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Category: Tweens (Page 5 of 42)

Lockdown – Chapter 2

Lockdown – Chapter 2
By
Caliboy1991

Andrea

That night, while I slept, I’m not sure if I dreamed or simply reminisced.

I opened my eyes, standing in the hallway next to my locker. Instinctively, I knew it was the beginning of my sophomore year. I was fifteen. From down the hall, on an intersecting wing, something slammed into a locker. There was swearing and then the slapping of sneakers running away on the worn linoleum.

When I came around the corner, there was a boy leaning against a locker. His binder was thrown on the floor and someone had upended his backpack, leaving everything strewn about. Hurrying over, I saw a couple of other girls down the hall. They looked at him, shook their heads and turned away, continuing their conversation.

Perplexed, I went over to the boy, “You okay?”

He brushed long, dirty blond hair out of his face. “I guess so. I know Kenny and Lonnie from last year. I guess they didn’t flunk the eighth grade after all.”

I grabbed his backpack and knelt down with him as we picked up his school supplies.

Once we were finished, I stuck out my hand, “I’m Andrea. But my friends call me Dre.”

The boy tentatively took my hand. There was hardly any strength in his shake; almost like a girl’s. “I’m Chase. My friends call me, um, Chase.”

When he turned and walked away, I figured out why the other boys made fun of him. He had a bit of way about him that wasn’t masculine. I saw him again at lunch. I spied some of my friends eating in the cafeteria. Chase was by himself at a table a couple of rows over from them. While I really wanted to hang out with my friends, there was something forlorn about Chase. For a fourteen-year-old, he was small for his age, and if my gaydar was going off, no doubt a bunch of other teens picked up the same vibe.

When I got over to the table where my friends sat, there were a couple of empty chairs. I put my tray at one of them, said hello to everyone and then went over to the boy, “Hey Chase. I’m eating with some of my friends and I wanted to see if you wanted to join us.”

The look on the boy’s face was one of shock. Then a smile, “A-are you sure, Dre?”

I nodded, “Hell, yeah.”

When he sat down beside me at my friends’ table, a couple of girls gave me a “what the fuck” look. But as we caught up on everyone’s summers, my friends, even if they didn’t warm to him, they didn’t look at him like he had leprosy.

Within a couple of weeks, the other girls had warmed to my gay friend, and he joined us at our regular table from then on. And within a month, he had become my best friend, even though he was a year younger. His mom loved me and had me over as often as possible. Even my parents liked him. And even though I wasn’t allowed to date until I was sixteen, Chase wasn’t included in that ban. And that made me happy. Because even though Chase had come out, I had serious feelings for him.

The next memory was Halloween. Even though we were both teenagers, the neighborhood where he lived threw a huge block party, and there were contests for the best costumes for all age groups. I sat on his bed while he sat at his desk. I begged, “Come on, Chase. It’ll be fun. We can wear costumes. We can go as Bert and Earnie.”

Chase gave me a blank stare. “Who?”

“Oh, never mind. Maybe something easier. What about ghosts or something? You think your mom would let us poke holes in her sheets?”

He rolled his eyes at me, “Not even.”

Even though he was gay, Chase was still a boy. His room was messy and his bed unkempt. I stood and yanked the top sheet from his bed, wrapping it around my torso, “Okay. Ghosts are out. How about we go as Romans?”

“I dunno. Mom…” he started to say when a voice from the door startled us both.

“Mom, what?”

I twirled beside the bed in my faux toga, “There’s the block party this evening. Costume contests and lots of candy. I told Mr. Sourpuss we should go as Romans.”

His mom came into the room and took the end of the sheet and held it to her nose, “Oh, sister, this won’t do. I’ve got some other sheets you two can use. They’re white and don’t smell of stinky boy.”

Chase looked insulted, “Mom, don’t embarrass me in front of Dre.”

His mom left us, saying, “I’ll be back in a few minutes with some sheets.”

When she came back into the Chase’s room, she had a couple of white sheets and a bolt of white cloth. She set them on the bed, “Don’t get away from here without letting me take some pictures.”

With a sigh of surrender, Chase closed the door behind her and grabbed one of the sheets and sat down at his desk. When he got online, he said, “I didn’t know there were so many ways to put on a toga, Dre.”

After a moment of leaning over his shoulder, I pointed to one video, “That’s the one, Chase. That’s authentic. Let’s try that.”

We watched the video, which explained how women put on togas. I took the cloth from Chase and wrapped it around me once. It looked nothing like what the woman in the video looked like. “What’s wrong with it?”

Chase’s cheeks flushed red, “Um, clothes, Dre. She was in her underwear I think.”

“Oh,” I said as I looked at the video. I wasn’t sure she wore even that much, aside from the toga. I shrugged, “You okay with that?”

Chase blushed as he nodded, “Well, you can wear a pair of my shorts, if you want.”

“Let’s see how it looks first,” I said. One of the reasons Chase and I had become so close is that I didn’t judge him for being gay, and my parents and his mom thought it was a wonderful friendship. I guess they thought we’d never fool around with each other. For more than one reason, it didn’t bother me to strip down to my underwear. On one hand, he had become my best friend, and I really didn’t care if he saw me like this. On the other, deep down I was seriously crushing on my best friend, and I liked the idea of him seeing me like this.

Once down to my panties and bra, I held one end of the fabric under my left armpit as I got Chase to wrap the fabric around my torso. His face was still red and I could see him steeling glances at my a-cup bra. One time around with the fabric wrap and then we took the loose end and folded it over my right shoulder, and then back around to my left hip.

“We, um, we need to secure it with a safety pen, Dre. Let me go see if mom has any.

When Chase left the room, I glanced at the mirror on the door of his closet. It looked better, although my bra strap stood out. It would need to come off. I got a bit warm thinking about Chase helping me with it.

When he came back into the room, Chase had safety pins and some gold cording, “Mom said we can use these as belts. I think they’ll look authentic enough.”

I said, “Cool. Help me with this.”

I undraped the loose end and loosened the wrapping enough to drop it below my chest. Then I reached behind me and unhooked my bra.

“What are you doing, Dre?” Chase exclaimed when the bra fell away. Even though his face was crimson, and he was gay, he didn’t look away.

I tugged the wrapping up and covered my boobs. I certainly didn’t want Chase to think I was putting on some kind of show for him. “The strap looked tacky. It had to come off.”

“Oh,” he said. “Yeah. I didn’t think about how silly it would look.”

After draping the loose end over my shoulder again, I said, “Can you pin me at my waist?”

With that and a glittering gold cord tied around me, I had to admit, as I looked in the mirror, I looked pretty good.

“Okay, Chase. Your turn.”

The fourteen-year-old took his shirt off without a problem. But after unbuttoning his pants, he looked at me, “Don’t look, okay?”

I coughed, “Um, you just saw my boobs, Chase.”

“Well, um, ah. Well, don’t tell anyone, okay?”

With that, he pulled his shorts down, revealing a pair of red low-cut briefs. Oh, no. I really was getting warm as I saw his small bulge.

His chest and stomach were smooth, although his shoulders were slightly wider than his narrow waist. I knew boys his age had hair, but the parts I could see there was none. He murmured, “You’re staring, Dre.”

“Sorry, man. I just haven’t seen a boy before. Not in just underwear.”

He grinned, “Me neither. Um, not a boy. A girl. I haven’t seen a girl’s um, chest before today.”

I took a sheet, folded in half, and gave him an end, “Hold this against your waist.”

I wrapped the sheet against his waist and then we draped the loose end over his shoulder, just like we had mine. A safety pin at his waist made sure the wrapping would stay in place. A shy smile crossed his face, and he spun around, “How do I look, Dre?”

Sexy. But all I said was “Like a real Roman. All that’s missing is the chain around your neck and you’d be my slave.”

A week before, we had watched a documentary on slavery in the Roman world. Chase put his hands together, like a supplicant, “Yes, mistress. As you wish, mistress.”

We both burst out laughing and a moment later, there was his mom’s soft knock, “Everything good. You kids ready for pics?”

Chase opened the door and came over to me, “Whatcha think, Mom?”

His mom nodded, “You two look good. It’s a good thing the night’s unseasonably warm. Otherwise, you would probably freeze your asses off.”

Once she took a few pictures, she looked at one of the photos and giggled.

Still self-conscious, Chase said, “What?”

“Red underwear, right?”

I stepped back, and I joined in the giggling. Chase’s tight red briefs were barely visible through the double folded sheet. He groaned, “What the heck? I can’t go like this.”

His mom, still laughing “Well, you can always do what Dre did and go commando.”

I furiously blushed as I realized his mom was looking at my little bra on the floor. “The strap looked bad.”

His mom patted me on the arm as she walked over to a chest of drawers, “It’s okay, sweetie.”

Chase stammered, “I, I can’t go commando! That would be embarrassing.”

His mom pulled a pair of white briefs from a drawer, “Here, sweetie, trade these out.”

I think Charlie had been beat-red for a while now, as he shimmied out of his red underwear and then slid the white under his toga.

A close inspection revealed no sign of color. “You look good, Chase. Just like a Roman. All your missing is your slave collar.”

His mom clapped, “Oh, that would just make the outfit complete.”

Once again, she hurried from the room. When she came back, she carried a neck collar made of leather. It looked like something a dominatrix might wear, rather than a slave. The chain was delicate, almost like from a small dog’s leash. She waved me over, “Help me put this on your cute little slave boy.”

