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Jeremy - Sexual Awakening
🕑 Added 2024-07-27 04:17:24 +0000 UTCBeing born in 2002, I think I’ve had a very different experience than some of my older gay and bisexual friends in terms of my sexual identity and sexual awakening.
I was raised in the suburbs of a relatively liberal city in a blue state by some modern hippy parents. Neither of my parents is particularly religious, and they’ve been very open about sex and masturbation as being normal behavior for anyone. My dad has a gay brother, and my mom’s best friend is also gay, so homosexuality has always been a part of my life. It just didn’t really appeal to me as…me.
I was always encouraged to explore my interests. Not necessarily sexually, but in a more general sense of “if something interests you, and you think it will help you grow as a person…you should do it” kind of way.
It was that influence and open-mindedness that led me to the one to suggest to my best friend Jackson that we jerk each other off during a sleepover at my house one night. It wasn’t so much a sexual attraction as much as it was a need to explore. I had, at this point, explored my penis raw and needed to bring my masturbatory experience to a new level. It never occurred to me that this wasn’t the kind of thing you just suggested to another guy without the recourse, being that you are presumed to be gay. Perhaps I was naive. Lucky for me, Jackson was 100% on board. This was how I found out that even at 13 years old, Jackson’s dick was twice the length and girth of mine. The contrast between my smaller white penis and his considerably larger, man-like cock was something else.
I didn’t hesitate to wrap my hand around it and hold it awkwardly, and to my surprise, as well as Jackson’s, he blew his load before we could even get to jerking each other off. I guess it was too much for him. I, on the other hand, took longer than usual to cum, even with him jerking me off, which was awesome, but the experience was just a little too clinical for me. There was something missing for it to really turn me on, but I eventually got there, and he took a lot of pride in sending me over the edge.
We jerked each other off a few times a year for the rest of our school years. Never while dating girls, just when we “really needed it,” and our own hand wouldn’t scratch that itch.
As it would turn out, Jackson was gay. He came out to me the summer between high school and college, and I was more than accepting of it. He thought maybe I was, too, but I didn’t feel like I was and had to tell him so. I told him I was more sexually fluid but romantically heterosexual. Not in those words; I really hadn’t done enough research on the subject at that point to put it into words, but I explained it the best I could, and he understood.
During my freshmen year in college, I didn’t date much, but I did fuck a lot. It was the 2020-2021 semester, so everyone was still on edge, and we still had a bunch of remote classes, but I had really gotten into acting my last two years of high school and made sure to be able to continue that in college. My college was doing everything it could to “keep everyone safe” while “not interfering with the college experience,” so we all took full advantage, especially when everyone started getting vaccinated.
I felt like I found my people amongst the theater crowd. Of course, during social gatherings (because we still were not allowed large gatherings), the question of my sexuality always would come up. Women and men both wonder and want to know, “Is Jeremy gay?”
Again, being raised not to be embarrassed by things like sex, I was always very honest about being fluid in my attraction and open-minded about sex and sexual activities. With the theater crowd, I was welcome not to define my sexuality, and it meant that anytime I was horny, there was someone available to me for a no-strings-attached hookup.
It also helps that I’m 6’, 165lbs, and lean. I enjoy working out, running, and being physically active, and I’m not a junk food person. Growing up with my modern hippy parents, we always had healthy snacks, sugar-free everything, non-GMO everything, and organic everything, so my palate was not keen on sweets and heavily processed foods. On top of being somewhat shredded, I started growing my hair during my freshmen year of college, and as it would turn out, my hair gets wavy, and even though it’s naturally brown, it starts to go blonde the more I let it grow, and it gets a bit sun-bleached. Since my mom is a hair stylist, she wouldn’t let me grow it longer than below my chin, but she always cut it, so it always had that Hairy Styles purposely disheveled look without any effort.
The sexual attention I would get in the theater crowd was such a confidence booster, and I was already borderline “overconfident,” as it was. I guess that was part of the reason people find me attractive: I “give out a vibe.”
