it, because he tore his eyes from my chest and looked back at me.

I smiled at him and looked down. As I started to carefully dry his shoulders, I forced myself to blush and said, “I, uhm… I think you look mighty fine yourself. But… will you show me that dick of yours? I mean… it’s only fair, right? And I wanna see what it looks like.”

“But… I’m still…”

“Hard. I know. But that’s exactly what I want to see, Doofus!” I looked him in the eye. “Hey, I jacked you off. I deserve to see your hard cock!”

“Oh…”

Just like that, he moved his hand out of the way. I looked down, and there it was… my brother’s hard, cut dick. My estimate from just stroking him was pretty accurate. I guessed it to be around five inches long and reasonably thick.

“It’s pretty big, Mace,” I said while drinking in the sight of his throbbing cock.

“Really? I’m not that big, I mean… Zeke is…”

“If a girl tells you that your dick is big, you just accept it, dude!” I interrupted him and forced myself to look him in the eyes.

But when he smiled back and nodded, my eyes were back on the prize. I continued drying him, and as I moved down, I squatted in front of him again. But this time, my eyes were at the same level as my brother’s erection. I soaked in every detail, and something inside clicked. This feeling was so noticeable and intense that I could almost touch it.

I wanted to feel this cock inside me.

This feeling was clear as day, and it didn’t even bother me that I wanted to be fucked by my little brother’s hard dick.

“It’s… your dick looks awesome, dude…” I almost whispered.

“Uhm… thanks? I guess?”

And with that, I gave his dickhead a sloppy wet kiss. I didn’t think about it. It sort of happened automatically.

“Aw, fuck! Oh, Addie!” Mason replied almost instantly.

He instinctively pushed his hips forward, and the tip of his dick slipped between my lips. Oh wow! The feeling of his spongy dickhead between my lips… I wanted more. It wasn’t my intention, but now that the opportunity presented itself, I opened my mouth to let him in.

My lips wrapped themselves right behind his dickhead around my brother’s stiff shaft. And the moment the tip of his dick touched my tongue, I could taste the sweet and salty leftover sperm or fresh precum. It didn’t matter what it was. I was hooked!

I licked all over his glans, in an attempt to taste more. But there wasn’t any left. Maybe some precum could satisfy me? My right hand took the base of his dick to keep it straight, so I could move down further.

“Ohhh…” was all that came from Mason’s mouth.

I wasn’t doing what I saw in porn when they gave a blowjob. I had him in my mouth and used my tongue to taste him the best I could. That was all.

But this was already more than enough stimulation for me. And when Mason started moving his hips slightly back and forth, basically fucking my face, I had another one of those superficial orgasms I had earlier.

I was still sensitive as hell after this orgasm-light, and just had to move it up a notch. With a smack, I pulled my face off my brother’s cock and took another good look at his rigid tube of flesh. I stroked it, no, I caressed it with my right hand, and then looked up at him.

His expression was one of pure bliss, and when he realized I had stopped, he looked down at me. My heart was almost beating out of my chest when I asked him as sweetly as I could, “Will you please fuck me?”

The look on his face barely changed. I’d expected him to be surprised. Scared, maybe. But all he did was nod and look hornily at me. I was so glad he reacted this way that I got to my feet and gave him a tight hug.

“I really want this, Mace…” I whispered, wanting to make sure I wasn’t joking or crazy.

My tits were pressed against his chest, and his stiff boner was caught between our bodies. The moment his hands were around me, they landed on my ass. Even his right hand. Apparently, the prospect of having sex does something to a boy. I smiled inwardly at that and broke the hug.

I took his left hand and guided him into the hallway and to his room. It was the room closest to the bathroom, and to me it was as good as any. As long as it had a bed.

I gave his room a quick look over and noticed things hadn’t changed much over the years. The posters had changed from Paw Patrol and Lightning McQueen to Spider-Man and Linkin Park, but other than that, his room was still the same as when I last played in here.

The room was still messy, and it occurred to me that every time Mom nagged about him needing to clean his room, she must’ve been right. There were a few worn boxers in a corner, clothes were virtually everywhere, and his bed was a mess. The bed I would be losing my virginity on.

Mason tried straightening his sheets, but when he realized that it would take more than a few moments, he just tossed them on the floor.

“So… how do we…” Mason started.

“Lie down. You can’t be on top with your shoulder,” I said, not willing to waste time. I needed him inside me. Now, before I could change my mind.

“Oh… yeah… right…” he said softly and lay down on his back.

His cock was proudly sticking up from his groin, and he looked so fucking sexy lying there in all his naked glory. His eyes were roaming all over my body, and right then and there, I knew I had made the right decision and wouldn’t be a virgin for much longer.

I also climbed on his bed, straddling his waist, and said, “Besides… I want to be in control. It’s my first time, you know… So, this works better, I think.”

“Okay…” Mason said timidly, “It’s mine too…” and he looked like a little nervous boy again.

“We’ll lose it to each other then,” I replied, trying to keep the mood light. I was nervous as hell myself, but also damn excited!

I took his dick by its base and pointed it upward. I moved my body so my vagina was right above my brother’s dickhead. The moment we made contact, I sucked in a sharp breath. That small orgasm again!

“You okay?” Mason asked worriedly.

“Oh, yeah… it’s… hmmmm…”

And with that, I pushed down and felt his twelve-year-old dickhead slide slowly into my fourteen-year-old vagina. I locked eyes with my brother, and the look of wonder in them matched my own feelings of amazement.

“Oh, fuck, Addie! We’re really doing it!”

Mason placed his hands on my hips, with his eyes locked on mine instead of my tits. I could only nod and let myself sink further down, as more and more of my little brother’s cock slid into me.

The moment I couldn’t go down any further, I looked down at our merged genitals. Another surge of pleasure shot through me when I saw only our pubes, the base of Mason’s cock, and nothing else.

“Ohhh…” was all I managed to say.

I was filled up inside beyond anything I had ever felt before. Even my dildo wasn’t this big. When Mason’s left hand started playing with my boob, I snapped out of it. I needed to fuck. I needed to cum. He needed to cum inside of me. We needed to fuck! Fuck! Fuck!

So, I moved up and down. Up and down, and up and down, impaling myself on my brother’s cock. My brother. My little brother was fucking me! I was fucking my little brother!

I saw Mason had his mouth open, and he was matching my heavy breathing and soft moans. He was in the zone, just like me. It was probably a good thing he came already a couple minutes before, because I planned to keep this going until I came. Really came! Not that light stuff, but a good, mind-shattering orgasm. And it wasn’t too far away anymore.

And, oh boy… this was going to be a great one! The build-up to it was already approaching the point of no return!

Every time he almost slipped out of me, I slid back down. And with each thrust, I did it firmer. And practically every time, the tip of his dick pressed against my cervix. Loud sounds of body-on-body slaps filled my brother’s bedroom.

The feeling of his cock inside me was so overwhelming by now that I heard myself moan and make incoherent sounds. I was so into it that it took me a few times to realize Mason was meeting me halfway by lifting his ass off the mattress.

I just had to move a little to feel him even deeper inside me. So, I moved forward and placed my hands on his pecs. His left hand immediately cupped my tit and started massaging it. His right hand stayed on my hip and started stroking my thigh.

This position wasn’t helping with the depth of his thrusts. And when I looked at him, I saw discomfort on his face. Was I pressing too hard on him and hurting his shoulder? I wasn’t sure, but sat back up straight nevertheless. When my brother thrust back in again, the pressure against my cervix returned. And I fucking loved that!

By now, our fucking increased in both speed and force, and when our eyes met again, I knew this was it.

I felt Mason’s cock fatten, and the snowball my orgasm had become started rolling down the mountain. The moment the first spurt of my brother’s incestuous sperm started coating my insides, I came. Hard!

My pussy contracted so sharply that it felt as if I squeezed his dick off. But Mason had one more ace up his sleeve for me. He pistoned out and in one more time, which gave my pussy just enough room to fully contract, and it gave me the best orgasm of my life up until then.

“Fuck!! Fuck!! Fuck!!” I heard myself moan loudly. It was a good thing we were alone, because I couldn’t keep my voice down, even if I wanted to.

With a firm, final push, Mason slammed into me and shot the rest of his cum into me. My fingers dug into his pecs, and both his hands were pulling me by my hips onto his crotch. It all happened somewhere in the distance. My cum was so intense and overwhelming that Mason had to fill in the blanks for me afterwards.

I collapsed onto my brother, panting heavily. With my sweaty body now on his chest, I could feel both our hearts beating rapidly. Some of my brother’s cum started seeping out of me and onto his balls. It wasn’t much, but I could feel its slow dribble, and it was barely there. This was just something that I experienced intensely, and I blamed it on my very first fuck.

