Day Job Shenanigans – Part one

Day Job Shenanigans – Part one
By
Jason Crow

Where it began, I can’t begin to know when. All I knew was that right now, I was doing the thing I liked best, and it was currently lighting up my entire insides. My tits were tingling all over, and my pussy was already soaking wet. The reason for this was simple. My thumbs were inside this thirteen-year-old boy’s boxer briefs, slowly pulling them down here in the clothing store fitting room.

“Ohh, yeah…” Damian whispered hoarsely above me.

“Mhhh…” I purred.

His small bush of reddish-colored pubes came into view. There were a couple more hairs there than the last time I looked at his pubes. Gazing at him, I felt my pussy tremble. Two seconds later, his hard, almost four-inch cock sprang free. It was so stiff it hardly bounced as it was freed from its confinement. Without waiting a second longer, I wrapped my mouth around his slender cockhead.

“Ohhh!!” Damian moaned above me, and he placed his hands on my head.

This was what my little lover liked best! I kept my mouth around his cock and let my tongue explore his spongy cut dickhead while my hands kept pulling down his purple and white striped boxers. My eyes moved up over his scrawny chest, seeking his eyes. When our eyes met, I made a show of licking his small dick like a popsicle and smiled inwardly at his hornier-than-horny face.

My hands moved up to cup his small and hairless but extremely tight ass, and I went for it for real. I knew that no matter what I did, this boy would cum quickly, anyway, since he’d anticipated this moment for weeks. But I wanted him to have fun. And there was almost nothing better than having a young cock in my mouth, so I wanted to enjoy the feeling of this slim tube of flesh the best I could.

I kept bobbing up and down, feeling his ass muscles move under my fingers. I considered aiming for his hole for a brief moment, but as the pitch of his moans grew higher, I focused all my attention on his cock. He was getting close.

I cupped his grape-sized balls and gave them a gentle squeeze. This would delay his orgasm for about another thirty seconds, and I let my tongue explore the entire length of his rock-hard dick. I loved the texture of his shaft and made sure to lick it everywhere I could. But when he approached the inevitable point of no return, I focused on the underside of his glans.

Up until now, at barely thirteen years old, just half my age, Damian had shot blanks. But in the car ride over here, he boasted that he could shoot, now. I sure hoped this was true and that it was not just a tiny drop on his piss slit. The good thing was that I was about to find out any second now. I released his balls, and I moved my hand under my skirt, where my pantyless pussy was aching for some relief.

“I’m… Ohh… I think I… oohhh!” Damian groaned above me and started moving his hips.

My right hand was still on his firm ass, and I made sure he couldn’t move his hips too much. I had to hold on as if my life depended on it as he tried fucking my face frantically. The moment his fingers dug into my skull and his thin cock fattened a little, I let the fingers of my left hand rub through my slit briefly. I didn’t want to cum yet, but the tension and anticipation was simply too much for me to handle. I shoved his boxers down to his ankles, ready for him to step out of them. He kicked them toward the fitting room mirror. 

Damian groaned loudly and suddenly kept perfectly still as his penis started kicking in my mouth. This was it. Would I be treated with… Oh yes! After two violent kicks of his cock, a small but powerful blast hit me at the back of my throat. And a second one landed on my tongue immediately after the first. I would never, ever grow tired of the taste of young boy spunk. It was a bazillion times better than the thick, musky stuff older guys shot. Granted, that was also pretty enjoyable, but the sweet, watery stuff that didn’t contain actual sperm yet – that was the best. By far! And I was treated with two small globs and a little dribble from the tip that I eagerly lapped up.

“Ohhh…” Damian exhaled, coming down from his orgasm.

I let go of his ass, and he immediately dropped into the chair behind him. I smiled at the goofy expression he always had after an orgasm and was pleased to see his cock was still sticking up and hadn’t lost any of its stiffness.

“That was… it was… I did, didn’t I?” he asked, still panting a bit. He reached forward to touch my hair, wrapping one of my loose, dark-brown curls in his fingers. 