With that, I had my first anal experience as a top with a guy after putting up our version of Little Shop of Horrors. I was cast as Seymore, and he was Orin, the dentist. Our Audrey was fantastic, but she was in a committed relationship and made it clear she was not into opening up that relationship. Jayce, aka Orin, was openly gay and made no secret how much he wanted to be dicked down by me. So, at the opening night after-party, we all had a few drinks, and Jayce made a move on me. Jayce is a sexy guy in his own way, and I really enjoy his personality, so… I was feeling it, and I went with it. He ended up being the first guy to bottom for me that night. It was amazing! In the moment, it was pretty freaking romantic too. I’ll never forget how sweet that experience was and what I learned from it.
Unfortunately, he thought it was going to be something more than sex, and when I explained that I didn’t feel that way about him…or any guy—he acted like he understood, but it put a strain on our friendship. The upside, the silver lining, if you will, was that the tension between us worked really well in the musical. The director really loved “what we’re doing with that,” so… that was nice.
That summer, I was back home in the burbs, catching up with Jackson. We were sitting around the fire, having a smoke and drinking some beer. We quickly started discussing sex, who, and how many partners we had had since we last saw each other. His number was much higher than mine, but as he pointed out, “Guys are easier.”
“Yeah, that’s true,” I laughed, then took a sip of my beer.
“Like you would know,” he poked at the fire with a stick.
“Don’t sell me short, man, I’ve been a bit more experimental this year,” I offered up.
His eyebrows went up, “oh yeah? I need details.”
I took a sip of my beer, “well, there was a guy in my acting class,” I started.
“No,” Jackson jumped out of his chair with excitement. He was always dramatic like this, and I long ago decided it was part of his charm and not annoying.
I chuckled, “Don’t get too excited; it was just sex.”
“Just sex?” He nearly shouted. “What does that even mean? I mean, I know what it means for me, but what does it mean for you?”
I sipped my beer, “I don’t know, I was horny, he was horny and into me, one thing led to another, and we went back to his dorm room where we had sex,” I shrugged.
“Full stop,” he paced around the other side of the fire, grinning at me like I just told him I robbed a bank. “Bro, you told me you’re not gay.”
“I’m not,’ I shrugged.
His head did a subtle, inquisitive barrel roll before locking back into place. His eyes were wide, his face demanding more, and his hand making a “continue” gesture.
I chuckled, “I told you I’m sexually fluid.”
“What does that even mean?” He demanded.
I laughed, “I don’t know, it means…I’m into the moment; I’m not into guys or girls; I just go with the flow and where my emotions take me in that moment.”
He shook his head, and his eyebrows knit together, “So you’re bi?”
I slowly raised my shoulders, “No, not really. I have never been interested in dating a guy or being romantically with a guy. I’ve only felt that way about women. But, with an attractive guy… in the moment,” I shrugged again, “I don’t know; I do feel drawn and feel urges most guys would never admit to having. Unlike them, I guess I’m happy to explore those moments. If it leads to sex, great; if not, that’s great too. Will I date a guy I hook up with,” I chuckled, “Nah, I just don’t feel that.”
“Fuck you, dude,” Jackson laughed, “I’m not interested in dating most of the guys I fuck either; that’s just gay culture,” he shook his head and smiled at me, then sipped his beer. “So, did you top or bottom with this theater nerd?”
“I topped, I don’t think I could bottom. Since we’re on the subject…”
“I’m verse, but more of a top,” he chimed in right on cue.
“Verse, meaning you do both?”
“Yeah, well, I mean, I will bottom but prefer to top. Most guys can’t handle my dick, so…” he trailed off.
I laughed, “Well yeah, that thing is a monster, I can’t imagine taking that up my ass!”
He grinned, then put on a straight face with bedroom eyes, “But you’ve thought about it, huh?”
My lips curled up in one corner, selling me out, “Well…I mean, of course, I’ve thought about it,” I shrugged.
He took a beat, “So, are you going to let me tap that ass?” His smile grew as he sipped his beer.
I huffed, let my face look like I was going to say yes, “Not a fucking chance,” I laughed.
He smiled, shaking his head, “You’re the worst friend ever!”
“I’m the best friend you’ll ever have,” I corrected.
“I’m just saying if you needed dick…I’d be there for you,” he sipped his beer, leaning back in his lawn chair as one of the logs in the fire popped and some sparks blew out.
I shook my head, “Yes, and if I do ever need eight inches of dick,” I pointed at him, “you’ll be the first person I call.”