“Mom!”

“Oh, shush. This really is too cute.”

I wasn’t entirely sure I agreed. The collar and chain were probably overkill. But I thought Chase was very cute, even if he was out of sorts. A few more photos later, Chase’s mom pushed us out the front door and told us to have fun.

The party was just down the street. There were kids in every imaginable costume. And we were hardly the only teens. Even most of the adults celebrated with outlandish and silly costumes. Just before we got there, I pulled lightly on the chain, “Alright slave, you must do what I tell you. Otherwise, there’ll be no candy for you.”

Chase stuck out his tongue, “Not happening, Dre.”

Bossing my best friend around sounded fun. But there was note in his voice telling me he wasn’t going to be bossed. Instead of leaving it alone, I changed tack. “Come on, Chase. It’ll be fun. We can switch out in a bit, and I’ll wear the slave collar and you can boss me around.”

Instead of outright rejecting my offer, Chase said, “Really? I can be the master and you the slave?”

“Yep. Once we swap out, I’ll be your slave until I have to go home.”

Chase bowed low, “Yes, mistress. As you command.”

I gripped the dog chain and said, “Very well, Maximus. Let’s go see about bobbing for apples”

The next hour or so, we bobbed for apples, dunked Mrs. Mondale, the HOA president, and collected candy from several booths. When the sun slipped below the horizon, they turned lights on, keeping the street lit. A DJ at one end of the party was playing some music and there were several couples dancing. Raggedy Ann and Andy were holding hands. The Lone Ranger and a very sexy Tonto were also dancing. Even Casper and Wendy.

My fingers slid into Chase’s, “Let’s dance, Chase. It’ll be fun.”

Although Chase didn’t pull back, he glanced over at me, “Come on, Dre? Really? I can’t dance.”

I haughtily tilted my nose up, “Slave, I command you to dance with me.”

Chase snorted, “Is that how it’s going to be? Fine. But after this, it’s my turn to be the master.”

I came around and stood in front of him. He really had no idea what to do, “Put your right arm on my hip and hold your other hand out.”

I took his outstretched hand in mine and lightly rested my other hand on his bare shoulder. It wasn’t very pretty, but we shuffled around to one side, keeping away from those who were better dancers. Or more likely, we were being avoided by the other dancers.

By the end of the second song, we were getting a handle on it. Of course, the third was a slow song. Chase stepped away as we saw several couples get closer to one another. I didn’t let go of his hand. “One last song, Chase. Then we’ll swap the collar.”

There was uncertainty in the boy’s eyes as I pulled him to me. I put both my arms around his neck, “Put your arms around my waist. We’ll just dance in place.”

The feel of the boy’s arms around my waist felt good. Even though I knew he was unattainable, it didn’t stop me from enjoying his body against mine. Especially when I thought about how little we wore beneath our togas.

All too soon, the dance ended and Chase escaped my arm as he managed to unfasten the collar. He held it out, “Your turn, Dre, to be the slave.”

Still feeling my hormones getting the best of me, I leaned forward and pulled my hair away from my neck, “Can you help put it on?”

Chase’s body brushed against mine as he fixed the collar on me. Then he had fun repaying me for all the commands I had given him. I had just fetched him a drink when several people started breaking down the candy booths. My friend looked genuinely sad, “What the hell? It’s not that late.”

Then we heard a crash of thunder in the distance, “Damn!” we chimed at the same time.

“Come on, Dre. Let’s get home before we get drenched,” Chase said, grabbing my hand and hurrying toward his house as wind blew down the street, whipping the bottom of our togas. As we hurried along, he grumbled, “You got to be master for ninety minutes, and I was barely getting started.”

Almost running to keep up with him, I said, “It’s not fair. But we can keep playing until your mom takes me home. Okay?”

His smile showed how much he appreciated the offer.

When we reached the path from the sidewalk to the porch, the skies opened on us. We were only in the rain for a few seconds, but by the time our sandaled feet hit the porch, our togas were heavy from the downpour.

Chase let go of my hand as we turned, and from the safety of the porch watched the rain send trick-or-treaters scurrying for cover. There was no sign of it letting up anytime soon. And as the wind picked up, it cut through our wet togas, chilling us to the bone.

We turned and stepped through the door. “Mom, we’re back!”

Although the light in the living room was on, the house was quiet. Chase turned and grabbed a sticky note from the door. “Oh, Mom went to the church festival this evening.”

While Chase and I were best friends, I had assumed with a last name like Mazouz that he was Jewish. “Church?”

“Yeah, St. Joseph’s.”

Curious, I just said, “Mazouz.”

The light came on. “Oh, my dad was Jewish. Mom’s Catholic.”

I’d never heard him talk about his dad, but standing in our soaking togas wasn’t the time to ask. “Your mom’s going to kill us. We’re soaking the carpet.”

Chase realized it too, “Oh, shit. We need to get out of these damned togas.” He reached behind him, trying to get to the safety pin, but couldn’t quite reach it. “Dre, can you unhook me?”

I took off the safety pin and, in a moment, he pulled his sheet off, leaving himself shivering in just his white underwear, which was also soaked through, turning the cotton material just transparent enough that the outline of his penis was very clear.

I tore my eyes away, “Unhook me.”

Once he did, I pulled the sheet of fabric off and held it against my chest, my teeth almost chattering. Hanging down in front of the sheet was the dog chain attached to the leather collar, which was still around my neck. The flush was back in Chase’s face as he took hold of the chain. “What a shame about the rain. I was looking forward to being the master.”

I tried to keep my teeth from chattering, I felt bad about being the master for most of the evening. After all, I had wanted to see what kind of things he would make me do. “We still can. If you want to.”

Despite lips that were turning blue, he said, “Really? You’re okay with being the slave?”

“Yeah. But this is cold.”

Chase handed me the leash, “I’ll get this back in a moment.” Then he took hold of my soaking toga, taking it from my hands, “Here, Dre, let me have the toga, its gotta be cold against your, um, chest.”

His eyes lingered just for a moment against my bare chest before he turned, “Slave, follow me to the laundry room.”

In the laundry room, he tossed our togas into the clothes drier. If I wasn’t so cold, I would have enjoyed letting this marvelous, gay boy look at my boobs. Instead, he turned on the drier and said, “Come slave, let’s get upstairs.”

Once in his room with the door closed behind us, he said, “Are you warm enough yet, Dre?”

I shook my head, “No, still cold.”

“Me too,” he said. Then with uncertainty in his voice, he said, “Um, slave, follow me.”

He opened the door to his bathroom and led me in. In a hesitant voice he pointed toward the tub, “Slave, please turn on the water faucet.”

As I turned the water on, I giggled, “Please? Chase, come on, bro. You’re the master. You don’t have to say please.”

He swallowed, “I, um, well. We’re both cold. And we’re best friends, right?” he had dropped even the pretense of master-slave.

I nodded, suspecting where he was going. Then he continued, “We, um, we can warm up together. In the shower. We just have to be done before Mom gets home.”

We could hear the rain drumming on the window on his bedroom wall. She would not be home early. We had time to enjoy the hot water and each other’s company. I had really loved it when he had taken my toga away and ordered me about. Even more than when I had been in control. “Um, Master?”

“Yeah, Dre. I mean, slave?”

I gave a slight bow, knowing that my small breasts were completely visible to him. “As your slave, I await your every command.”

“You want me to order you around in here?” Chase gasped, his eyes round in surprise.

I nodded and gave him a submissive bow. “I’m your slave, you’re my master. What do you command?”

The surprised look didn’t really go away. But something else happened. My gay best friend’s penis was pushing against the fabric of his wet underwear. Bent over, I could see its outline.

After a moment, Chase pushed down on his erection, trying to get it to go away. Then seeing me staring at him, he sighed, “Slave. I want you to promise that you won’t tell a soul.”

“Yes, Master. Not a soul.”

“Okay, turn on the shower and let’s get in.”

We got into the tub and closed the curtain, Chase in his briefs and me in my panties. As I turned on the shower nozzle, hot water rained down on us, finally chasing the chill away. We stood facing each other, barely inches apart, both wanting to feel the hot water. Of course, my tits, which were perhaps the size of a couple of half-limes, were inside an arm’s length of his face. Worse, or better, depending on one’s perspective, as I warmed up, my nipples grew erect. They weren’t big, no bigger than the clicker on the end of a Bic pen. But seeing Chase looking at me made me horny.

“What now, Master? Do you want me to wash your back, like a good slave?”

I could see his wheels turning inside his head. He was gay, effeminate, even. He’d told me about one boy he’d been with once before, so I knew him liking other boys was something he’d actually experienced and liked. But right then, he was a nearly naked fourteen-year-old boy in a shower with a nearly naked fifteen-year-old girl.

His voice warbled, “Yes, slave. You may, I mean, you should wash me.”

I took the loofah hanging from the water faucet and drizzled some body-wash over it before moving around to his back. I ran my left hand over his back while my right guided the loofah in a figure eight motion. My fingers brushed against his wet elastic band at his waist, “Master, would you have me wash the rest of you?”

Chase’s voice cracked, “Y-yes, slave.”

My own nerves were a mess as I grabbed his underwear and pulled them down. When they landed with a wet thud on the bottom of the tub, he picked his legs up and kicked the sodden briefs away. The loofah touched the round globe of Chase’s ass before I dared to run my other hand over his ass cheek.