“You sure did. You actually shot some cum!” I said as I let his sperm swirl through my mouth, savoring the taste as long as possible. I licked my lips for him. “So good…”

“It… I… oh, wow!” he exclaimed and slumped back in the chair.

I was so horned up by now that I just had to do something. My hand was under my skirt, lightly caressing my pussy. Damian looked at me and said, “I wanna see your tits…”

I still don’t know if he was aware of the effect this had on me. Seducing young boys was one thing, but being bossed around by them was even hotter. So, even if I wanted to resist, there was no way I could. I was like wax in his hands, and my hands almost involuntarily started lifting my shirt. The moment my breasts were revealed and the cool air made my nipples grow even harder, I heard Damian whisper a soft, “Oh, wow…” as if he was looking at my tits for the very first time.

I pushed my chest forward a bit, and as his eyes drank in the sight of my exposed boobs, I bit my lower lip. In his lap, his dick gave a violent twitch, and I knew he was more than ready for more. Yet another perk of fucking young boys. Even after cumming seconds ago, seeing my tits and the idea of fucking me kept him going.

“Can I… I mean… is it okay if we, you know…”

“We’ve talked about this, Hotshot…” I said, my eyes still on his rock-hard cock.

“Oh, right… I, uhm…” he cleared his throat, sat up straight and said, “I wanna fuck you, Carol. Get naked.”

“Ohh! That’s more like it, Hotshot!” I hissed, got up, and unzipped my skirt.

As it fell to the floor, Damian’s eyes roamed up and down over my body unabashedly. His hand gripped his cock and gave it an absentminded squeeze. I needed that cock inside me as soon as possible, so I lay down on the carpeted floor and spread my legs. Getting fucked on the floor wasn’t my first choice, but it was the quickest way to get him inside. Damian complained last time about how he couldn’t get a decent grip with his knees or feet on the room’s couch. So, by doing it on the floor, he could get rough if he wanted to. I knew I wanted that…

His eyes were glued to my cunt, and with my left hand, I spread my lips for him while my right pinched my nipple. He swallowed audibly and got off the chair. As he dropped to his knees between my legs, his boner hardly moved. Of all the boys I’ve seen naked and erect, Damian undoubtedly had the stiffest cock of them all. Unfortunately, he had lost his act about being in control and became a little boy again. I didn’t mind too much, though, as I watched his cockhead inch closer and closer to my sopping-wet entrance.

“There you go…” I whispered as the tip of his dick touched my pussy lips.

“Ohhh, Carol… You’re so freakin’ hot!” he said while looking in my eyes.

He talked about tits and fucking before, but when it finally came to actually fucking me, he always got this focused look on his face. This little red-headed cutie was adorable! But when he pushed himself inside with one strong push and his pubes mashed against mine, all this cuteness was gone, and he was my little fuck-boy again. He entered me for the third time since I met him, and it was just as hot as when he had before. There wasn’t the thrill of taking a boy’s virginity, but Damian compensated for this by tirelessly pistoning in and out of me. This kid had a stamina that a grown man would envy.

Feeling my clit being squashed under his small frame almost pushed me over the edge right away. His stiff little cock had such an upward angle that his dickhead rubbed over my G-spot with every thrust of his bony hips. Damian didn’t wait for me to get accustomed to being fucked. He just went for it, and I loved that about him.

He breathed a little laugh, and I noticed he was looking beyond me. He was watching himself fucking me in the room’s tri-fold mirror, the little scamp! “Who’s that boy over there?” I playfully asked.

“That’s me,” he replied between slams. “Me fucking you…”

“What are you doing?” I encouraged him.

“Fucking you… fucking your pussy!”

“Yeah, fuck my pussy…”

My hands cupped his firm little ass as the good feeling started washing over me. Feeling the bones of his hips slam against my thighs was another turn-on. I knew I’d be sore for the rest of the day down there, but damn! This boy was good! After three or four slams of his pubic bone against my clit, and the overstimulation of my G-spot, I came. It was sudden and unexpected, but a fantastic orgasm nevertheless!