My first fuck! I was no longer a virgin! Neither was Mason, for that matter! And I… Was having sex always this awesome?

I thought of my friend Cindy, the one who may or may not have had sex with her brother. If she did, I couldn’t blame her now, could I? Fucking my brother was great!

Thinking of Cindy made me remember Nataly, though. Well, I thought to myself, I knew for sure I wasn’t a lesbian, now. But… I might still want to kiss her again. And feel her breasts on mine. Naked bodies are fun. Maybe we needed to do a sleepover.

Mason started caressing my back, and I was still basking in the afterglow of my orgasm. He kissed the top of my head. I felt that and smiled. I turned my head and looked up at him, at the boy who’d taken my virginity. He leaned in and kissed my cheek.

“I’m sorry I pressed on your shoulder,” I said, and kissed his chest up to his shoulder and neck. “Are you okay?”

“I could barely feel it,” he told me with a huge grin, though I suspect his lie was related to how much he loved cumming inside me.

I held his face and kissed him on his lips. But he was still hard… and I felt his cock spring inside me when I kissed him.

At first, the movement of my pelvis was barely noticeable. But when Mason started moving again, too, we couldn’t deny we were fucking again. This second time lasted longer, but wasn’t as intense as the first time. I didn’t mind, though. We both came again. Well… I came three times, Mason ‘just’ once.

When we were done, I rolled off my brother and lay next to him. The emptiness his cock left needed to be filled again soon. But not now. Now we needed to recover from fucking. My brother and I fucked! We didn’t make love. No, we fucked! He looked at me with a massive grin and looked exactly how I felt. Again. And I knew then and there that this wasn’t going to be our last fuck.

That’s when I started giggling.

“Why are you laughing?” Mason asked and placed his hand on me, and gently rubbed my belly.

“I forgot to wash my hair…”

We both burst into laughter in our post-orgasmic silliness.

The end.

Copyright 2025 – Jason Crow
All rights reserved

Diu factum est, sed spero exspectationem operae pretium fuisse.

29

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Day Job Shenanigans – Part three

Day Job Shenanigans – Part three
By
Jason Crow

It was the first week of fall break in the local school district, and it turned out to be two busy weeks for StyleFocus. I even had to disappoint two potential customers, but I could eventually squeeze them in next weekend after two cancelations.

I steered my car through the busy morning traffic. My current mission: Trevor Henderson, son of some hotshot financial CEO who was barely home, and his trophy wife.

Mrs. Henderson’s main task was to be pretty and keep their social life together. She was also known for the fundraisers she organized, but raising her son wasn’t one of her strengths. So, when she heard about me from one of her friends, she was on the phone immediately to find out how I could help her.

But she wasn’t a fool. Turned out she had me do a test run first on her neighbor’s young son. When that went well, I got the call to take on Trevor. Trevor was twelve years old, but Mrs. Henderson’s body didn’t show any signs of giving birth. This was probably primarily thanks to her skilled plastic surgeon and her personal trainer. Or her tennis pro. They all had tennis instructors like Brian’s mom did.

I arrived to pick up Trevor at their stately manor. I parked the car, made sure my dark-brown hair looked perfect, and touched up a bit of lipstick before closing the mirror and sun visor. I got out, adjusted my plaid skirt, and made sure the cleavage of my firm, C-cup boobs was modest enough for a mother who was about to send her son with me.

“Of course, Mrs. Henderson. I’ll make sure we’ll be back by three with some outfits both Trevor and you will love,” I said politely at the door. I noticed a very pretty girl up on the stairs, giving me a look-over, likely Mrs. Henderson’s daughter. I briefly wondered if I could open my Personal Shopper service to young girls. And then Trevor arrived.

Trevor was by far the cutest boy I took shopping. Even cuter than Damian and right up my alley when it came to looks and age. He was thin. A bit on the skinny side even. He recently had a growth spurt, and the top of his head now ended just below my nose. He’d inherited his mother’s genes because he had a handsome face, and his short blonde hair fitted him perfectly. His blonde hair, combined with his blue eyes, reminded me of Brian, which unleashed a familiar torrent of feelings.

I knew I had to be careful here. If any of the boys I flirted with would talk to their parents about it, I would be finished. The way I recklessly tumbled into my thing with Brian was way too risky. Looking back, I could’ve easily ended up in jail if Brian hadn’t been the discrete boy he turned out to be. It probably had everything to do with the way his parents handled their relationship, but still…

During my time with Brian, I did learn a lot of valuable lessons. First, I would end the relationship sooner. Second, the boy needed to be able to keep his mouth shut, just like Brian. And third, I needed pictures of him. With Brian, I only had the ones after we broke up, and I wish I had more.

But Trevor was a potential candidate for me. He was a quiet boy, didn’t have many friends, and always answered the questions I asked reservedly. I was optimistic that I could convince him to keep his mouth shut without too much trouble.

On the drive over to The Style Haven, Trevor was personable and open to chit-chat now that he was away from the glare of his mother, just like the rest of my young clients. This boded well.

“Hi, Carol,” one of the friendly store employees greeted.

“Hi, Mimi!” I greeted her enthusiastically, even though I knew there was no way her name was Mimi.

It was probably something like Brittany, Daisy, or Harriet, considering where she came from. But because Dad ran stores with high-end brands, he insisted his employees had ‘fun names’ as he called it. Apparently, he thought that Mimi was fun…

The Style Haven was a store for the young and young at heart. Its focus was selling all the high-end brands for both boys and girls. The age range was from preteen or young adult at about nine or ten years old all the way toward the leaving for college section. The stores had a very modern look and breathed a very sleek and stylish aura. The employees were almost only women, all dressed in short skirts and high heels, but still looked chic and classy.

Mimi walked with us on her too-high heels, unlocked the room for us, held the door open, and nodded at Trevor. I might have been mistaken, but I could swear she checked out the boy’s ass as he entered the room. I couldn’t blame her. He had a fine-looking ass.

“Thanks, Mimi!” I said and closed the door behind me. I made sure Trevor could see and hear me lock it.

“Why’s that?” he asked.

“It’s a private shopping experience. This way, we won’t be disturbed,” I said, as if it was the most logical thing to lock yourself in a room with a nearly teenage boy who was about to strip.

I walked over to the fancy-looking oak table and dropped my purse on it. The room was only nine-by-twelve, but by the way I arranged it, it looked bigger. In both of my father’s shops, he’d remodeled a separate room for me to work from, made from three smaller fitting rooms and the hallway. It would be private, and I helped decorate and furnish them to make sure it would look impressive. On one side of the room, there was a couch with fluffy pillows on it and a comfortable chair next to it. The lighting in the room was warm and dim, except for the bright spotlight where the mirror was. And in the corner, a thick black curtain hung from the ceiling, ending about twenty inches above the ground.

In the middle of the other wall, there was a rack with about a dozen sets of pants and tops I had chosen. On the table was a small ice bucket, a selection of soda and water, and four clean glasses. Next to that was the stack of underwear, socks, and t-shirts I had selected for Trevor.

One of the unique things I did with my shopping service was that I held short interviews with both the mother or father and the kid that I would take with me. I asked them all sorts of questions. Some were complete bullshit, but I managed to keep a straight face when they were struggling to find an answer.

But I had always been good at reading people. After a couple of minutes, I usually had a pretty good picture of what the kid wanted and, more importantly, what the parent didn’t like. In the end, the parents had to pay for everything, so I needed to keep them happy.

But I also learned that when their son was happy with what we bought, the parents would quickly be happy, too. I had one boy early on who insisted on a skater look, but the mother wanted him in slacks and a shirt. A huge difference! But I managed to find a bit of a mix by not going all-in on the skater look and some cool shirts and decent-looking pants. When his mother saw him and realized how happy he was, she told me we needed to do another run.

“So, Trevor…” I said to him as he checked out the room.

He turned to look at me, and I saw some nervousness in his eyes. This wasn’t the first boy who was nervous when we started, and I knew from my experiences so far that I had to start slowly. I opened my Spotify app and started the playlist I had created. The speakers in the ceiling came to life, and Taylor Swift began to sing. The songs would gradually change from poppy to sexy without laying it on too thick.

“Do you want to have a drink first,” I said as I pointed to the table, “or do you just want to start and get it over with?”

“I, uhm… I just…”

I looked at his frame, started browsing the rack, and handed him a pair of slim, straight jeans, a blue shirt, and a hoodie. I smiled warmly at him and said, “Let’s just get going then. And don’t worry so much. You can change behind that curtain. When you’re done, come to the mirror, and we’ll see how things look. Okay?”

He nodded, and I could see him blushing. This was a shy boy! Cool. I like a challenge.