Still not having much control over the timber of his voice, Chase said, “Go ahead, slave, wash my legs as well.”

I knelt behind him and washed his legs, starting at the bottom and working up toward his ass. My hands washed around his thighs, going most of the way around his legs until I stopped once my hand grazed the underside of his butt.

I wanted to empower him. To make him take charge. In the silence that filled the moment, I said, “Master, what now?”

I prayed against any expectation he’d tell me to wash his front. He drew in a ragged breath, “Slave, you did an outstanding job washing my back and legs.” His voice cracked again, “Now show me your loyalty as a slave isn’t misplaced. Wash my front.”

This time, he turned around, facing me. Already kneeling, when he swung around, his hard penis came within a few inches of my face.

I paused, staring at him. We were both very close to the same height, so he was a bit shorter than most other freshmen. To a girl who had never seen a penis except online, he looked perfect, a bit more than four inches. He had a few strands of pubic hair right at the base of his penis. Perhaps a hundred, maybe. I had expected to see more, thicker pubic hair, but there was a beauty in his sparseness that made me wish, for at least the hundredth time, for him not to be gay.

“It’s not much, but Robby likes me like this.”

I shook my head, “It’s, um, you’re beautiful, Chase. I envy Robby.”

Chase opened his legs a bit, “Um, slave. Please finish washing me.”

He got me with his please. I wanted him to lord himself over me, not simply to beg for permission. Still, I was more than happy to enjoy the shared moment. I soaped up the loofah and washed one hip and thigh, then switched over to the other hip and thigh. Then, looking into his eyes, I took him in my hand, even though I was shaking in fear and dreading rejection.

He gasped, “Oh, shit!”

“You okay?”

He nodded, “It feels good.”

Watching a video of some slut jacking off some dude doesn’t really prepare you for your first time. My grip was awkward, my rhythm uneven, but I masturbated Chase as though I was his love slave. A minute or so of jacking him, his hips jerked forward and backward as he groaned, “Dre…” he started.

Rocking back and forth, he tried again, “Ahhh, Dre, I’m getting…”

Then it happened. His penis grew even harder in my hand and then it vibrated something powerful as a glob of semen shot right past my nose, missing me by a couple of inches. Then a second blast erupted, falling on my leg. Another shot oozed from his urethra and ran down my fingers. I kept on jacking him as his penis violently vibrated, not stopping until he stopped.

Then, in a voice of reverential awe, I said, “Master, did your slave do good?”

There was a shaky chuckle, “Wow. Yeah. You did good, slave.”

Before I stood, I swiped at my leg with a finger, catching the dollop of semen. I examined it. It was thinner than the semen I’d seen in the videos, not quite as thick or white. It was more cloudy than pearly white. It carried a peculiar smell unlike anything I’d ever smelled before. Having heard other girls in school talk about their boyfriends cumming in their mouths, I’d heard several very contradictory stories about how a guy’s seed tasted.

I put my finger in my mouth, almost cringing at the expected taste. The acrid bitterness I feared wasn’t there. In its place was a slightly sweet but mostly salty slime. As I swallowed it, I decided right then if ever given another chance to suck Chase, I’d take it.

After washing myself off and finishing Chase’s chest, I stood tall, looking the boy straight in the eyes, “What now, Master?”

What little I knew about men was that once they orgasmed, their erection would go away. I assumed for a gay boy not attracted to me, Chase would go soft pretty quick. But as he stood there mulling over his next command, his erection never flagged. He touched himself as he said, “Slave, take off your panties.”

Happily, I pulled them down and kicked them, making them land on top of Chase’s briefs.

And there I stood. Naked and fifteen right in front of a naked fourteen-year-old.

“Dre, I mean, Slave, you need to stand still while I inspect you.”

Chase stepped closer, bumping his penis against my hip as he lowered his face to my boobs. He reached out, caressing one of my half-a-lime-shaped boobs. My nipple was hard as a rock. His touch felt even better than when I fingered and caressed myself. Then he used both hands, working them around my tits.

After a moment, he dropped the master routine, “Wow, Dre. They feel really good. I didn’t expect that.”

Feeling even hornier now than before, I said, “Are you sure you’re gay? I mean, you’re hard as can be.”

He gently squeezed a nipple until I moaned in pleasure, “Yeah. Well, I’m sure I like Robby. I’m sure I like his, um, dick. Normally, when I see a girl in a video, it does nothing for me.”

I slid my arms around his neck and pulled his face against my boobs, “Even now?”

His hot breath on my tits made me tingle in ways I’d yet to experience. He lifted his head, “I don’t understand why you’re having this effect on me. I like it. A lot. But it doesn’t make me stop loving Robby. Does that make sense, Dre?”

It did. And it was enough for me to hope my friendship with Chase would develop into something more.

I awoke, sweaty despite the chill in the air. Had I been dreaming or remembering? I couldn’t say. In that moment, I missed Chase, even though I hadn’t seen him in a more than a dozen years.

During my dreams, my hand had found its way inside my panties, rubbing atop my freshly shaven mound. Before the quarantine, Wayne and I had talked about our kinks, and he’d confided that he liked his women smooth. Now, as my fingers drifted lower, they were soon coated in my juices. Dreaming about Chase had made me horny. Even more than when Wayne and I had talked dirty on the phone.

Before long, I ground my finger against my clit, letting the frustration from my dream work itself out as I felt my body respond to the abuse my fingers dished out. I bit my lower lip when I felt a moan coming on. I was so close; I just needed a bit more.

 When I came, my fingers became even slicker as my panties soaked through. The release I sought wasn’t there, even as my pussy shook with its orgasm. My thoughts kept returning to Chase. Sweet, beautiful, gay Chase. There was no relief as I came again.

It was a long while before I finally fell asleep.

***

Jax

I read on my Kindle until I heard Mom close her door. I glanced toward my door before deciding I wanted to finish the chapter. Once I bookmarked the next chapter, I turned the device off and plugged it up to recharge.

Then I turned the light off and stripped off my pajamas and sweatshirt. Lately, I had taken to sleeping in just my underwear. In truth, I found the freedom in sleeping naked to be a lot of fun too, but I’m a heavy sleeper, and Mom usually has to get me up in the morning. I don’t like imagining her response to me sleeping in the buff.

Once I slid between my dark blue sheets, that didn’t stop my hand from slipping between my skin and my underwear. Recently, I discovered how much I liked the touch of my hand on my smooth pubic area. There was a large part of me who looked forward to running my fingers through my pubic hair, but for now, I found enough pleasure in my own soft touch on my smooth skin. My penis was soft at first, just two soft, pliable inches. But as I played with my little tube, blood flowed into it and before long it strained the fabric of my underwear.

I knew how to handle that. I pulled my underwear down until my dick was free, lying almost flat against my stomach. I loved that feeling. I closed my eyes, thinking back to that moment a few months before when my friend, Jason spent the night.

Mom had already gone to bed before Jason and I turned off the PS4 and headed to my bedroom. Even though we were both newly minted seventh graders and had known each other for years, I hesitated to strip down to my underwear and put my PJs on in front of him.

Jason didn’t bat any eye, though. He stripped down to his underwear and sat on his sleeping bag as though there was nothing more normal that being almost naked in front of another twelve-year-old. Nervously, I stripped down to my underwear and sat on the edge of my bed.

Jason, a few months older than me, said, “Did you check out Carla Kimble today? Her tits are getting big.”

All the boys in school liked looking at Karla. She was already thirteen, but she looked nearly as mature as some younger teachers. And she was stacked. Funny how that works. When Jason and I had been in the fifth grade, lots of us had made fun of her when her boobs first started making an appearance. Now, a couple of years later, a lot of us were like puppy dogs on a leash. She could have had her revenge if she’d wanted it. In a way, I suppose she was. She was dating a boy in the ninth grade.

“Yeah. I liked the way she stretched out her shirt,” I said. But Karla was never my type. She was too… much. She knew she was hot stuff, and she wasn’t afraid to make your life miserable if you overstepped her boundary. I think she really believed in karma, and God knows, if she had been keeping score over the past few years, she had plenty to dish out.

“But, what about Kimberly? I think she looks pretty.” I said, changing the subject to the girl I sat next to in homeroom.

Jason scrunched his nose in thought before shaking his head, “Nah. She’s got a pretty enough face, Jax. But that’s about it. Does she even have tits yet?”

I wanted to be upset with Jason, but he didn’t have much of a filter, telling it like he saw it. And he wasn’t far off about Kim. I thought she had a beautiful face, formed in the shape of a heart. But her figure was mostly boyish. She wasn’t quite as flat as Jason said, but her chest had only recently sported a couple of bumps. A lot of the girls in our school were already wearing adult bras. Of course, we noticed. You could see the thin straps outlined on their shoulders and through the material on their backs. Kim, though, wore more of a training bra. Sometimes, when I sat next to her, I could see the straps on her shoulder. They were wide, covering most of her shoulder. When I stood behind her, like in the lunch line, the backside of her bra wasn’t little straps, but covered most of her upper back.

I don’t know why I preferred Kim over Karla. It probably had more to do with Kim actually talking to me instead of ignoring me, like Karla.

All the talk about girls and boobs had an effect on two twelve-year-olds, and when I looked down at Jason, his underwear had a tent in it. That alone would have been enough to cause embarrassment, but what really made me ashamed at that moment, his tent was bigger than the one I sported.