He cocked his head and grinned, “Nine inches of dick, and you better,” he held his bottle out for me to clink mine against.
“Do you still cum as soon as your dick gets touched?” I joked.
“Oh my God, it was that one time,” he said, exacerbated.
I laughed, “Dude, it was multiple times.”
“Ok, fine, but that’s because, unlike you, I like having my dick touched by other guys, and it was all new to me then. Today, I can hold it in for at least…well, I have some control,” he joked.
I was feeling good after our conversation, definitely feeling horny, and I just get this warm feeling when Jackson is around. “I don’t suppose you want to go jerk off together like we did back in school?” I grabbed my 6” from outside my shorts, which was fluctuating between hard and flaccid all night.
He laughed, “No, I want to tap that ass,” he sipped his beer.
I huffed, “Not a chance.” Then I did my best imitation of the Pawn Stars guy: " The best I can do is a hand job.”
He grinned, shaking his head, his eyes giving away that he was in, “Ok, but I’m going to jerk it between your legs and cum on you,” he negotiated.
I’m not bothered by other guys splooge, especially Jackson, but Jackson has always shot a big load, so my first reaction was to scrunch up my face, “Deal.”
“Danm, I should’ve asked for more,” he chuckled.
“Too late,” I said, standing up, my Adidas running shorts doing nothing to hide my erection. My CK trunks underneath seemed to be trying to hold my cock down, but I was horny.
We quickly made our way to my bedroom, stripping naked and hopping into the bed. I wasn’t sure how he wanted to do this, and I lay face down, assuming when he said he wanted to jerk off and cum on me that he meant my ass.
He chuckled, “Bro, what are you doing?”
I looked back at him, sitting on his legs, slowly stroking his massive tool, “I don’t know, you said you wanted to cum on me,” I laughed.
“Bro, if I rub one out on your ass like this, I’m just going to push it in and pop that cherry,” he chuckled, then spanked my ass.
I quickly rolled onto my back, and with his help, he spread my legs around him, pulling me closer so my thighs draped over his more muscular thighs. His body heat is already giving me a pleasure I didn’t realize I was craving.
He took both our dicks in his big hand, his cock looked so much bigger than mine, and the heat from his dick radiated through mine, adding pleasure as he jerked us both off together. I had never felt so submissive. With my legs spread so wide around his defined waist, with his right hand stroking our cocks and his left massaging my thighs in a way I had never felt before, his thumb would drop below my balls and play with my taint; it almost made me cum instantly. I did my best to keep it in, though I wasn’t going to cum before him; he’d never let me live it down. I just squirmed in pleasure; under his control, he somehow knew all the right places to touch me at exactly the right time.
I gently thrust my hips up into his hand to get even more pleasure out of his fist stroking us. Each time I rocked my hips, my balls would drag up and down his larger balls, and he would roll his hips up into me; we just did a sex dance for a few minutes. Neither of us was talking, just heavy breathing. Every time I opened my eyes, I’d see him drinking in the sight of my body wreathing under his touch, his abs flexing as he moved his hips with mine, his chest flexing as he stroked our dicks, but it was his thumb playing with my grundle that accidentally slipped down even further and rubbed my hole that sent me over the edge.
It was like he pushed a “cum button,” and without warning, I moaned out and “Oh – fuck,” and my ass hole flexed around his thumb as my balls tightened and my body shook as cum rocketed out onto his cock and fist, quickly becoming lube for both our dicks.
“Mmm, shit, mmm,” he mumbled, and through slitted eyes, I saw his muscles tighten and felt him thrust his hips up harder one last time, pushing my legs up further as his cock exploded and a massive load of cum sprayed out onto my abs and chest. Shot after shot of hot cum coated me like a geyser.
We both huffed out of breath for a minute. He stopped stroking us but held our cum coated cocks, tightly squeezing the last of the cum out of us both, letting the mixture become a new cocktail of his brand and mine.
“Fuck, I needed that,” I huffed.
He took a deep breath, “I can tell. I’ve never seen you shoot that much,” he grinned at me. Then he reached for the tissue box on my nightstand and proceeded to clean up the cum on both of us.
We showered separately afterward and then slept in my bed even though there were three other empty beds in the house, but that was how we always did it.