But Damian didn’t seem to care. He just kept on pounding away, his mouth a little open, and his eyes unfocused. He was in the zone! The best thing was that I knew this wasn’t the end of it. I would come a couple of times more before he’d freeze, and his hard little cock would kick violently inside my pussy, triggering my final orgasm.

Thankfully, I was right! After four somewhat smaller orgasms, my little lover froze in my arms, and he threw his head back. The muscles in his neck tensed, his shoulders were shaking to hold himself upright, and he grunted deeply. And sure enough, a heartbeat later, his little cock started kicking, which sent me over the edge for the final time. This final push of his pelvis was the one that really did it! My little stud managed to do his magic once again. I came hard, and my belly muscles contracted so sharply that I had to bend my body a little. Damian didn’t care. He was in a world of his own as he came back down from his second orgasm in under ten minutes.

He dropped his body on top of mine and was panting heavily. I loved feeling the weight of his thin body on top of mine. His head was lying on my chest, and I smelled his freshly washed red hair. My hands caressed his back as he regained his breath. His skin felt velvety under my fingers, smooth with a light sheen of perspiration.

After a couple of moments, Damian asked, “Did you pee?” 

“No. Your cock made me cum so hard that I spurted a bit, too.”

“Cool! Now we both can shoot,” he chuckled.

I gave him a tight hug and patted him on his ass. It was time to go now. Good thing he was okay with the clothes I showed him after we entered the changing room here at The Style Haven. But then again, he’d also be okay if I’d picked out a summer dress for him instead of the jeans and tops. And I couldn’t blame him, considering what we did instead of trying on clothes.

“Can we do this again next week?” he asked as he stepped into his boxer briefs.

“I’m sorry, Hotshot. That would make your mom suspicious, don’t you think?”

He sighed deeply, looked at the floor, and disappointedly said, “Guess you’re right.”

“But don’t worry! This means it’ll be even more fun next time,” I said, and I could see his frown turn into a smile. “Don’t forget, holidays will be here soon, and you need a new outfit for church!”

We finished dressing, and I gathered the clothing items that Damian would be taking home today. I made the purchase on my special account, and we headed out to my car. During the drive home, we made small talk as if nothing out of the ordinary had happened. With Damian, I had no concerns whatsoever about him accidentally talking to his mom or his friends about us. He wasn’t a bragger or a talker, and he didn’t have lots of friends.

His mother was pleased with the result and thanked me for helping her out. But when Damian walked off for a moment to put the bags into his room, his mother whispered, “I think he has a crush on you!”

My heart froze.

“It’s so cute!” she chuckled, “He takes a shower before you get here, and he acts all nervous when he’s waiting for you.”

“I… uhm…” I tried to smile like I was embarrassed.

“Don’t worry, dear! You know how boys are. I think it’s adorable. He shou…”

Damian was back and smiled warmly at me. His mother laid her hands on his shoulders and said, “Thanks again, Carol. Are we square?”

“Yes. The transaction should appear on your account tomorrow. Let me know if there’s anything you’d like to return,” I said so professionally.

“I’d like to add a little something for you…” she hinted.

“No need,” I assured Damian’s mother. “I get plenty of satisfaction just seeing him smile!”  When he cums inside of me…. I added mentally. “Damian is a great kid.”

“What do you say to Carol?” his mother asked, clearly not yet accustomed to the idea her son wasn’t nine years old anymore.

“Thanks, Carol!” he said timidly, but couldn’t hide the sparkle in his eye.

“No problem, Hotshot,” I said and winked at him. “Thanks for choosing StyleFocus as your Personal Shopper,” I said to his mother.

I turned around and waved goodbye over my shoulder. After I started the car and drove off, my heartbeat finally started to calm. A couple of moments later, my phone rang, and it was my dad.

“Hey, Dad!”

“Hey, Pumpkin. You’re coming over later?”

“Of course! Today is the first anniversary of StyleFocus. We need to celebrate!”

End of part one

Copyright 2024 – Jason Crow
All rights reserved

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