Jason pulled out his phone, “Come sit down here, Jax. My brother helped me unlock the parental controls on my phone and let me show you what I found.”

There was a war in my mind. I really wanted to see what he had found. I recently discovered girls are fascinating creatures. But it weirded me out about him seeing my stiffy. The girls won out, and I scooted off the bed until I sat next to my best friend as he pulled up video of two girls going at it, completely naked.

By the time the video ended, my dick was so hard, it was painful in my underwear. Jason had the same problem. He pulled his underwear down until his dick popped out. We had seen each other naked before. Even bathed together when we were a lot younger. But I’d never seen him like this. The tent hadn’t lied. He was easily four inches. He even has a few strands of hair at the base.

Then, he wrapped his fist around his erection and started moving it up and down. That was the first time I saw someone masturbating. And even though we had already covered a bit of sex education in the sixth grade, things in my mind hadn’t clicked until that moment. Jason moaned, “Oh, this feels awesome. Come on, Jax. You’re going to tear a hole in your underwear, pull that piece of meat out and beat it til you cum.”

Jason and I had always been close, and even though I didn’t want him seeing me naked, I wanted even less for him to think it bothered me for him to see me like this, so I tugged my underwear down, freeing my own little nail. At the beginning of the seventh grade, my penis was barely three skinny inches. Not wanting to disappoint my friend, I copied his action and soon had my fist wrapped around my penis, moving up and down, mirroring his motions.

And that’s when it hit me. The tingling, which I had felt sometimes when I had touched myself, was ten times more powerful as I stroked myself. Somewhere in the back of my mind, I wondered why Jason hadn’t shown me this before. I basked in the pleasure of the gently rising tide of my tingles, as my tiny marble-sized balls bounced just below my penis as my fingers gripped me and pulled on me.

Jason leaned against my bed, “Oh, shit, Jax. I’m about there.”

His fist flew even faster as he made a distinct fapping noise, and then he grunted and clear goo exploded out of his piss slit and splashed against his neck and chin. A second later, he shot more stuff out, but this drop hit just above his belly button. A last drop remained on the tip of his erection as he grinned, “Best fucking feeling, dude. Come on, finish it up. Let’s see you spunk.”

I forgot my shame. It was washed away in the intense tingling sensation that continued rising inside me. I was feeling better than I had ever felt, and then it felt like I had to pee. “Um, Jason. I think I gotta pee, man.”

He shook his head, and clapped his hand on my shoulder, “No, that just means you’re getting close. Don’t stop. You’ll see.”

That sense of needing to pee got worse. Then it happened. My dick, all three inches, spasmed in my hand and I felt an explosive release in the base of erection. Warm tingles, the likes of which I had never felt before, crashed over me. I barely managed to keep a loud moan from escaping, “Mmph!”

My erection spasmed and spasmed, again and again as my fingers kept bringing forth those incredible tingles. Until I couldn’t take the intensity any more. Even after I pulled my hand away, my dick twitched several more times, as the tingles finally retreated.

“Wow,” is all I managed to say.

Jason leaned over me, “Dude, you didn’t jizz.”

Right then, I couldn’t have cared less. My first orgasm was incredible. I lost track of how many times my dick has spasmed, every spasm sending a fresh wave of bliss washing over me.

I blinked away the memory, returning to the moment. Mom was asleep in the other room, and I was pulling on my erection. Aside from getting a bit longer, nothing had changed for me since that moment six months before. Well, other than jacking off whenever I had the chance.

Jason and I haven’t had a sleep over since January. And now, with the virus locking everyone up, that wasn’t likely to happen again for a while. Since then, Jason had tried on a couple of occasions to get Karla to go out with him. But she’d shot him down like Snoopy taking out the Red Barron. It hadn’t been pretty.

My thoughts turned to Kim, and I enjoyed the rising tide of my tingles. I missed seeing her in homeroom. Over the past six months, if her boobs had gotten larger it wasn’t by much. The last time I’d paid attention to what she wore, she still had on the modest training bra that she probably didn’t need.

I closed my eyes and imagined what she would look like without her shirt or bra on. In my mind’s eye, her little boobs came to delightful tips and her little nipples were pointing right at me. She pulled her panties down, revealing a smooth gash between her legs.

My fingers stroked faster as that now familiar sense of needing to pee came on me, and still keeping my eyes closed, I tried to bring Kim back into focus. I thought about her boobs, soft and delightful to the touch. Soft and warm. I’d felt a warm and soft breast against my side less than an hour before, and as my body tensed up, in the theater of my mind, Kim was whisked away. My mom stood before me, naked and exposed. Her breasts were small and inviting.

When my body shook, and my erection spasmed, I hit the countdown timer on my phone. My dry orgasm washed over me as my brain seized the image of my mom’s soft, warm and small breasts. I didn’t want the intense tingling to stop and my fingers kept going. My balls, still small and marble sized, tried to constrict, unable yet to release anything. But the spasms wracked me, time and time again. It wasn’t long after Jason taught me the pleasures of my body, I learned that when he orgasmed, his dick would spasm a half dozen times or so, even though he only shot his jizz during the first couple of times. Not me. When I came, as long as I kept jacking off, the dry ejaculations kept rolling over me. And that night, as my brain seized on my mom’s chest, I refused to stop jerking. Sweat beaded on my forehead and my entire body shook until I was overcome. In six months of jacking off, my longest sustained dry cum had lasted almost a minute. Yes. I had timed it, even as every couple of seconds my erection would jerk and shoot a blank. The last thing I remembered before I lost consciousness was seeing the countdown timer on my phone pass the three-minute mark.

Copyright 2021 – Caliboy1991
All rights reserved

Lockdown – Chapter 1

Lockdown – Chapter 1
By
Caliboy1991

Andrea

“You know I want you to come see me this weekend, Dre. But it’s not happening, not with all the shit happening right now. My mom came down with the Wuhan virus and I was with her on Sunday. It’s not safe.”

I wanted to tell Wayne that I needed to see him. After all, how many zoom calls and Facetime sessions can you have and still say you’re dating someone you’ve never actually met? Instead, as always, I gave in, “You’re right. God, I hate it, but seeing everything on the news right now, it’s scary.”

“We can still have a zoom date next weekend, Dre. It’s not as good as seeing you in person, but it’s better than nothing. Maybe you can still show me what your bought for our date.”

Just talking on the phone, Wayne couldn’t see my cheeks color. He was my first venture back into the dating world in several years. When my mom died and my son Jax moved back in with me, any semblance of a love life had gone out the window. “Sure, babe. It’s a date. Well, a cyber-date.”

Once we went through our litanies of goodbyes, I killed the call and jiggled the mouse, which let me return to my virtual workstation. The governor had just declared a quarantine a few days before, and I was still working out the kinks in my work-from-home situation.

At least I still had a job, even if it was remote. Another email popped into my inbox. I clicked on it and read about a coworker’s connection with her home printer wasn’t working. “Dammit to hell, Wanda, didn’t you read, you can’t connect your own stupid printer to our network.”

I was nicer in my written response. I always am.

A Skype message popped up on my screen. It was my boss, Alan, asking how many incident reports I had in my queue. Before the virus, he loved micromanaging the help-desk team. And that often involved coming into my cubicle and invading my personal space while looking over my shoulder. I found it creepy. But it wasn’t worth my time to say anything. He was just as bad with the guys on my team. Alan wasn’t a pervert, or if he was, he was an equal opportunity pervert.

Once I responded, I heard a noise in the living room. It sounded like someone playing Call of Duty. The clock in the laptop’s system tray confirmed the end of Jax’s school day. And that meant only another thirty minutes until my shift ended.

The rest of the day dragged by. I was quick to clock out and log off once the clock reached the bottom of the hour. In the living room, I found Jax cross-legged on the floor, smashing at one button or another on the controller as a character on the screen reacted to his every command.

“How was school?”

He craned his neck to see me before turning his attention to his game, “I guess it’s ok. Only about half the class was there today. So, can I skip tomorrow? Maybe tell them the router died.”

“I wish, pumpkin. I’d like a day off too.”

I sat down behind him on the sofa. Jax was still wearing the flannel pajama bottoms from that morning, as well as a long-sleeve knit shirt. I didn’t have the heart to tell him to get dressed when his commute to school was the distance from his bedroom to the living room. I really couldn’t tell him to get dressed when I was sitting behind him, wearing flannel sweats and a tank top.

A splattering of blood splashed across the screen. Jax muttered, “Damn!”

I cleared my throat, “Excuse me.”

He glanced behind and gave me a nervous grin, “But you say worse things when you’re working.”

It wasn’t true. Well, most of the time. But for the most part, I enjoyed my job. While I still wasn’t sure working an IT help-desk job was my ideal job, I was too much of a people pleaser to not try my best. Still, I needed to watch what I said when Jax could hear.

I stuck out my tongue, “Well, at least don’t let me hear you.”

“That’s not fair,” Jax said as he climbed to his feet and headed toward the bathroom down the hallway in our small two-bedroom apartment. As he walked away, I couldn’t help wondering where the years had gone. I had raised him with the help of my parents until I turned eighteen. They raised him for the next few years because I went to college, tried to discover myself, and dropped out. But by the time I was twenty-two, I had pulled my head out of my ass and got serious about life. It was a good thing, too. Dad died of a heart attack shortly after I finished my associate’s degree in computer science. Mom followed him less than a year later. After that, it was just me and Jax; a twenty-three-year-old trying to raise a second grader.