The summer went by too quickly. Jackson had to take a summer job that was almost an hour's commute each way, so we didn’t see each other much, and when we did, it was at parties mostly. We didn’t get to jerk off together again, but he did ask me on a few drunk nights if I’d let him fuck me, and every time I told him no. I will admit that after he used his thumb to play with my hole that night early in the summer, I had started fingering myself and found a new pleasure, but his dick was just way too big to try bottoming with, not that I was that interested in trying it anyway.
Back at college, there were a bunch of new faces as an entire new freshman class started. There were a bunch of familiar faces as well.
My roommate wanted me to play pickleball with him so he could spend more time with a girl he was crushing on. I was down; I played some tennis with Jackson back in high school since he was on the school team and always wanted to practice, so I thought the skill would translate.
We went a few Wednesdays in a row. It turns out my roommate is very unskilled, so I carried our team. On the other team was the girl he was crushing on and this guy I assumed she was dating, but when we were showering in the locker room after, I noticed him checking me out. At first, I thought he was just glancing the way any guy sneaks a peak in the shower, but after rinsing the shampoo out of my hair, I opened my eyes, and he was grinning back at me. My roommate had already left after just a quick rinse-off, and this guy was full-on checking me out. He was doing a slow soaping of his muscles, and I followed his hands with my eyes to notice details of his body I ignored while whooping his ass on the court earlier. He was not as cut as I am, but he had the kind of muscles football guys have; he was a beefy dude, and as I watched his hand travel further down, it eventually soaped up his semi-hard cock and low-hanging balls.
I had to look away so my cock didn’t get hard, even though I felt the blood rushing in that direction against my will. I’m not a shy guy by any means, and I make no secret of my sexuality. However, I’m not the kind of guy who likes to make other people uncomfortable, so if, by chance, I was reading this situation wrong, I didn’t want to get hard and make him uncomfortable. So I turned around and tried just to let the water cascade down my body and willed my dick to go back down.
I heard him shut off his water and walk out. I deliberately gave him a few extra minutes to get dressed without me in the locker room before I shut off my shower. By the time I walked in, he was mostly dressed, putting his sneakers on and paying no attention to me. I kept my back to him at my locker, quickly pulling on a pair of white Tommy Trunks before turning to see him watching me get dressed. I didn’t know him well enough to know if this was him cruising me or what, but something in me, perhaps the performer, perhaps the horny slut in me, I just leaned into it. I wasn’t sure if I was into him; he has a great body, but that’s not enough for me. Just in case, I decided to put my clothes on as seductively and suggestively as possible, just kissing that line of ‘obvious’ as possible without crossing over.
I made sure to bend over and show off my toned ass as I put my jeans on. Since they were skinny jeans, I made sure to pull them up slowly, facing him as I tucked in the legs of my trunks so they didn’t roll up, letting my hand slide along the side of my package as it came out. Then very unnecessarily, I slipped my hand into my underwear to ‘adjust’ my cock and balls before slowly zipping up my zipper and finishing off with the button. I didn’t look over at him once; I assumed he was still watching. I waited to put my shirt on until I had turned away from him, showing him my ass as I put a foot on the bench to put my right shoe on and then swapped the leg to put the other shoe on.
“Hey, Misha and I are going to go grab food and a drink at the bar, you guys want to come?” My roommate burst back into the locker room just a ball of energy.
“I…uh, sure,” I shrugged and started putting my shirt on.
“Cool, Will, you in?” We both turned to look at Will who, even though fully dressed, was still in the locker room.
He looked at me, then my roommate, “I’m always down.”
It was already 7 pm, so we all went straight from the courts to O’Mally’s Pub, an older watering hole just off campus. I didn’t go here often because, even though it’s just off campus, I live at the far end of the other side of campus in the dorms.
Some drinks later, it was closing in on midnight, and when coming back to the table from a quick piss, I realized my roommate, and Misha were gone, and so was their stuff. “Where’d they go?”
“I’m pretty sure they are on their way to pound town,” Will joked.
I laughed, then threw my head back, “Fuuuck,” I groaned.
“What? Don’t tell me you’re into Misha too?” He sipped his almost empty beer.
“No,” I looked at my phone for the time. That means my room is occupied for at least the next hour, but to be safe, I shouldn’t go back until,” I looked at my phone again, “Ugh, closer to 2.”