Inside these private rooms, I quickly learned that as long as their mother was out of the way, the boys didn’t care too much about being seen barely dressed. It was almost always the same. When we’d start, they would change behind the curtain, but after just a couple of back-and-forth movements, they didn’t bother with the curtain anymore. That was also the reason why I positioned the clothes on the other side of the room.

The good thing about boys this age was that I didn’t have to think about elaborate schemes to get what I wanted. The simplest tricks would work, like dressing in a schoolgirl outfit. I’d be surprised if it was any different with this cutie.

“Is a Coke okay?” I asked over my shoulder toward the curtain.

“Yeah, that’s fine,” he said, and I could hear him fumbling with his clothes.

I turned up the heat a little, sat down in the chair, and looked at the curtain. As his pants dropped and his hairless legs came into view, I hesitated for a moment. I could go behind the curtain to check him out, but that would probably scare him off. No, I needed the gentle approach for this one.

I poured him a glass of Coke and a Mountain Dew for myself. I was constantly eyeing what he was doing, feeling the tension inside me building. After all, he was the cutest boy I had taken out shopping so far, and I was anxious to see how far I could take this. Preferably all the way.

After a couple of moments, his bare legs were covered with denim, and he stepped into the room, straightening his hoodie and looking at me with an approving smile.

“You like it?” I asked.

He stood in front of the mirror, checked his reflection, and said, “Yeah. I look… cool.”

“Yeah… you do,” I said, standing behind him, “Do you mind if I take a picture of you so we can review it later?”

The whole reviewing argument was a bullshit reason, of course. But if there was one important lesson I’ve learned from my time with Brian, it was that I only had a couple of pics from him. With my new boys, this needed to change.

“Sure!” Trevor said, oblivious to my ulterior motives.

“Great,” I said, opened my camera app, stepped back, and made sure his entire body was in the picture.

“Perfect. Turn to the side, please,” I said, which he obediently did, “Thanks. Now, show me your back.”

He turned his back toward me, and I made sure to snap as many pictures as I could. Despite him being too overdressed for my liking, Trevor still looked mighty fine.

“Alright. That’s done,” I said and sighed a bit, “It’s just that…

I made sure to look thoughtfully at his reflection. I openly checked him out and made sure he saw me looking at his ass.

“But, what?” he asked.

“Well… I…” I cleared my throat and made sure I looked uncomfortable, “I… uhm… you’ve got a cute butt. And in these pants…”

“Pfft!” he scoffed, “cute butt…”

“What!? I mean it! You’ve got a cute butt and nice, broad shoulders. You should own up to that! We need to accentuate your strong points.” I said, looking at him with a determined expression.

He checked me out to see if I was serious and asked, “Really? And…. my shoulders!? I don’t even have any real muscles yet…”

“They look nice on you. And they make you look more mature,” I said, feeding into something every boy wanted to hear.

“You really think so?”

“Of course! Here, take off your hoodie,” I said and was pleased to see that he didn’t question me.

As he pulled his sweater over his head, his T-shirt rode up a little, showcasing a small strip of skin above his jeans. The waistband of his classic cotton boxers was also visible. When I first met him, I already figured he was a classic underwear kind of guy. Well… technically, his mother was. I just wasn’t sure if it would be tighty-whiteys or classic boxers. Now I had my answer.

His innie belly button looked cute on him, and his skin was tight and flawless. A bit on the pale side, but I liked it! He handed me the sweater, and I placed it on the table. We turned to look in the mirror, and I stood behind him, my hands on his bony shoulders.

“See?” I asked.

“See what?”

“Your upper body is diamond-shaped. This is something not many boys your age have.”

“Diamond-shaped?” he asked, clearly a bit confused.

“Yeah,” I said excitedly, “you uhm… the triangular muscles from your neck to your broad shoulders and then toward your narrow waist.”

His shoulders felt great under my squeezing hands, and I was looking forward to seeing him shirtless. But he looked suspiciously at me in the mirror as if he thought I was mocking him.

“Diamond? Don’t you mean more like a kite shape?” he laughed at himself. “I’m so skinny I could fly away.”

I stood behind him but looked him in the eyes through the mirror. “Clothes make the man. You may have heard that before, but it’s true. When you dress well for your body type, it gives you confidence, and that attitude shows on you. And believe me, girls notice that.”

I could see him considering that.

“Wait,” I said and selected another shirt from the rack with my right hand. I made sure to keep my left on his shoulder so he would stay put.

“Here, try this on, and you’ll see what I mean,” I said.

By keeping my hand on his shoulder, I more or less told him to change in front of me. If he made a move to go toward the curtain, I knew it would get difficult with him. Not impossible, but difficult.

He hesitated a moment. But when he started taking off his shirt, a tiny tingle shot through me, and I knew this was going somewhere. He quickly changed his shirt, but the fast glance I got at his exposed chest was very encouraging. A tight belly, signs of developing pecs, but nowhere near muscular, and prominent collarbones with broad and bony shoulders.

After he pulled down the tight white shirt, which was barely long enough to reach the top of his pants, I stood behind him with my hands on his shoulders. I looked at him in the mirror and said, “See? Your triangular muscles accentuate your shoulders beautifully.”

As I said this, I squeezed his shoulders and let my fingers trace the outline of his muscles. “And, uhm… if you don’t mind, take off your shirt again so I can show you what I mean by that diamond-shaped upper body,” I softly said while locking eyes with him through the mirror.

He didn’t wait this time. His hands moved down, and he started lifting his shirt. I took it from him and placed it on his other shirt. Now that I could stare unobstructed at his upper body, I felt my pussy moisten considerably.

“Look,” I said and traced a line with my fingers from his neck, over his triangular muscles, toward the bony endpoints of his shoulders.

After I reached the end of his shoulders, I stepped closer. I made sure he could feel my hard nipples on his back, and since they were only covered by the thin fabric of my blouse and bustier, I was sure he noticed.

“From here…” I whispered in his ear. Goosebumps spread all over his upper body as I slowly traced my fingers down over his chest. After touching his hard nipples, I slowly kept moving down over his chest toward his belly. My fingers were on both sides of his cute belly button, moving toward each other to outline the downward triangle, and I slowly kept moving down.

“To here…,” I whispered even softer, my lips against his ear.

My fingers were now touching the waistband of his boxers, and I pushed it down a little. There wasn’t much room to move, but my intentions couldn’t be missed. Trevor swallowed audibly and nodded ever so slightly.

“That’s the diamond-shaped upper body I was talking about,” I whispered as my lips brushed his earlobe and my hands lay on his tight belly, my fingers as close to his pubic area as possible with these clothes.

“I…” he cleared his throat, “I guess you’re right…”

I pressed my tits even harder against his back and smiled inwardly as he swallowed again. In the mirror, his obvious boner couldn’t be missed. This meant it was time for my next move.

“These jeans look nice. But would you mind trying on another pair for me?” I asked as I stepped back a little, and my hands moved to his sides.

“It’s… uhm… sure…” Trevor croaked.

“Great! Here…,” I said and reluctantly let go of his sides and stepped back to hand him the tight, skinny jeans.

This was another make-or-break moment. I was pretty confident that he’d change in here, but there was still a decent chance that, because of his boner, he’d go behind the curtain. But when he started undoing the buttons on the jeans he had on, I knew he’d leave his virginity behind him today.

Right before the front of his boxers came into view, he turned around. He probably didn’t want to offend me or anything like that, something cute and innocent that I liked so much in these young boys. But I didn’t mind. I got a quick glance at the tent his hard-on created in his cotton boxers, and he was endowed enough to make a difference. He wasn’t hung like Brian, but he didn’t need to be hung at all. He just needed to be hard and willing. That was enough for me.

As he was pulling up his jeans, I checked out his boxer-clad ass. It was yet another confirmation that these old-school boxershorts should be legally banned. They’re asexual and do absolutely nothing good for his body. I could barely make out where his hips ended and his ass started. “Hmm… maybe boxer briefs would work better for you…” I said quietly but audibly, assessing the clothing like the professional I was.

But when he pulled up his jeans and started stuffing his junk into the front, the contours of his fine little ass appeared. After a few moments of him trying to close the zipper, I could see him look down at his crotch, and I noticed him blushing. He’d managed to close the zipper and button, but it was obvious he was embarrassed about his visible boner. Time for me to spring into action.

“I was right,” I said excitedly, “you’ve got the cutest butt!”

He shrugged, didn’t say anything, and kept his back toward me. When I asked him to turn around, he shook his head and stayed put.

“Don’t worry, Trevor, I know you’ve, uhm… got an erection,” I said softly.

He turned his head and looked at me with panic in his eyes. I took him by his shoulders and gently made him turn to face me. I forced myself to keep looking him in his eyes and refrained from looking down, but it took some willpower to do so.