Of course, that was five years ago. Strange how things go when you have someone else depending on you. Every once in a while, I wonder what it would feel like to tell off my boss or a co-worker. But even if Jax wasn’t dependent on me, I got along to get along. It’s part of who I am, for better or worse.

I found the remote and flipped the TV over to cable and sat and watched the news. I was still trying to figure out why Governor Cuomo wasn’t evacuating nursing homes, given how badly they were being hit, when Jax came out of the bathroom. Since the start of the seventh grade, Jax has shot up like a weed, growing at least three inches. Now, he was just a fraction of an inch under five even. By the time he starts the eighth grade in six months, assuming the Wuhan virus doesn’t turn us all into flesh-eating zombies, I expect he’ll be taller than my own five-three.

“Aww, Mom, do we have to watch this, uh, cra-, stuff? It’s just more stuff about why we can’t go outside.”

Jax was right. The news was depressing. Right after listening to the governor announcing additional measures that were sure to keep everyone safe, I flipped the TV back to my son’s game console. He grabbed a couple of controllers and sat next to me, “We can play split-screen. You wanna?”

I thought about dinner and the casserole in the fridge that needed to go in the oven, but I can count on one hand the times my son has invited me to play one of his games. I took the controller and got my ass handed to me by a twelve-year-old.

***

Jax

I re-read the instructions before hitting the send button on my email. I’d already proofed the essay a couple of times. I figured if I missed something, Mrs. Hernandez would find it and mark up the paper. Well, I guess she wouldn’t be marking it up, not like before. She’d use the little comment section in the word processor and let me know what I screwed up.

I looked at the assignments still in my queue and decided they could wait for tomorrow. After six hours of staring at the computer screen, I was ready for a break. Time to stare at the TV screen and play some Call of Duty before dinner.

I had been on the game for a while when I was sneaking up on another player and then my screen went red as someone sniped me, “Damn!”

“Excuse me!”

Oh shit, I turned. Mom was leaning against the entryway to the kitchen where she had been working since before school started. Some of the things she muttered over the past few days of the quarantine made my comment tame in comparison. “That’s not fair!”

I wanted to argue my case, but at that point, my insides rumbled. I could argue the point, I figured, after I went to the bathroom. Mom’s bedroom was at the end of the hall, and mine was just off from the living room. Our bathroom was in between. We’ve lived in the apartment since my nana died when I was seven.

My intestines gurgled again, and I hurried to the toilet where I pulled my pajamas down and sat. As I took a dump, I thought about how much nicer it was doing school at home. Sure, I liked science at school, but over the past few months, I’d come to dread PE. The start of the seventh grade had been bad enough. A lot of the boys in the seventh grade were already sporting some pubes when school began. By the time the virus hit in March, there were only a couple of boys who didn’t have hair number one between their legs. And I was one of them.

The bathroom was nicer at home too. Mom kept it clean, and I didn’t have to worry about any of the bullies knocking the flimsy stall doors open at home. Only Mom, and she knocks.

After finishing and cleaning up, I stood and turned to face the mirror. I’ve looked at myself in the mirror a million times, especially since the start of the seventh grade. My dirty blond hair was already longer than normal when the school shut down. But a couple of more weeks and it’ll touch my collar. Mom liked to tell me how nice it was when it was long.

She keeps telling me how I’m shooting up like a weed. But someone forgot to give the memo to my dick. Now, I’m closer to thirteen than twelve and my little string bean is still waiting for its growth spurt. Standing there looking at myself, you can guess what happened next. I got hard. Of course, that happens a lot now. Without thinking about it, my fingers wrapped around my four skinny inches and I stroked myself until I realized Mom was sitting in the living room and if I didn’t get my butt back in there, she’d come knocking before long.

There was always later. I pulled my pajamas up and washed my hands. Mom was still sitting on the couch. But now she had it on the news. The teachers made sure to talk about current events during school. One had even given me an assignment where I need to explain how the president was putting everyone in danger by not doing more to stop the virus.

I groaned, I just wanted to forget about the world outside our apartment. “Aww, Mom, do we have ta’ watch this stuff?”

Mom gave me one of her award-winning smiles and put it back on the console. Glad to be rid of Lester Gibson, I fired the game back up. I knew Mom probably wanted to get into the kitchen to start dinner, but despite being stuck in the apartment for the past few days, I had spent little time with her. I offered her my second controller, “We can play split-screen. You wanna?”

When I landed in the lobby of the multiplayer match, I glanced at Mom’s screen. She was on the other team. At the beginning of a game, especially if there were a lot of players, I enjoyed finding a good sniper spot. With the large number of players in the war-zone, it wasn’t long before my body count climbed. I even killed Mom twice. But she wasn’t very good, so I didn’t gloat, although I suspected she figured it out.

The second war-zone we played in, we were on the same team. Unfortunately, I came away convinced our team must have been made up of a bunch of twelve-year-olds playing with their moms. We sucked.

Mom set the controller down, “Well, that was fun, Sweetie. I’m going to put a casserole in the oven. Maybe after dinner we can find something on your PlayStation I don’t suck at.”

And we did. After I helped clean up after dinner, Mom and I spent the rest of the evening until bedtime playing Crash Team Racing. She even thought I let her win a few times. But the truth is, I wasn’t giving anything up. She beat me fair and square.

When I turned off the console, Mom, who was already sitting beside me on the sofa, leaned over and gave me a great, big hug. “I love you, sweetie. I don’t know how long this craziness is going to last, but I’m thankful you’re here beside me.”

I flushed as her chest pushed against my side. It wasn’t something I was aware of before, but that was when I realized Mom wasn’t wearing a bra, just that white tank top. I ignored a quick flutter in my stomach, “Love you too, Mom.”

In that moment, having spent the evening on my PS4 with Mom, I was happy for the first time since the quarantine began. I had no idea how much our lives were going to change as the quarantine continued.

Copyright 2021 – Caliboy1991
All rights reserved

Confession of a Boy Lover – Chapter 10

Confession of a Boy Lover – Chapter 10
By
Caliboy1991

I heard Donna before I saw her. Responding to the ring of the doorbell, I glanced out the peephole. With her cellphone against her ear, she said, “What the fuck, Wes? So you and Cindy didn’t just go to Hawaii on vacation? A follow-up interview?”

Donna spun around, agitated, “You’re supposed to have Jeremy through the end of the summer. I was hoping…”

Her voice died. Whatever she heard on the other end of the phone made her change colors. I had waited long enough. I opened the door. Donna’s demeanor changed. The heat in her face replaced with her too-white smile. I said, “Hi, Donna. Come on in.”

She held up her hand, “Well, fuck you, Wes. I’ll figure something else out. One day you’ll actually want a relationship with your son. And you know what? He’ll be gone.”

Swiping the phone and killing the call, Donna said, “Fuck men.”

The color returned to her cheeks, “Sorry about that, Jack. It’s just that Wes…”

“Trouble in paradise?”

She nodded as she stepped past me, “Yeah. Wes took a job in Hawaii. Son of a bitch told me that he and my shitty cousin were going on vacation. Instead, they went out there for a second interview at the University of Hawaii.”

Jem chose that moment to look up from the game on the TV. He was shirtless, wearing a pair of loose-fitting shorts. I had tried to get him to wear something more, but he had told me earlier, he didn’t want his mom thinking he was ready to leave. Somehow, being half-naked made the point in his mind. Even though I knew Donna liked the idea of me and Jem eventually being together. The key word was ‘eventually,’ like when Jem turns sixteen or seventeen.

He said, “I don’t care. It’s not like I was looking forward to spending the rest of the summer with him and Aunt Cindy making googly eye at each other. And they could get kind of loud.”

His mom glanced at him. I could feel her taking in his semi-naked body. She said, “What kind of noise.”

Jem turned, and in a high, falsetto voice said, “Oh, Wes, fuck me hard, you stallion!”

Donna’s eyes bugged, “Jeremy Andre Nelson, what have I told you about your mouth?”

Jem shrugged, “Don’t ask if you don’t want to know. So, if Dad’s not going to be back, can I stay here?”

Donna came and looked at the game on the TV. It was paused on a racing game. My car was where I left it when the doorbell rang. Jem’s was paused in mid-jump. “How was the week?”

A smile lit up the boy’s face. To me, it was like he was saying, ‘we had fun. We fucked every chance we got.’

What he said was, “I had loads of fun with Jack. We went over to the go-cart track. I killed him. We played games and had an awesome time. He was more like a dad’s supposed to be than Dad has been in a really long time. I wish he was my father instead.”

I saw Donna’s expression soften at that. She said, “I’m glad you had fun.”

She turned back to me, “Can you honestly tell me he didn’t get in the way of your work? I know a lot of what you do is time sensitive.”

I tilted my head to the side, “Yeah. He mostly left me alone during the day. Of course, he entertained himself on the PlayStation while I worked.”

Jem nodded, “Yeah. And if you let me stay, I promise I’ll even start reading some books while Jack’s working. Please!”

Donna sat behind Jem on the sofa. I recognized the look in her eye. It was the same one she gave me when she admitted Jem liked me. “Did you get a chance to talk with Jack about your… feelings?”