Will shrugged, “maybe they are going back to her dorm.”
“Nah,” I pointed my thumb where my roommate was sitting. He is a little weird, and he gets performance anxiety when he’s at a girls' dorm. So he has to take them back to our dorm. He also has a latex allergy, so he has these special condoms in our room that cost a small fortune, so he insists on bringing them back to our room. It’s annoying, but it’s fine. He warned me on day one that was the case.”
“A latex allergy, that sucks,” Will scrunched his face.
“Yeah, but… you gotta do what you gotta do, right?” I shrugged, finishing off my beer.
He huffed, “Or just go bareback,” he said with a devilish smile as he continued to nurse the last of his beer.
I couldn’t help but grin, not so much at the idea of bareback because I always play safe, but because now he’s shown me his hand. I’ve never heard a straight guy call it ‘bareback’; they always call it ‘raw.’ “Well, that’s one way to go,” I smiled at him, checking my phone again for the time, even though only a minute had passed.
“So, how are you going to kill the next two hours?” He asked.
I let out a dramatic sigh, “Not sure.”
He let that hang in the air for an appropriate amount of time, “Well, my roommate is with his girlfriend for the night if you want to chill in our room. I have some weed,” he offered.
I hadn’t smoked since the summer with Jackson, so this piqued my interest. “I could get down for that.”
He quickly finished the last of his beer, “fuck yeah, let’s go.” He threw down a bunch of cash in the little book and slammed it shut, passing it to the waitress as she walked by, “that’s all yours.”
She thanked him and winked at me.
“How much do I owe you? I’ll Venmo you,” I asked.
“My treat, you kicked my ass out there on the court, it’s rare. Usually, Misha’s friends are pushovers like your roommate,” He laughed.
I shrugged and let out a chuckle, “Alright, I’m not going to turn down free drinks.”
We walked back to the dorms quickly. The brisk night air with no coats always makes me walk fast, and Will, with slightly longer legs, set a pretty good pace.
Once inside, his room was surprisingly clean and organized. My room isn’t a mess, but my desk is discombobulated, and I always have clothes in the dirty bin and clean clothes stacked on the dresser. My roommate is a bit messy, I don’t think I’ve ever seen his bed made, and I feel bad for any girl getting fucked on those sheets. Will and his roommate had this place white-glove ready, and I would’ve guessed they were military recruits if I hadn’t known any better.
I sat on Will's bed while he pulled a decent-sized bong out of a box inside a locker at the foot of his bed. We each took a good rip to get it started. Then he offered me a Bud Light from his mini fridge, which I took. We started shooting the shit, talking about everything and anything. It turns out he and Misha met as freshmen two years ago in an advanced mathematics class. Then it turned out they had a chemistry class together twice a week as well.
“Long story short, she was around, like, 24-7, and at first I thought she was an annoying know-it-all, but then she grew on me,” he said.
“But you didn’t date?” I asked.
He chuckled, “Well, she thought we had chemistry, but I let her know that was only a class we were taking together.”
“So you’re…” I started.
“Yeah,” he took another sip. “And you’re…”
“Not,” I blurted out quickly—too quickly for my own comfort—so I quickly added, “I mean, I’m kinda fluid, if you know what I mean.”
He nodded and grinned, raising one eyebrow, “Oh, I know what it means.”
We took another rip off his bong, which, fuck, he had way better weed than Jackson; my head was spinning.
I was leaning back on my elbows on his bed with my legs dangling over the edge. He took another long rip, then quickly moved over to me, placing his large hands on my knees and sliding them up my thighs until he hit my waist and planted them flat on the mattress between my hands and hips. Looking me straight in the eyes, he closed his and kissed me, then shotguned his hit between us as we kissed. Something about the art of that moment had me instantly excited, and I let him slide between my legs as he pushed my body across the mattress until my head hit the wall, his body weight forcing me into the bed as he ground into me and kissed me with a passion I had never experienced before.