“Look, Trevor… having boners is natural. There’s nothing wrong with it or to be ashamed about. Heck! It would be weird if you didn’t have one right now. And if you’re worried about me talking to someone about it, don’t be. What happens in this room stays in this room. I signed a contract with your parents. So even if I wanted, which I don’t, I’m legally bound to that contract.”

That last bit was a lie, but the panic in Trevor’s eyes faded, and he was checking me out to see if I was serious. After he decided I was, his lips curled up ever so slightly into a barely noticeable smile.

“You know what?” I said and openly checked out the front of his pants, “You’ve got nothing to be ashamed of, and you should own it!”

“Yeah, right… tell that to the girls in school…” he scoffed.

“I’ll let you in on a little secret here… girls do like to see it. They’re just terrible at how they react to it. Believe me, girls are as curious about boys as boys are about girls, and I’m sure they’ll think you’re very interesting after seeing your boner. Especially in these pants.”

“You really think so?”

“I know so. I was a girl once, too, you know?” I said, moving my hands from his shoulders to caress his sides and put him at ease.

“Now… let me take a look at you,” I said and stepped back, eyeing him from top to bottom.

I didn’t want to emphasize the situation in his pants, so I cheerfully said, “Turn around so I can have a complete look at you in these pants.”

He did as I told him, and after he turned around and faced me again, I could feel the tension between us was almost gone. “You look good, Trevor. Don’t let anyone tell you otherwise!”

“Thanks, Carol,” he said, and I could tell he meant it.

“Hey! Do you mind if I take a couple more pics? That way, we can clearly see the difference in styles.”

Trevor shrugged, and I took another few shots of him. This time, he was shirtless, and he had a visible boner, so most of these pics would end up in my special folder on my laptop. After the picture, a silence fell between us, and I noticed his boner twitch a few times in his pants as he glanced at my chest when he thought I wasn’t looking. It was time for the simplest but most effective move there was with boys.

“You know what?” I said with a bit of annoyance in my voice.

“What?”

“It’s freaking hot in here!” I said, and I looked around as if I was looking for the source of the heat.

“Yeah… you’re right,” Trevor answered.  

It wasn’t that hot, actually. After we came in, I set the temperature a little higher than usual, but it was nowhere near hot in here. The only hot thing in here was the shirtless teenage boy in front of me. But Trevor played along, which was enough.

“Do you mind if I take off my blouse?” I asked sweetly.

“Uhm…” Trevor softly said, but once he realized he’d see more of me, he shrugged and said, “Sure!”

This one was always an easy one. Under my white blouse, I’d wear a red, almost see-through, lacy, bustier cami top that ended just above my belly button. Between my boobs, there was a zipper from top to bottom, which made it easy to take it off or put it on. I deliberately chose this one because it gave me plenty of opportunities to work the boys on this. It was still slightly modest, but only because I wasn’t completely topless. The lace did hide parts of my breasts and nipples, but at the same time, it left nothing to the imagination.

“You’re cool,” I said and started unbuttoning my blouse.

I quickly unbuttoned the rest and pulled it off. As I placed my blouse on top of the other clothes, I felt Trevor’s eyes all over my upper body. I stood up straight and looked at this wide-eyed boy staring at my chest, and I smiled inwardly.

Trevor’s eyes were locked on my chest. My tits were somewhat covered by the lacy fabric of the bustier, and the fact that I was showing yet another underaged boy my boobs, made my pussy quiver in delight. I kept trying to make eye contact with Trevor, but he made absolutely no attempt to hide the fact that he was staring at my chest.

I’ll never grow tired of looking at the face of a boy who’s looking at his first real-life pair of boobs. Even though I wasn’t topless, there was still enough to be seen. And without exception, the look of awe and wonder on a boy’s face is priceless. The same was true with Trevor, although the second and third time I showed those kids my boobs, they were still staring as if it was their first. Guess they never grow tired of boobs. I noticed another twitch in Trevor’s pants as my nipples were now so hard I was positive I could cut glass with them.

“Aahhh, that’s better,” I said, exaggerating things a little.

I placed my hand under Trevor’s chin so he looked me in the eyes instead of at my nipples. A look of apology appeared in his eyes, but I would have nothing of that. Instead, I smiled at him and softly asked, “Do you think you can find the diamond shape on my body?”

Trevor swallowed audibly as I took both his hands, extended his fingers, and placed them on my throat. I gently moved his hands in the right way, and after his hormones took over, he started moving his hands by himself. I kept looking him in his eyes, but he only had eyes for where his fingers were touching me. He hesitated only a moment when he reached the swell of my breasts. His hands were shaking as they moved down over my boobs toward my belly button.

Once he reached my skirt, he stammered a soft, “I… I, uhm… I think it’s like this…”

“I think you’re right…” I whispered.

I looked him in his eyes as I slowly unzipped my bustier. The soft sound of the zipper filled the room, and Trevor couldn’t keep his eyes away from the skin that was slowly being exposed on my chest.

Once the zipper was undone and the bustier hung open but still didn’t reveal any forbidden flesh, Trevor quickly looked at me. I pulled away one side of the bustier a little to give Trevor a hint of what was to come, and his eyes were immediately on my chest again.

I took one of his hands, placed it on the exposed skin, and whispered, “You can touch me if you want…”

He didn’t need to think this one over. This offer landed right in the middle of his pool of hormones with a big splash. Before I knew it, he cupped my right boob. A heartbeat later, his other hand moved up from my belly button and went straight toward my left tit, cupping it firmly. As he gently felt around my boobs, I noticed how his mouth was open a little bit, which was adorable. But his probing fingers on my tits blew the lid off my rapidly expanding horniness. I ditched my bustier and stood there topless in front of this adolescent boy who was eagerly fondling my tits.

“You like ‘em?” I asked and heard the trembling of all the anticipation in my voice.

“Yeah… they’re amazing and the… oh wow! They’re so soft…”

“Well… you aren’t,” I stated matter-of-factly.

After a few more moments of probing around, he looked up at me with an expression that I couldn’t place. It was somewhere between horny as fuck, and embarrassed as hell. I guess it was a mixture of both.

“Wh- what do you mean? You just sai…” he asked but kept gently kneading my boobs.

“It looks… uncomfortable,” I interrupted him and eyed the rigid tube of flesh that was pointing toward his left hip.

“It, uhm… it is…”

“I think the first pair of jeans work better on you, but it might also have something to do with the underwear you’re wearing. It’ll probably stay in place a bit better and will feel more comfortable with boxer briefs.”

I stepped back, and an almost overwhelming sense of emptiness washed over me as his hands left my boobs. But I knew it was for the greater good. I never left my lock with his eyes, though, so I just took hold of the top box of underwear from the table. I had his size in the four most popular brands, as I’d learned from my clients. They didn’t want to be the one kid in their locker room with store-brand underwear bought by their moms.

I opened the Tommy Hilfiger box and fished out a pair of mint-blue boxer briefs with white seams and a white waistband. The Hilfiger logo was unmistakably there in the middle at the top, and the word ‘Tommy’ was written in dark blue letters all over the waistband.

I handed it to him, and I could see the struggle in his eyes. I smiled warmly at him as he was fighting his internal battle. His eyes went briefly to my chest, and I thought I saw something change in him – the raising of an eyebrow, maybe, but something.

“Just turn around. I won’t look,” I said, and I actually felt sorry for the kid.

“Okay,” he softly answered.

“Well… maybe at your butt…” I chuckled as he started working on the button of his jeans.

I could see a sparkle in his eyes as a smile appeared on his face, and he said, “Go ahead. I heard through the grapevine that I’ve got a cute ass.”

“Really?” I said, amused at how he opened up, “Have to see it for myself, then…”

And with that, he turned around and shimmied out of his tight jeans. His dark blue boxers came down a bit, too, and I got a first glance at a bit of his bum crack. The moment he realized what had happened, he pulled them up and chuckled an amused, “Whoops!”

This made me smile. He was getting more and more comfortable around me, which made everything so much easier. After he stepped out of his pants, he stood up straight and hooked his thumbs in the waistband of his ugly-as-fuck boxers. He hesitated a moment but then slid them down without further ado. But when he stood back straight to grab his Tommy boxers… oh boy! I’m a sucker for boy’s asses, especially the round, firm ones. And Trevor easily qualified in the top three of cute asses!

“Nice…” I purred.

He opened his mouth to say something. He even took a breath for that. But nothing came out. This inexperienced boy wasn’t ready for snappy comments back and forth, yet. They were so cute when they wanted to act all grown up but lacked some life experience. Instead of trying to continue, he just stepped into his boxer briefs and quickly pulled them up. I didn’t mind too much because they hugged his ass perfectly, and I was about to finally see the outline of his dick. He was fumbling a bit at his front, adjusting his junk, and I couldn’t wait to check out his front.