I held my breath. Jem’s response could make or break me. If he said the wrong thing, not only would Donna grab him by the hand and yank him away, she’s be on the phone to the police. I didn’t want to have to run again.

Jem’s lips curled at the edges, “Yeah. It’s cool to have someone who understands me to talk to. Dad would never understand what I feel. Jack does.”

Donna shot a worried look my way, “How’s he helping you?”

Jem’s face grew hard, “What? You think he’s doing stuff to me? Jeez, Mom. Either you trust us together or you don’t. Jack hasn’t done a thing to hurt me. And you and I both know he never will.”

Donna raised her hands in mock surrender, “Okay, I get it. Nothing’s happening.”

Jem added, “And won’t.”

It felt strangely surreal, watching Jem lie to his mom. After all, my life depended on it. I added, “Donna, he’s safer with me than he’d be at Wes’s. How was your time in Aspen?”

Donna leaned back against the cushions, “It was good. I met a guy, my friend’s cousin. I’m going back next Friday after work. We’re going on a date.”

I said, “See, I told you a vacation would do you well. You’ve gone off and met a guy.”

Donna blushed, “Yeah. You were right, Jack. I needed the get-away.”

I sat next to her as Jem turned around. “You look like you can still use some more ‘me-time.’ Why not take the summer and focus on Donna?”

Donna glanced between me and Jem, “I dunno. A summer’s a long time, Jack.”

Before I could reply, Jem said, “Please, Mom. With Dad abandoning us for Hawaii, Jack is the perfect sur-, serog-, um, replacement dad.”

I saw Donna’s expression thaw as she grinned at Jem’s attempt to sound more mature, “I guess so. I really would like to spend some time taking care of myself for a bit.”

We spent the next couple of hours visiting over Jem remaining with me for the summer. Eventually Donna relented. The sun was most of the way across the sky when Jem and I walked her to the door. After the boy gave his mom a hug, he came over and leaned against me, possessively. Still shirtless, I loved the way his body melted against mine.

Donna’s eyes took in both of us, “Jack, you sure you’re okay with Jem for the summer? I can be back out here if he’s too much.”

Involuntarily, my arm snaked around Jem, “I think we can manage it. Jem will be fine.”

I could see the hesitancy in her eyes. What she wanted to know is whether Jem was safe with me. Sure, we’ve known each other going on five years. But she was leaving her gay son with her gay former neighbor. She stammered, “A-, are you sure?”

Jem must have picked up on his mom’s cues. He said, “God, Mom. Just because me and Jack are gay doesn’t mean he’s going to, like, try to molest me.”

Donna’s eyes grew wide, surprised her son could read her hesitancy for what it was. “It’s n-, not like that, sweetie.”

Jem raised an eyebrow, “Yeah, right. Ever since Dad dumped you for Aunt Cindy, I might as well not have had a dad. Even when I go over to his place, most of the time, he’d ignore me. You’re more worried about some stupid abuse from Jack, who would never hurt me, than about the abuse I’ve received after the divorce. That’s pretty fucked up.”

Donna quailed at Jem’s prescient observation, ignoring Jem’s profanity,. “I, I do trust you guys. I promise.”

Now that we were all a bunch of liars, I said, “You’ve got my number. Call me anytime. Now, about that well-earned ‘me-time’ you’ve got coming.”

Donna forced a smile onto her face. Jem’s pointed comment about how badly he had been abused by his parent’s divorce struck a chord. Of course, he was right. What he and I had shared wasn’t abuse. Not when compared to the neglect and stress put upon him by Wes and Donna over the past few years.

Donna bobbed her head, “You’re right, Jack. It’s time to focus on myself for a little while.”

After hugging Jem again, she left a few minutes later. I felt bad for her as she pulled away from the drive. Jem had wounded her when he reminded her of how her divorce had victimized him far worse than anything I’ve done.

When I closed the door behind us, Jem wrapped his arms around me and stood on his tip-toes and kissed me, “We’re going to have the best summer ever!”

***

Epilogue

“Happy birthday, Jem. Welcome to the teen years!”

Jem gave me a bearhug as Donna stood next to the duffle bag. The boy said, “Thanks, Jack. Did you get those new games I emailed you about?”

I nodded as I grabbed the duffle bag. It was a lot heavier this year. Of course, this year he packed for the entire summer. “Yup. I even played them enough that I can kick your ass on them.”

The top of Jem’s head brushed against my chin. He’d added at least four inches since last year. He said, “You just think so, old man. I’ll show you who’s boss.”

I glanced at Donna, who smiled happily. Since last year, she succeeded in getting Wes’s parental rights terminated. Of course, it didn’t hurt that Wes didn’t bother contesting the petition, or that Jem had gone before the judge and told him of the emotional neglect even before Wes moving to Hawaii. Donna had also started dating the cousin of her friend from Aspen. They were happy together, and this guy, Gil, seemed happy that he didn’t have to make any effort to be a father figure to Jem. After all, I filled that role.

After last summer, Jem spent every third or fourth weekend with me, including a week at Christmas and Spring Break. Somewhere deep in Donna’s subconsciousness, I think she knew there was more going on between me and her son than any of us were willing to admit. Of course, Jem didn’t help things by tilting his head up and planting a kiss on my cheek. I couldn’t resist and I ran my hair through hair he hadn’t cut in a year. His golden locked reached his shoulders.

Donna ignored Jem’s playfulness as she said, “You boys have a good time this summer. Jem, I want to hear from you at least once a week. Promise?”

Jem, now only a couple of inches short of his mom’s height, nodded, “Sure thing.”

Once Donna left, Jem pushed me against the closed front door as he leaned up and kissed me on my lips. Once the kiss ended, he said, “I’ve really missed you, Jack. I know it’s only been a couple of months since I was here, but it was the longest two months of my life.”

I didn’t buy his hyperbole, but I was happy for Jem’s attention. “Come on in, son, and make yourself at home. I’ll put this in my bedroom.”

Although I had the house’s third bedroom set up for Jem, mostly for Donna’s peace of mind, there was a place in my chest of drawers and in the closet for his stuff. When I set the bag down, my newly minted teenaged boyfriend’s hands wrapped around my chest, “Three whole months, Jack. We’re going to have a blast!”

I turned around and returned the embrace. I counted my blessings; even though his face was slightly more angular, Jem was still all-boy. His cheeks were smooth and his voice unbroken. I pulled him to the bed and pulled his T-shirt from his narrow, wiry frame. I glanced under his pits when his arms were over his head and they were still as hairless as the day we first met.

I knelt beside him and unfastened his shorts. He still wore those sexy white briefs that clung tightly to his ass. His erection pushed against the cotton fabric as I let his shorts fall to the floor. It strained the fabric enough that there was a gap between the elastic waistband and his creamy, soft skin. When I pulled his underwear down, his penis flopped upwards, making a satisfying smack against his abs.

I sighed at the sight. Even though he turned thirteen, my lovely boy was still devoid of pubic hair. I ran my hand over his pubic area, admiring the smoothness. His penis, though, was catching up with my own smaller-than-average erection. Erect, he was just under five inches, and his balls, also hairless, were the size of small grapes. By the time he turns fourteen, he’ll be bigger than me.

At least for now, his girth was a good deal smaller than mine. I pushed, and he fell on the bed, laughing as though he knew what I intended. I’m sure he had a good idea. My face leaned into his groin area. The smell of sweaty body nearly drove me wild with desire and my tongue darted out, swiping across his glans. There was sweat, a hint of urine, and something else.

I wrapped my hand around his penis and gently stroked him until a clear pearl of precum appeared. I lapped the little droplet, savoring the faintly sweet taste. Even though Jem and I had fully explored our relationship the previous summer, his cums had remained dry. Even through the end of spring break, his body had denied me the pleasures of his seed. It was only in mid-April he called me up, more excited than normal, and told me he had ejaculated when he was masturbating in the shower. And now, for the first time since that auspicious moment, I was savoring the exquisite taste of his precum.

I ran my tongue down his shaft, enjoying the mewing he made as he reclined on the bed, quietly moaning. Jem had grown more in the prior two months than he had since the end of the previous summer. When I took his mushroom shaped head in my mouth, I definitely noticed a difference. He filled my mouth more than before.  

From his glans, my tongue traveled down his rigid pole until I licked his nut-sack and took his balls in my mouth. His nuts were about half my size, maybe as big as a small grape. He groaned in pleasure when I managed to get both of them in my mouth and sucked and tugged on him.

Hungry for more, I moved back to his glans and sucked it into my mouth, and enjoyed another drop of precum oozing from his piss-slit. Then I sank my mouth on him. Well, most of him. For the first time, my lips didn’t touch his pubic bone before Jem’s dick touched the back of my throat. I pulled back when my gag reflex kicked in. I contented myself with sucking on the four inches I could take until I was ready to try again.

This time, I bobbed down until my lips touched Jem’s bald pubic area and slid back on his shaft, barely avoiding the gag reflex. Jem didn’t complain. He just moaned, “Ah, fuck!” as I slurped on his pulsating rod.

Perhaps a minute in, Jem’s butt shifted as he moaned, “I’m close, Daddy!”

I loved how he called me daddy when we fucked around. It was incredibly erotic. I applied suction, pretending Jem’s penis was a huge straw. He let slip a wordless moan and my mouth felt even fuller than before and then I felt a warm wetness hit my tongue as his glans flared in my mouth.

Jem’s penis jerked repeatedly, and the first two squirts I happily let fill my mouth. His cum was thin and watery. Later I would jack him off, eager to see the clear ejaculate of a newly pubescent boy. For now, I enjoyed the slightly sweet and salty flavor filling my mouth. Content that his orgasm was over, I swallowed.

When I pulled my head up, he grinned at me like a cat having caught a bird, “What’d you think?”

I leaned forward and kissed him, sliding my tongue in and letting him taste himself. When I came up for air, I said, “I liked it. What about you?”

The grin grew larger as he pushed me onto my back, “Now it’s my turn!”

The End

Copyright 2021 – Caliboy1991
All rights reserved

Author’s note: I contemplated telling the story of what happens later, but ultimately decided I wanted to leave that to the reader’s imagination. Whether Jem finds a boyfriend his own age and ends the relationship, or whether they stay together, or whether something else happens… I leave all of that to the imagination of you, dear reader.

Confession of a Boy Lover – Chapter 9

Confession of a Boy Lover – Chapter 9
By
Caliboy1991

I set the broken chop sticks to the side and picked up my fork to spear the last bit of Szechuan beef in the small cardboard box, “Fucking chopsticks, civilized folks eat with forks, dammit.”

Jem laughed as he expertly tweezed a piece of General Tso’s chicken and adroitly plopped it in his mouth, “So says the foreign devil.”

I chuckled at the 70s kung-fu accent Jem attempted, before deciding I’d show him what’s what. I tossed my empty box onto the coffee table and lunged across the couch, digging my fingers into his exposed ribs. Of course, we were still naked. We’d managed twelve hours without a stich of clothes as we watched TV today. There was, however, a bathrobe tossed over the back of the couch; my one concession to modesty when the delivery guy showed up with dinner. Jem squealed as he tried scooting away from me, but that only opened his body and I was climbing over him until I was on top of him, “I’ll show you foreign devil.”

He giggled and then threw his arms around my neck. Then he leaned forward and kissed me, mixing the spicy heat of his dinner with the more complex flavoring of mine. I decided I liked his food just fine when his tongue darted into my mouth, sending my taste buds into overdrive. When the kiss ended, he said, “Can we watch that new movie with What’s his name in it?”

I pulled back, ignoring my erection, and said, “Which what’s his name?”

“You know the one where the earth is destroyed this year.”

It clicked. I had a downloaded copy of 2012 with John Cusack. “Sure, let’s get dinner cleaned up and we can watch it.”

While I bussed our cardboard boxes and broken chopsticks, Jem headed to the bathroom. I was back in my place with the movie ready to play when he came back. “Feel better?” I asked.

He came over to me and moved my hands away and sat in my lap, “Yep. Ready to watch the world get destroyed.”

I hit play and enjoyed Jem’s perfect orbs sitting on my lap. His balls rested on my erection, which was pointing forward, below his own. It was difficult to pay attention to the movie, knowing I had a beautiful boy barely inches away from being impaled on my dick. I tried to push the thought aside as Cusack played the part of a failed writing hack reconnecting with his kids.

At the part where Cusack’s son tells him how much he dislikes his father, Jem put his hands over my arms, “If you were my dad, I’d never want you to go away.”

I hugged him, “I’d rather be your boyfriend.”

To emphasize my point, I reached down and tugged on Jem’s erection. He sighed and leaned back against me, “You know what I mean, Jack. I really, really want mom to let me spend the summer with you.”

I stroked him along the length of his erection, “One step at a time, bro. You know I’d love to have you stay. Why’s it so important to you?”

He turned his head and kissed my cheek and ear, “I guess for two reasons. Mom needs to move on. She hovers over me. Maybe dating someone will help. The other reason is I love you. I watch other people who love each other being together. I want to know what that feels like. Even if it’s just for a summer.”

I turned my head and found his lips, and we kissed as Cusack and his kids trespassed onto government property. A bit later, Jem shifted his butt around, making me hornier with each move. Still, I didn’t want to rush things. A boy’s first time should be special.

As California slid into the Pacific Ocean, Jem finally shifted enough that he reached down and pushed my penis under him, where I felt myself poking against his hole. I gasped, “Whoa, Jem. Slow down, son.”

I could almost feel him grimace at the discomfort caused by the pressure against his tight sphincter muscles. “Y-, you called me ‘son.’ I thought we were boyfriends.”

I lifted him up from my lap a couple of inches, letting my erection move between his back and my front, “A term of endearment.”

I could see his wheels spinning, “So, I can still be your boyfriend even if you’re calling me your son?”

The last thing I wanted to do was drive a wedge between Jem and Wes. But over the past two years, the boy’s father had put his own desires ahead of being a father to the boy I loved. “Yeah. I guess so. More emphasis on the boyfriend part, though. You think?”

Jem nodded and shifted around until he was straddling me, kissing me again. After coaxing my tongue into his mouth, where I enjoyed exploring every inch I could manage, when the kiss ended, he whispered, “Fuck me, Daddy.”

Although Jem stunned me with his language, I reminded myself that he had been exploring his body and learning about sex for nearly two years. How could I blame him when we wanted the same thing, even if he was exploring deeper parts of this relationship with me for the first time?

“Now?” I grunted.

Jem nodded, “Yeah. Just a sec.”

He stood and held up a finger for me to wait and raced from the room. A moment later, he returned. He held a skinny tube of lube. “I took this from Mom’s stash of toys under her bed. She has a lot.”

He resumed his seat in my lap, facing me. Of course, I wanted him, but I also didn’t want to hurt him. I ran my fingers over his back, drawing him into my embrace, “When was the last time you put your mom’s dildo in your butt?”

He flashed a cheeky grin, “Wednesday.”

Surprised by how recently he’d impaled himself, I figured I could test the waters and see if he was ready. I put a dab of the gel on my index finger and slid my hand under his backside. Knowing my body so well, I found Jem’s hole right away. When I pushed my finger against his sphincter, he pushed against my finger and I slid in as he moaned.

“That hurt?”

Jem shook his head, “Do another finger.”

I used the first finger to lube the second and while it took a little more work to get both fingers all the way in, Jem’s face only contorted once. “How’s that?” I asked.

Jem looked into my eyes, “I swear, Jack. I’m ready for you. Please fuck me!”

I lubed myself pretty good and proper, and even applied some more around his opening and inside the first few inches of his rectum. Then Jem positioned himself on me. I held my dick steady as he grunted and pushed down against me. Something gave way, and I felt myself gripped in the tightest of vices. He had taken my glans in.

Jem wore an odd expression. I asked, “You okay?”

He drew in a big breath, “Y-, yeah. You f-, feel okay. You feel different from Mom’s toy.”

I rubbed his back, “Bad different or good different?”

He let the corners of his lip drift up, “Good different, I think. I just need a sec to get used to you.”

We lightly kissed until he nodded and pushed down. The sense of having my dick gripped so thoroughly and the knowledge that he still had three more inches to go. I said, “You okay?”

“Yeah. That actually felt okay. My butthole doesn’t hurt anymore.”

I patted him on the back, “Oh, Jem, I’m sorry. We should have taken more time.”

He shook his head, “Nuh uh, this is how I dreamed about it.”

He pulled up, dragging my penis along the tight confines of his hole, and then slid down, taking another inch. There was a hitch in his breathing. I was concerned, “Dude, you sure you’re okay?”

He wore a silly grin, “Oh, yeah. That felt super good.”

I must have touched his prostate. My own efforts at massaging my prostate had never gone far. Even Jem’s butt-play with me in the bath hadn’t done much for it. I wondered what it would feel like to have my young boyfriend poking my prostate with his erection. With any luck, I wouldn’t have long to wait.

Jem’s knees flexed, taking him up a couple of inches, and then back down. He shuddered, gritting his teeth, sliding down me until he could go no further. All of my five inches were in him. We both wore shocked expressions as the realization hit. My arms around his back pulled him closer, “Dude, are you sure you’re okay. This isn’t supposed to hurt.”

He flexed his legs, moving a couple of inches up before settling again against the base of my penis, “I’ve never felt this full. I’m not gonna lie, Jack. That first inch hurt more than I wanted to admit. But after that, it was just taking you in at my own speed. You feel super good. I’ve got a tingling that feels tons better than mom’s dildo.”

Then a smile spread wide, “Oh, my God. Jack, you’re fucking me. I’m not a virgin anymore.”

I scratched his back, “We’re making love to each other, bro.”

He nodded, “Yeah. We’re fucking! Fucking!”

I think he just liked the sound of the word on his lips. That didn’t stop him from rising, pulling back until his sphincter muscles trapped only my glans. Then he sank back down, sliding the four inches he’d pulled out, all the way back in. He shuddered as he bottomed out, “Ahhh, feels good.”

I wanted to cum inside him. To fill him up with my seed. But even though I wanted a lot out of sex with Jem, this moment was his. I felt a rising sense of confidence. With any luck we would have at least a week of unbridled sex. I’d get mine.

Yet Jem was slow, rising and falling as it suited his body. I doubt he could have as easily taken a larger man. Even so, I could see his expression, the look in his eyes as he adjusted to my smaller than average penis. I had no doubt it felt as good as he claimed, even if it was more difficult than he let on.