“Hmm… this is nice,” he said softly.

“Told you so. Turn around,” I said.

I expected him to hesitate, but instead, he turned around and smiled broadly at me, exposing his boxer-clad boner. It pointed straight upwards, and the mint-blue fabric accentuated it perfectly. The white seams at the front made it almost look obscene. Almost.

“You look… sexy,” I whispered and tried looking uncomfortable as I said this.

“Oh…” he answered, and I could see a tiny but proud smile appear in the corner of his mouth. He craned his neck a bit to look at his backside in the tri-fold mirrors. “You’re right!”

“Yeah…” I said, trying my best to not rip off his boxers and impale myself on his hard cock.

“These are way more comfortable than my old boxers. Especially when I… you know…” he said and gestured toward his boner.

“Lemme see,” I said, feeling horny as hell, and I squatted in front of him.

Now I was at eye level with his crotch, and as I looked at his upward-pointing boner, my pussy contracted sharply. He was about four inches hard, and since the rim of his dickhead was clearly visible, I assumed he was cut.

“It looks like it fits you perfectly,” I said as I pretended to only look at how these boxers fitted him. “Is Hilfiger okay with you?” I ran my hands from the waistband, down over his hips, and slowly toward his front.

“Tommy’s are fine,” he whispered. As my fingers moved closer toward his straining dick, it twitched hard again.

It was as if my fingers had a mind of their own as they moved back up toward the waistband. “Then let’s get these wrapped up for you,” I breathed.

I grabbed the waistband and pulled it forward and down before Trevor had a chance to react. And there it was. Right in front of my eyes. Four inches long, almost perfectly straight, with just a tiny bend to his left. A thick vein ran over his shaft, and a reddish, pointy dickhead topped off his circumcised cock. And the small, light brownish-colored patch of sparse pubes was so incredibly sexy…

“Wha- what…” he stammered, probably stunned by my sudden move.

I didn’t listen. I moved my head forward while letting out a soothing “Sshh…” My lips touched his glans, and I let him slip inside my mouth easily. I made sure to apply a little pressure with my lips, and according to the low moan I heard above me, he liked what I was doing.

The moment his cockhead was inside, and my tongue licked his piss slit, I was surprised to taste the sweet and salty taste of his precum. It wasn’t much and barely noticeable, but it was definitely there.

My hands were still holding onto his boxers, and I started pulling them down further. All the while, I was licking all around his dickhead. When his boxers were around his ankles, he caught on and stepped out of them. That’s when my fingers came into play, and I started toying with his grape-sized balls. They hung loose in his sack and were a little bigger than I was used to with other boys.  

I looked up at Trevor, and the look on his face was priceless!! All the new feelings he was experiencing, along with shock and wonder, were poured into an expression I’d never forget. I locked my eyes on his and slowly but steadily moved my lips down over his shaft.

His hands went to my head, but unlike Damian, who always wound up fucking my face that way, Trevor just ran his fingers through my dark-brown hair, slowly, softly, like he really cared how much work I put into managing my hair.

I could easily take him in all the way without gagging, and I actually enjoyed feeling his pointy dickhead at the back of my throat. But the tickling of his soft pubes against my nose made this a winning combination.

I pulled back, grabbed the base of his cock, and let him slip out of my mouth. I kept looking at him intensely, exaggeratedly licked his dickhead, and asked, “You taste good… do you like it?”

“I… oh… yess… I’m…” he stammered incoherently.

“Good,” I said and took him in all the way, again.

Boys like Trevor had a hair trigger on their first blowjob. They’d cum without warning, but judging by the hint of precum I tasted before, I’d be treated to at least a small drop of his boy juice. And what was even better was that after he came, he’d be able to fuck me longer and probably give me a couple of orgasms.

“Oh, Carol…” he moaned.

I moved my hand from the base of his cock to one of his soft but firm ass cheeks, and I wanted to feel his ass muscles move. But in my mouth, his thin shaft thickened, and I heard him sharply suck in a breath.

“Here it comes…” I thought.

And sure enough, Trevor grunted deeply and pushed his hips forward as his caveman brain told him to shove his seed deep into the warm place his cock was in at the moment. A heartbeat later, a small drop of watery cum splashed against the back of my throat. I assumed this was it, but four more spurts followed, all with the same force and the same small amount of cum. This boy sure shot a lot for his young age!

I swirled his cum through my mouth, savoring the sweet and salty taste. I sucked him for a little while more, and after I was sure nothing more would come out, I pulled off, and a loud ‘pop’ filled the room.

“Wha- w- was that a b- blowjob?” he asked, still panting heavily and looking at his rock-hard boner to see if it wasn’t broken.

“It sure was,” I chuckled, “Did you like it?”

I know I was asking the obvious here, but I loved the reaction I’d get to this question. And sure enough, while nodding vigorously, he exclaimed, “YEAH! It was… WOW!!!”

“Good!”

“But… why?” Trevor asked.

I got to my feet, unceremoniously unzipped my skirt, and let it drop to the floor. His eyes widened again as he looked at my now naked body. I kept my Brazilian neatly trimmed for these moments, and it always paid off. I looked seriously at him and said, “Because I think you’re hot, and I want you to fuck me. And I don’t want you to cum too quickly, so that’s why.”

He looked flabbergasted at me, but I didn’t wait for an answer. I grabbed his hand and walked backward toward the couch, guiding him with me. His rock-hard cock hardly bounced as he walked, and he only had eyes for my pussy now. If I’d taken him out into the store like this, I’m sure he wouldn’t even notice.

I lay down on the couch on my back and spread my legs. I pulled my lips a bit apart to show him my insides. His eyes were locked on my pussy, which made me want to get him worked up even more. So, with my free hand, I slid two fingers inside, which caused Trevor to let out a soft, “Oh wow…”

“Get over here, Trevor,” I hoarsely said.

He simply nodded, got on the couch, and sat on his knees between my legs. I could see he was nervous. But, unlike all the other boys, he scooted forward, grabbed his cock by its base, and aimed his pointy dickhead right at my entrance.

“Ohh… Yeah… that’s it…” I whispered as his tip touched my entrance.

He looked down between our bodies, where his virginity would soon be gone. I could see a bit of his face, and the look of concentration on it was adorable. I let go of my pussy, and as my outer lips hugged his cockhead, he let out a short gasp. I placed both my hands on his tight ass and gave it a soft push.

“Just push it in… you’ll love it!” I whispered.

That was all the encouragement he needed. I felt his ass muscles tense under my fingers, and his hips moved forward, causing his little dickhead to enter me for the very first time. I heard myself moan as the realization of taking the virginity of yet another young boy landed.

Usually, they either pushed in firmly and hard, or they’d be overly slow and careful. But with Trevor, he kept a slow pace but still kept sliding in. This was a new one for me. The little cutie was a natural!

When his almost hairless crotch mashed against my clit, I came. It was so sudden and unexpected that I grunted deeply, and I firmly squeezed his ass. Trevor stopped moving and looked at me with wonder in his eyes. “What was that?” he asked.

“You just gave me an orgasm,” I grinned.

“Oh,” he said with disappointment in his voice.

It took me a second to realize what was going on. But I quickly figured out that he’d probably think things were done after one of us had an orgasm. Oh, how I loved those sweet, inexperienced boys…

“Don’t stop!” I said and patted him on his ass, “Fuck me. Let’s have some more fun!”

“I thought that since you, you know… I had to stop.”

“Girls can come multiple times. And this was just a small one. If you keep going, my orgasms will be better. Don’t mind me, just fuck me with that wonderful cock of yours!”

I loved talking dirty to these young boys, especially when I was getting excited. It turned me on so much to see the mixed feelings on their faces. They probably never heard a woman talk to them like that before and were confused about it. But at the same time, it turned them on to hear those words come out of my mouth.

And Trevor was no exception. He nodded ever so slightly and started sliding out. Usually, they always pulled out too far, but Trevor managed to stop right on time and slide back in. This would be a good fuck, for sure!

“Yeahhhh…. that’s it, baby! Fuck me!”

Trevor looked straight into my eyes as he pushed back inside. He whispered a barely audible, “fuck… you’re… wet… aahhh… and your wet puss… ohh…” and he kept on looking at me as he pulled out. And back in. His look got more and more focused and more confident each time he pistoned in and out of me.

“Fuck your… with my hard cock…” he whispered again, sending shivers down my spine.

“Yeah!! You are fucking me with your hard cock!” I said, looking him deep into his eyes.