Time was losing meaning. The movie’s credits were rolling as Jem gradually fell into a rising and falling motion, stimulating my dick even more than a blowjob. The tingling boiled in my balls as they jiggled below his ass every time his backside hit my lap. They ached for release as the tingling steadily increased. I bit my lower lip even as I wanted to tell him to speed up. Jem moved at his own speed and it was driving me wild as I craved for my release.

I felt the build-up as my balls began to retract. Then Jem stopped and leaned in for a kiss. I squeezed his back as I let him invade my mouth, his smaller tongue twirling around my larger tongue. The little fucker! Even though my ardor longed for release, the tingling in my balls subsided. When the kiss ended, Jem said, “T-, the last time I put the dildo up my butt, I kept it up there for t-, thirty minutes. I don’t know if I can go as long with you in me, but this feels super good.”

Thirty fucking minutes? How was I supposed to last that long buried to my hilt? A few minutes after kissing me, his knees moved again and his tightly gripping hole slid along my shaft. Jem found a rhythm faster than earlier and before long, that familiar tingling spread throughout my body. I was praying he wouldn’t stop as my balls pulled up. I moaned, “Don’t stop, son. Keep going!”

My dick tingled as I felt my load travel through my urethra. That feeling had to be because of how tightly constricting was his hole around my erection. Then, as I felt myself coat the insides of his bowels with my cum, Jem shook in my arms as his prostate couldn’t take the stimulation any more. He yelled, “Ohhh, God!”

His knees shook as he kept trying to rise and fall on my shaft. My dick still spurted inside him and his prostate hadn’t stopped orgasming. Overcome by it all, he collapsed against my chest, murmuring, “Wow. that’s a lot of loving, right? Jack?”

I stroked his back, holding him close to my chest, “That’s right. I’ve got nothing but love for you.”

Still in my arms, he giggled, “Y-, you said butt love.”

His giggles went straight through us, vibrating my still erect penis, heightening the aftereffects of my orgasm. Chuckling, I said, “Yep. I guess so.”

He didn’t stay on my lap for long. When he slid off, my penis was slimy with my semen, our lubricant and a bit of his own secretion. He sighed, “It feels like something’s missing now that you’re not in me anymore.”

I climbed from my seat and took him by the hand. I was still blown away by how practiced Jem had appeared. How a boy can go from uncertain and needy to confident and asking for what he wants was something I marveled at and would take a bit of getting used to. “Let’s go get cleaned up. Then we can head on to bed.”

In the bathroom, Jem sat on the toilet, his ass making some interesting noises while I cleaned myself in the sink, washing thoroughly with warm water. I’m sure I could have suggested a shower. But I wanted to get him into bed. Seeing the utter bliss from our love-making on his face made me hungry to experience the same thing. I wanted him to take me and make me his own, just as he had given himself to me.

Jem beat me to the bed, crawling onto it and casting back the covers. His head propped against a pillow, he lay on his back, the newfound yet knowing look on his face conveyed a longing, “I liked it when you called me son. I know you didn’t mean it like with my dad, but I like it even more.”

I sat next to him, “You don’t mind me calling you that? Son?”

Languidly Jem snaked an arm around my neck and leaned forward, kissing me. It was tender without the urgency of earlier, “No. I like it. As long as you don’t mind fucking your son.”

I reached over and grasped his erection, marveling at how the boy remained hard as iron even after his earlier orgasm. “Or being fucked my him?

Jem sat up, “Now? For real? I wasn’t sure if you really meant it.”

Things with Jem had escalated far beyond what I had done with Mark or the other boys. My first boy had been nothing more than mutual masturbation. Aside from Mark, I’d only sucked off a couple of other boys. Sex had always been a fantasy, but one that was unrequited. Until Jem. Even when it had been a fantasy, I’d always imagined it as me making love to whichever boy I had been with at the time, never the other way.

My relationship with Jem, built over a period of several years was so unlike the ones before. I loved him more completely than anyone before, and if letting him invade me was what he wanted, then I would happily let him.

“Would hardly seem fair, if only I got to make love to you,” I said.

His hand went to his erection as Jem bounced to his knees, “How do we do it?”

I had enjoyed him sitting on my lap as we made love, but the differences in our size meant that wasn’t possible in reverse. The idea of being on my hands and knees while being fucked doggie style didn’t appeal to me. I wanted the first time he penetrated me to be as intimate as when he and I looked into each other’s eyes as I impaled him.

Lying on my back, I bent my knees and spread them, “Get between my legs, Son.”

Jem hurried to comply, positioning himself between my legs, resting his arms on either side of me. I spread my knees as far over as I could, and my young lover leaned over me until I felt his boner brush against the crack of my butt. I reached down and spread my ass open a bit more, “There’s some more lube in the nightstand. Put some on us.”

Jem pulled back long enough to smear his fleshy nail before finding my hole with his slimy finger. He had even more confidence when compared with the previous night in the shower. His finger smeared my sphincter with the goop before penetrating me, smearing the first inch or so of my rectum with it.

Then he was angling himself in front of me. He pushed himself forward until I felt his slick glans against my equally slick opening. With only his finger to compare to, I gritted my teeth, “Alright, Son, make love to me.”

Jem shifted his hips forward, and I felt the tight ring of muscles give way. It was painful in a way his fingers hadn’t been. It could have been worse. I imagine he found taking my dick worse. Instead of waiting for me to adjust, his hips kept pushing and within a couple of heartbeats, his pubic bone was against the bottom of mine.

There was pain around my asshole and discomfiture for the first couple of inches. Jem paused, penetrating me as far as his three and a half inches would allow. The discomfiture faded quickly. The pain took a bit longer. Still within a minute of Jem’s invasion, the pain was gone and now I felt a warm fullness. Leaning over me, he said, “Am I doing it okay?”

I nodded, “Oh, yeah. You feel really nice.”

Taking that as permission, he rocked his hips back a few inches, barely avoiding pulling out. He slid it in again. When he bottomed out in me, his glans tapped my prostrate, sending the most intense shot of pleasure shooting through my body. My dick, which had been semi-erect, shot out to its full five inches.

Jem took my wide-eyed surprise at the intense feeling rocking my body as permission to rock back and forth, rhythmically sliding in and out, bumping against that sensitive spot each time. It wasn’t long before I felt a tingling. Only it didn’t start in my balls or along my erection. This one was deep inside me, and as it radiated out, I felt more pleasure rippling through me than I thought possible without actually cumming.

Buried in me to his hilt, Jem leaned down and kissed me. My arms reached around his neck and held him against me, enjoying the moist warmth of his lips against mine. I pushed my tongue through our lips, enjoying the moan Jem let loose.

When our kiss ended, Jem resumed sliding in and out. He had already enjoyed the most intense orgasm in his young life within the last thirty minutes. He was rocking along as I felt the tingling spread from within me again. This time, he didn’t slow or stop. He kept on sliding in and out. Every time his glans tapped against my prostate, the tingling intensified until I orgasmed. My ass quivered as my insides shook, my orgasm started from within and spread like lightning through my body. My dick spasmed without my hand touching it, and my cum dribbled onto my belly. If anyone had told me I could cum without touching my dick, I’d have called them a liar, at least until that point.

My arms latched onto Jem’s hips as he sped up, pounding my prostate mercilessly, keeping my internal orgasm coming long after the handful of spasms leaked from my dick. I was barely hanging onto consciousness when my young lover pushed hard against me. His erection spasmed within me as he finally came. He managed to resume his humping motion for another few seconds until he collapsed against my chest. I could feel both our hearts racing a mile a minute.

After he caught his breath, he leaned forward, kissing me again, “I love you, Daddy.”

***

I awoke the next morning to a feeling I never imaged waking up to. When I finally opened my eyes, blinking against the ray of sun shining through a split between my curtain panes. Then I looked down and saw a blond head bobbing up and down on my morning wood.

My very first inclination was to say, What the hell, Jem?

I resisted that temptation and closed my eyes and enjoyed the wet heat enveloping me. Even though I couldn’t see him, I felt the boy bobbing up and down, sliding my morning wood in and out of his mouth. Sure, I had to pee, but what he was doing to me made pissing an impossibility. Instead, I knew I’d cum within a couple of minutes the way he worked my dick.

And I let him. As he enthusiastically sucked on me, I realized I wanted what he did. I wanted to find a way for Donna to let me spend more time with Jem. It wasn’t simply about enjoying the moment, although as I neared orgasm, there was certainly that desire. I wanted to be the man in Jem’s life.

When I came, Jem pushed down, swallowing through his gag reflex, pushing my dick against the back of his throat. When I stopped cumming, he pulled off me and gave me a hug and a kiss. I could taste myself on his lips, and that only steeled my resolve to be everything to Jem I could manage.

We didn’t stay naked the whole week, although if I had let him, Jem would have. He loved the look in my eye when I drank in his naked form. But we went out to eat a few times, went putt-putting, and even went and raced go-carts. It was great. Nobody stared at me, wondering what I was doing hanging out with my sexy twelve-year-old boyfriend. Why would they?

When we went out, every few sentences, Jem called me Dad or Daddy, and I called him son. Perhaps we were a bit of Doctor Jekyll and Mr. Hyde. In public, Jem and I fell into the role of a loving father and son. And then, when we got home, the clothes came off, and we experienced the fullness of our relationship.

All too soon, the week came to an end and Donna returned.

Copyright 2021 – Caliboy1991
All rights reserved

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