He must’ve realized what he was mumbling because he looked at me as if he just said something wrong. But I quickly pushed that thought out of his head by saying, “You fuck my wet pussy! Fuck me! Fuck me, and keep talking like that!”

His small, bony hips slammed against my thighs as loud slaps of flesh on flesh filled the room. His mouth was slightly open now, and I heard myself moan as the pressure inside kept building. Since he showed no signs of being close to cumming, I knew for sure this was going to be a good one.

“I’m fucking… you’re so… your hot cunt…” Trevor stammered incoherently.

“Oh, fuck! Oh, yes! Oh, baby! Ohnngg! Fuck, fuck!” I heard myself grunt.

Trevor just kept slamming into me in a steady rhythm. He was panting heavily by now but kept looking at me. It was strange and hot as fuck at the same time. The pressure inside reached a boiling point as my young lover picked up the pace. Now, each time he slammed into me, his pubic bone smashed my clit. It was almost painful, but the pleasure it gave me was so overwhelming that it pushed back the pain. And when his eyes crossed and his cock started kicking, I came. And oh boy, did I cum!!

“Ahh! Shooting… oohhh… my cum inside… aaaghhh!”

My vision blurred, and my pussy contracted sharper than ever before. Or that’s how it felt, at least. I felt the drops of cum my almost teenage lover produced hit the walls of my pussy, and another surge shot through me. A couple of moments after that, his body collapsed on top of mine.

I rubbed his ass with one hand and caressed his hair with the other. I could feel the sweat between our bodies, but this didn’t matter. All that mattered was his still rock-hard dick kicking every now and then inside my sopping pussy.

“How was it?” I whispered.

“Freaking amazing!” he whispered back.

“Good! I liked it a lot, too. And you know what?”

He lifted his head and looked at me, “What?”

I smiled and said, “Now you’re no longer a virgin.”

Usually, when I said this, their faces would light up, but all he said was, “Oh…”

And then it suddenly dawned on me…

“You’ve done this before?” I asked and couldn’t hold back my surprise.

His eyes showed that his secret was out but that he didn’t want to be busted. He looked nervously at me and said, “You have to promise to keep it a secret!”

I grinned broadly and said, “Look, honey… if what we did,” I felt his cock twitch inside, “heck… what we’re still doing, ever comes out, I’ll go to jail for the rest of my life. So I think we’ve got that part covered, don’t you? I guess you don’t have to worry about that…”

“Oh, right…” he said, and his cute smile returned.

“So tell me! Who’s the lucky one?”

“It’s… uhm…” he cleared his throat, took a deep breath, and said, “it’s my sister, Olivia…”

I didn’t see that one coming. Not by a long shot!! I knew he had a sister who was a little over a year older than he was. I believe I saw her when I picked Trevor up that day. She was a pretty girl with all the assets in all the right places. So, I tried to act cool and said, “Olivia, huh? She’s pretty…”

His cock twitched again the moment I said this. He simply nodded and said, “I went into her room a couple of months ago to ask for help with my homework. While she was shouting that I should knock and stuff, I stood there, frozen. I couldn’t move. She was lying naked on her bed, trying to grab the sheets, but they were all tangled up, so that didn’t work.”

“Was she…” I asked, feeling myself grow horny again.

“Yeah. She was completely naked, and a small thing was sticking out of her, uhm, you know… pussy,” he said, and a slight blush appeared around his nose.

“I love to hear you say the dirty words…”” I whispered and squeezed his hard cock with my pussy.

“The vibrator was still in her cunt…” he said, grinning, “I was stuck there… like I couldn’t move. I was wearing sweatpants and the old boxers, you know? So, my… dick was… you know, sticking out like it was before… and Olivia saw it, and she couldn’t stop looking, either.”

“Well… that was awkward…” I chuckled.

“Yeah… I felt so embarrassed! I turned around and ran back to my room.”

“And then what?” I asked and squeezed his ass, savoring its firmness and softness at the same time.

“She came to my room after a few minutes and said she wanted to talk about it. So, we talked about how embarrassing it was for both of us, and I apologized for not knocking. After talking a bit more, she asked if she could see my pen- uhm, dick. At first, I didn’t want to, but after she promised to show me her boobs, I said yes.”

By now, Trevor was slowly moving in and out of me again. It wasn’t really fucking yet, but the start was there.

“Then what happened?” I whispered, realizing how wet I was again from this story.

“She opened her robe and showed me her tits. I was hard as a rock when I pulled down my pants, and she just dropped her robe and was naked. She got on my bed, and before I knew it, I was… fucking my sister’s hot cunt…”

“You’re fucking me now,” I said, smiling broadly at him as his ass moved up and down under my kneading hands.

“You’re so hot!”

“Your sister is, oohhh, also hot…”

“Yeah…” he panted.

“Did you ever do it again?”

He nodded excitedly and started picking up the pace.

“We do it almost every day now… ahhh…” he groaned as my finger sneaked toward his hole. “She never gave me a blowjob, though. We just fuck.”

“You should, aaahhh… eat her out sometime. She’ll lov… ah… fuck, you’re good! She’ll love it and will probably re… ooohhh… return the favor.”

“You mean… lick her pussy?”

“Yeah. It’s basically the girl’s version of a blowjob.”

He looked questioningly at me, and after a moment, it seemed to click inside, and he nodded with a sexy grin on his face.

Then he got serious and picked up the pace, excitedly slamming into my cunt. I thought he was close again, but after his previous two cums, he lasted longer than I expected. I absolutely loved how he kept slamming into me. I had two small cums as he just kept on going.

“Oohhh… I’m close…” he groaned. “Fucking your hot cunt is so… Ohhh…”

“Don’t cum yet! I’m also… hhhmmm… Fuck me with that hard cock of yours!” I grunted.

“I’m fucking you so… ahhh… we’re fucking so… Fuck! Fuck!”

Hearing him talk dirty without me urging him on made my pussy tingle all over. Those tingles traveled up my spine straight into my brain. And I heard myself groan, “YES! Fill me up with your hot cum! You make my cunt so fucking wet! Fuck me, my hot fuckboy! Fuck me…”

He managed to postpone his cum just long enough for me. I came hard again with the image of little Trevor fucking his big sister’s brains out. And the moment I came, Trevor shot another load of his watery cum inside of me.

After that, we lay for a while, Trevor continuously massaging my breasts. He was still fascinated; my C cups must be bigger than whatever Olivia’s got.

When we pulled ourselves upright, we had some drinks and looked at some of the clothes he liked. It felt great walking around naked with this sexy young stud. He chose some items, nixed some others, and we created a couple of outstanding looks together. I threw in a few pairs of socks and all the boxer briefs that were on the table. He said he was done with his uncomfortable cotton boxers. Good! We’d take three sets of clothes back home, and I’d keep two behind for future use. I explained to Trevor that this meant more time to fuck the next time, which was an excellent idea, according to him.

I asked him if he was okay with another set of pics, but this time, for my personal collection, he agreed on one condition. He had to have a selfie where he was fucking me. I allowed it after he promised to keep my face out of the frame. I made it perfectly clear that I would go to jail if anyone found out it was me. Since Trevor was a smart kid, he clearly got the message, and I trusted him enough to go through with it. Especially since I’d get to have loads of nudes from this cutie.

After that, I taught him the basics of eating pussy. It turned out that he was a quick learner, and he almost made me cum. But since it was time to get going, and I wanted to fuck him one last time, I pushed him onto his back and sank down over his hard little cock. The girl on top was also a first for him, but he enjoyed playing with my tits during this fuck tremendously.

After we cleaned up and were about to head out into the store and back to the car, Trevor gave me a tight hug.

“Thank you,” he said into my shoulder.

“It’s been my pleasure,” I told him and brushed his hair.

It took him a second, but he got the double-entendre. He snickered but then clarified, “No, I mean… besides the sex stuff, which was incredible…”  He looked up at me. “It’s been nice having someone actually listen to me and like who I am. Help me look good, and likes how I look and… you know, cares what I think. Thank you.”

This was so sweet that I almost teared up. It was probably due to all the hormones shooting through me, but it was a nice moment between us. I just hugged him back.

Unlike with other boys, I didn’t have to explain myself any further here or go into the rules of our new relationship. Trevor knew he had to keep his mouth shut. And not a single fiber in my body doubted him. That’s also the reason why he turned out to be the only kid I worked with who had my picture.

Asking his sister to come with us next time did cross my mind briefly, but I’d have to explain myself too much, and it would raise too many questions. I took boys out shopping, after all. Not girls. And besides, I wanted this little horndog all for myself! But business was business. Maybe I could go out and hire my first employee to take girls shopping. I wondered if Mimi was up for a promotion… I noticed lately that she always checked out the boy’s asses when she thought nobody was watching her, and this also might open up some new opportunities.

Trevor’s mother thanked me and even gave me a substantial tip for finally getting him to wear proper clothes. However, she was disappointed we didn’t come home with new shoes. I told her we’d have to take care of that soon. Right before I left, Trevor’s sister walked by in the background, wearing a spaghetti top and extremely short and tight shorts, something a bit too revealing for the autumn weather, I would think. She threw a quick glance at her brother and headed upstairs.

I wondered if Trevor could pull it off again after such an intense morning with me. But at twelve-going-on-thirteen, he probably had more stamina than what was good for him. And it wasn’t my problem since I was already planning another appointment with his mother.

He gave me another hug, and his mother smiled at me, thanking me once more. As I drove home, I was picturing Trevor eating out his sister’s pussy and was glad I had another session planned with a different cute twelve-year-old this evening. This would be our second get-together, so I was in for a full hour of uninterrupted sex with a kid that didn’t know how to stop fucking me.

During the drive, my mind drifted off, and I thought about the last couple of months. StyleFocus had given me so much more than just fantastic sex with preteen boys. I finally found something useful to do with my life, and this was a job I thoroughly enjoyed doing. It helped me so much with getting my act together, and it boosted my relationships with Gemma and my father even more. I was no longer a hot mess that couldn’t hold a job for six months in a row. I was now a business owner and damn good at what I did.

So, yeah… StyleFocus was probably the best thing that happened to me, and the best way to satisfy my newly found desires!

The end

Copyright 2024 – Jason Crow
All rights reserved

Ibi habetis. Prima mihi valde subnectam fabulam. Spero te placuisse.

27
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Day Job Shenanigans – Part three Read More »

Day Job Shenanigans – Part two

Day Job Shenanigans – Part two
By
Jason Crow

Everything changed for me some time ago. My fascination with young boys began when, one night at a club, I met a young man who took me back to his house. We spent the night together, but in the morning, I met his brother Brian, a twelve-year-old boy who had awakened my inner boy lover. His young, soft, and tight body blew off the lid that had been firmly attached for so many years. I took the boy’s virginity, and we made love the rest of the day. In the first few months, we had met in secret. We had many opportunities to do this since his parents were gone a lot, and his big brother, Steve, couldn’t care less about what his little brother was up to.

But after about a year, Brian started growing. His voice broke, his muscles expanded, and his long, slender cock wasn’t that slender anymore. And his watery cum, which was like nectar from the gods themselves, thickened and got muskier with each time he came. And he came a lot when we were together. He was still plenty of fun in the sack, but he just didn’t give me that energetic spark I felt when this had all started. When we’d met, he was quite the innocent boy; that year later, he’d become a very worldly young man.

Thankfully, he knew how to keep his mouth shut. It would have been easy for him to brag about me to his friends, but he just wasn’t like that. We came close to being busted once, but that was when he stayed over at my place. Later, it turned out to be the last time I’d had sex with him, and I was in the kitchen making us early breakfast. I heard the door open, and my heart stopped. It was my roommate Gemma, who was home way too early.

“What an asshole!” Gemma sighed as she threw her keys on the counter and sat at the table. Her blonde hair hung in her face, so she quickly pulled it into a ponytail. Her stylish clothes looked like she’d dressed in a hurry. She was supposed to be spending the night at this one guy’s house, an asshole’s house, apparently.

My mind was racing. Brian was in my room and didn’t know Gemma was home. I didn’t stage the couch with blankets this time because Gemma never came home this early, and I wasn’t going to drive Brian home until ten.

I tried acting cool and asked, “I thought you said he was such a great guy and gentleman?”

“Well… he was. Until his wife came home unexpectedly. He said he’d divorced her, but- oh?”

I looked at what Gemma was looking at since she stopped talking and was staring wide-eyed at my bedroom door. Brian was standing there in all his naked glory, looking freaked out.

“I… I can’t find fresh towels,” he said, quickly getting his act together.

He didn’t act shy or try to cover up, which, as I later learned, saved me. I saw a glimmer in Gemma’s eyes, but she didn’t say anything. Gemma and I walked around the apartment without clothes whenever it suited us, but it was just us. This was different.

“They’re in the bathroom. Come on, I’ll show you,” I said, surprised at how calm I sounded.

“I’ve already put my sheets in your bedroom,” he said as we headed to the bathroom.

“Thanks!” I answered and flashed him a thumbs-up for his quick thinking.

As we entered the bathroom, I breathed a sigh of relief, and Brian pretended to wipe his forehead with a relieved expression.

When I returned to the kitchen, Gemma looked at me. There wasn’t any judgment on her face, just curiosity. I weighed my options. I couldn’t possibly tell her the truth. She wouldn’t understand.

“It’s almost impossible to get some clothes on that kid,” I said casually, “He’d walk around naked all day if I’d let him.”

She grew a smile and said, “I figured that much. Why don’t you let him?” she grinned, cleared her throat, and continued, “Since, uhm… he’s hung like a pony…”

“Gem!” I said, acting offended but glad she didn’t judge.

“Don’t tell me you didn’t notice!”

“Yeah… well…” I pretended to stammer, “he is…”

“He’s looking mighty fine! In a year or two, I’d take his cherry in a heartbeat,” Gemma chuckled.

I shook my head and pretended to be busy with breakfast.

“What!?” Gemma pressed, “Didn’t you see the ass on that boy?”

“I did,” I said evasively.

“Fuck! And that snake between his legs…”

“You’re still horny… he’s barely thirteen, Gem…”

“I know. But still…”

After Brian had taken his shower, he was smart enough to stay naked to keep up the pretense of walking around naked all the time. He later told me he’d heard Gemma and me talking while he was in the bathroom and figured this was the smart thing to do. And after I pressed on a little, he admitted that he liked the attention.

But to me, this whole thing was too close for comfort. I thought about it extensively but decided I needed to end this. We had another Saturday evening planned where I’d stay the night at his house and leave Sunday afternoon. I decided that this would be the last time I’d fuck my little lover boy. The fact that I felt nervous like a schoolgirl for breaking up with this almost fourteen-year-old boy was all the confirmation I needed.

When Brian answered the door that night, he was fully dressed, which was uncommon for him. Usually, on such a night, he’d be in just his tight boxers, showcasing his prominent bulge. The look on his face wasn’t too promising, either.

“What’s up, Bri?” I asked as he stepped outside and closed the door.

“I… I… I think we need to…” he stammered, and I could see a tear form in the corner of his eye.

“Did someone find out about us!?” I asked, panic clearly seeping through.

Thankfully, he shook his head. It turned out that his parents had another huge fight and were finally getting a divorce. Right now, his mother was gone for about another hour to arrange everything for their departure, and his father was off to his mistress. Their aunt was there to look after the kids, but she was in the dining room with Steve. 

Brian and his mother would move in with his other aunt in Hawaii for at least half a year, and Steve would stay here with his father. It was all really sudden, but based on the stories Brian had told me, it was not that unexpected, at all. Brian assured me that Steve and his aunt would stay in the dining room that night so we could still do sexy stuff in his room. But that would be way too risky, so we just talked for a while.

Brian insisted we’d stay in touch by texting each other. I told him about the risks of being exposed, and he agreed. We’d keep things to a bare minimum and decided on no pics.

It turned out, not surprisingly, that the breakup with the young Adonis was easier for me than for him. He did send me a couple of nudes, which I carefully stored in a hidden, encrypted folder in my computer and were masturbation material for months. But after a while, Brian got himself a girlfriend, and our contact faded, which was fine. Sad, but fine. Being the one who took his virginity at a young age, and therefore being in his memories forever, was such a great consolation.

I think the breakup was easier for me because it coincided with the start of my new career. I had a degree in Art that I wasn’t using, and despite all my efforts to land a decent job, I was once again unemployed. The excuse to let me go this time? The company’s dire economic situation required cutbacks. It wasn’t me. No! If it was up to my manager, she’d never let me go.

It didn’t matter. This was another dead-end job, anyway. My fourth job in four years. I needed to find that one thing I liked and was good at. The only problem was that this was easier said than done. I was thinking about my options as I entered the apartment.

“Huh!? Back already?” Gemma asked, buck naked and drying her hair as the steam from her shower exited the bathroom.

My eyes quickly roamed over her firm tits and tight ass, but she immediately noticed something was up.

She sat down at the table and looked worriedly at me. “What’s up, Carol?”

I sighed, sat down opposite her, and said, “I’m laid off. Again!” 

“No!” Gemma exclaimed with her face full of disbelief, “Fuck that! Why!?”

“Something about the economic downturn or some shit like that. Don’t know, don’t care,” I said as I slumped down in my chair, trying to act blasé about it.

Gemma held her head in her hands and said, “Fuck, Carol! Why?”

“I wish I knew. I guess it’s finally time to call my dad.”

My father was a pretty successful businessman. He had a couple clothing stores in the area, and business was booming. Dad and Mom divorced, then it was just me and Dad for a time. After a while, Dad met a wonderful woman whom he married. We got along well, and after the wedding, we were a typical family again.

I had a carefree life, and when I went to college, Dad paid for everything. He wasn’t overly excited when I chose a more artistic major, but when I explained that this would help him in his business since I combined it with an economics minor, he was okay with it and never gave me a hard time about it.

But I didn’t want to go and work for him after I graduated. I wanted to spread my wings and find out for myself what was out there. After we talked about this, my father accepted my choice and actually encouraged me to live my own life. So, I found myself a lovely apartment in the city, and together with my best friend from college, Gemma, we moved in there.

“I can cough up the rent on my own for a while, and you know that!” Gemma told me.

“But I don’t wanna live out of your pocket, and you know that, too,” I said and tried to smile at my naked best friend.

“It will only be temporary. It’s more important that you’ll get a job you like.”

“You’re the best, Gem!” I sighed, feeling relieved and glad I had such a good friend.

“Alright. Let’s make a list of things you’re good at and things you like,” Gemma said and looked for a pen and a piece of paper.

She got to her feet and walked over to the living room. As my eyes were fixed on her naked ass, I started thinking about what I liked. I knew exactly what I liked, but I couldn’t say that to her.

When Gemma came back, she’d put on her silk kimono and was carrying two glasses, a bottle of white wine, and her laptop. I joined her on the couch. As she filled the glasses, I smiled at her cleavage. Her kimono hung open and was closed below her belly button. Her nipples were hidden by the silky fabric, but just barely. Our first and only attempt at having sex together hadn’t been a great success. Otherwise, I’d probably be all over her by now.

“Alright. You have your Theater and Arts degree that you’re not really using, but that’s a start. Now… a list. What are your strengths?” Gemma asked as she held out her glass and touched mine.

Yeah, what were they? When I went to college, it was mostly to party. I didn’t fail any classes, though. I got an Art degree and studied various forms like directing theatre, fashion design, and I did makeup for the theater and student films. Still, I actually did better in my business classes. 

“I… uhm…” I stammered, feeling a bit uneasy about opening myself up this much, “I’m creative?”

“Creative…” Gemma said as she started typing, “we can work with that. What else?”

I chuckled and said, “I give killer head…”

Gemma laughed at that and said, “There are some jobs where this is a huge plus…”

“I don’t think I’m looking for such a job…”

She looked thoughtfully in the distance and said, “We’d make a great couple as exclusive and expensive prostitutes, you know?” and she smiled broadly.

I smiled back at her and realized once again how much Gemma and I looked alike. Tight, fit bodies that we liked to show off in the gym three nights a week, where we’d turn lots of heads as we walked around. We’d squeeze ourselves into tight-fitting yoga pants and equally tight crop tops to show off our asses and C-cup breasts perfectly, and the cleavage was admired by all the men around us each time we bent over. Gemma’s blonde hair, as opposed to my dark-brown locks, was the main difference between us, really.

“If this doesn’t work out, I can always make a career move,” I said seriously.

She shook her head, “I don’t think it’ll help my career, though,” Gemma sighed.

Gemma was a fantastic marketing strategist. She interned at one of the best firms in the area, and they snapped her up when it was done. She’s rising fast and has her eye on becoming the youngest VP in the history of the company. She could easily afford an apartment of her own, but she said she liked my company and the down-to-earth vibe the neighborhood oozed. I wasn’t jealous or anything, but I sure wished my life was as much on-track as Gemma’s.

“So… you’re creative with blowing a guy… what else?”

“I like shopping… and I keep up with the latest trends…” I said weakly and shrugged. God! I sounded like Paris Hilton but without her money. What did I really want to do?

“Good. Go on…”

“I’d like to do something with clothes or costumes. I loved the backstage work in the theater I did when I was in college. But there’s hardly any work in that. It’s just that… I wish I could do more in that area than just picking up the phone and processing orders, you know?”

“Yeah. I get that. We need to find something more related to that. Anything else we can add to the list?” Gemma asked.

“I… I like kids?”

Gemma looked at me with a surprised look on her face. We’d talked about this before, and we both agreed we didn’t want to have kids. This was too much of a hassle and would limit us in how we wanted to live our lives. So, I could understand the surprised face.

I shrugged and said, “During one of the company’s fundraisers, I had to watch several groups of boys, and I had a great time. They listened to me and behaved themselves without any problems.”

“Did you promise to show them your tits if they behaved?” Gemma laughed.

I had to admit that this had been a tempting idea and had crossed my mind at the time. But the groups of ten- to thirteen-year-old boys I’d supervised had already been ogling my cleavage and ass constantly, so there really had been no need for promises. I’d even seen a couple of tented pants and became instantly wet at the realization that I was the cause of that.

“Maybe…” I said, making Gemma roll her eyes.

“You’re evil, you know that?”  Then she considered. “Well, you did have fun babysitting that Brian kid.”

So, Gemma and I talked some more about what I liked and didn’t like. By the time we emptied our second bottle of wine, I was feeling a pretty strong alcohol buzz. Thinking about Brian got me a little horny. Seeing Gemma’s kimono slip open got me even hornier. I put my arms around her. “I don’t want to think about this anymore tonight,” I whined.

“What do you want to do, then?” Gemma asked, as tipsy as I was.

That was a loaded question. I decided to give it a shot. “I want to lick your pussy.”

I could see Gemma think it over. “All right.”

With delight, I pulled open her kimono and pushed her back on the couch.

* * *

The following day, after having moved together to her bedroom and making a better-than-before effort at fun sex, I woke up with a slight hangover. Not too bad because we’d taken time out to eat some leftovers in the fridge, and I had a bottle of water.   But Gemma was awake early, so I missed out on waking up with her. She came back naked from the washroom, sat on the bed, and looked me in the eyes.

“I’ve got it!” Gemma softly said but didn’t say anything else.

“What?!” I asked, sitting up and waiting for her answer.

“Don’t judge me here. And hear me out before you say anything. Promise?”

“Of course!” I answered, curious as hell by now.

“What do boys hate doing?” Gemma asked.

“Uhm… showering. Going to church. Eating vegetables… lots of things.”

“Shopping for clothes!” Gemma exclaimed as if she’d just solved world hunger.

“Right…” I said, not sure where this was going.

“And their mothers maybe hate taking their kids shopping even more. So… you take them shopping for new outfits. For a small commission, of course…”

I had to let this sink in for a moment. Take boys out shopping? I was good at shopping. And by focusing on boys, I might even see a couple of them in their underwear. Just like with Brian before he stepped into bed with me and his soft, firm body pressed….

“Carol!? Hello??” Gemma said, snapping me half out of my daydream.

“I… I’m sorry. I think that’s…” I forced myself not to react too excitedly, “You know what!? I like it!”

“I know you’re actually good at shopping. I’ve seen you do it enough to know that much. And the little brother from that Steve guy you babysat a couple of times… he adores you! You just need a good marketing campaign and ridiculously overvalue yourself so the society ladies who are too busy screwing their tennis instructors think you’re the best – because you’re not gonna get the soccer moms. I’ll do the marketing for free, of course,” Gemma said, being the torrent of words she could be when she was excited about something.

“A Personal Shopper. I think this could actually work, you know?” I said, feeling hyped after the idea sunk in a little.

“Of course, it will! But you’ll need a logo… and a name… and…”

“StyleFocus,” I said, interrupting my best friend.

She thought about it for a moment and nodded approvingly. “That’ll work.”  The rest of the day was filled with the design of the overall look and feel for the public image of my business: logos, a website, and a mission statement. We contacted my father and showed him what we’d come up with. He said he liked the concept of my company, and we set up a business relationship with his stores. He was delighted to be a part of it, and Gemma got to add his business to her company’s clients.

That day, StyleFocus was born. And I’m still grateful to this day that my best friend Gemma assisted with its birth.

My new career turned out to be even better than expected. Most of my charges were nine and ten-year-old boys, dozens of them in this first year. They were cool, but only there to pay the bills. My main interest was in the eleven to thirteen-year range. Those were the most fun on multiple levels. I’ve taken out over fifty of these. Seventeen of them were very cute twelve-year-olds. Yes, I keep detailed records of them on my laptop. I noticed that in the thirteen-year range, the boys were becoming more independent, so this group, unfortunately, was the smallest. But this wouldn’t stop me from trying to get into their pants…

End of part two

Copyright 2024 – Jason Crow
All rights reserved

Adhuc inops? An nimis perspicuum est et scivistis post paucas paragraphos?

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