We both moaned, and he worked his hands to get my jeans undone, only breaking our kiss so he could pull my skinny jeans down, along with my underwear, getting me naked from the waist down, and then he quickly leaned back over me to continue locking lips with me. Fuck I was turned on, I didn’t even notice him fiddling with his pants, but when he brought his hand up to spit on it, I quickly felt his cock and the little bit of saliva lube rubbing up and down my crack. I let out a moan but also felt nervous. I had never done this before, and when he tried to push the head into me, the sting was way too much for me to handle, and I forcefully shoved him back.
“No, uh-uh, ahh, fuck that hurt, man,” I groaned and hissed. That was nothing like when I finger myself, holy shit.
“Oh shit, are you not a bottom?” He asked, still stroking his dick on my hole, gently rubbing it to calm it down.
“No, well, I mean, I’ve never done this before, like this,” I struggled to form words while the sting still crawled around in my guts.
“Oh,” his face changed, and became more concerned. “I can be more gentle. Sorry, I didn’t realize you were…knew,” his devil grin came back. “Let me get the lube,” he leaned over, pulling his desk drawer open.
“And a condom,” I said. I was willing to let him try again, but not raw.
“Oh yeah, of course, man,” he said, pulling an unopened 3-pack from the drawer. He tore it open, then quickly ripped open a condom, sheathing his 5” cut cock that was so hard it had almost no flexibility to it at this point.
He lubed up a finger on his left hand while he lubed up his cock with the other hand. Then he took some more lube and started stroking my soft cock back to life as his left hand was gently rubbing my hole, fingers tickling my clenching sphincter until my cock hardened, and he took that moment to slip his index finger into me to the knuckle.
“Ahh, gentle, man,” I hissed.
“Yeah, ok,” he continued to stroke me.
The initial sting of his finger subsided much quicker than his trying to get his cock in me a few minutes ago. He started to gently massage my insides for the next few minutes, trying to find my prostate while wiggling around. I decided to focus on my pleasure. The weed and booze were helping me relax as he did his best to satisfy my urges from the inside out. I spread my legs and took a deep breath, closing my eyes and listening to my heartbeat in my ears. It was starting to feel really good, and he suddenly swapped his index finger for his middle and ring finger, further stretching my outer ring. It didn’t sting as much, but there was a discomfort for a bit, but that too subsided as he continued to jerk me off.
He fingered me like a girl on prom night, and I was loving it; his middle finger was grazing my prostate, and I loved it.
He stopped stroking me and started stroking his condom-covered cock, “Are you ready?”
I bit my upper lip and nodded, ‘Yes.’
He slowly pulled his fingers from inside me, then replaced them with the head of his cock. He added a glob of his lube to the tip and pushed gently but firmly until the head popped in.
“Holy…fuck, ahh,” I hissed, clamping my hand down on his thigh, holding the other up, trying to push him away, but I couldn’t reach him.
“Just relax, Jeremy, just breathe and relax,” He said.
This was horrible. How could anyone have liked it?
He kept pushing deeper until he had about half his cock in me, and then he leaned over me, running his hands through my hair, and kissed me, moaning into my mouth. That part felt great. I was still feeling like he was trying to gut me like a fish with his cock, but there was also an intensity, a heat coming from him. It was similar to the heat and want I felt from Jackson the last time he jerked me off. This helped me relax enough for Will to sink most of his cock into me, and I tried to relax.
Will broke our kiss; sitting up straight, he quickly pulled off his t-shirt, showing off his slightly hairy chest. I looked down his body to where his body connected with mine, and there was something so hot about knowing he was inside me. The sting was a lot, but I couldn’t help but get turned on, knowing what it feels like on his side, knowing how much pleasure he’s getting from my body right now, “mmmm,” I let out a soft moan.
“Does it feel good?” He asked as he scooped up my legs and put them on his shoulders.
I nodded.
He grinned down at me and slowly folded me in half in a way I’d never been stretched before as he sank the last inch of his cock into me. I opened my mouth to groan, but he started to kiss me, and I just moaned into his mouth as his tongue started to wrestle with mine. I wrapped my arms around his back, trying to feel his muscles as he rocked his hips in and out of me.
He broke our kiss, his sweaty forehead resting on mine, “fuck you’re tight,” he huffed, keeping his slow rhythm. The pain never really went away, but I was starting to feel a pleasure I hadn’t felt before with each thrust into my hole; the gentle massage and pressure on my prostate were intense. If I wasn’t folded in half, I could finish myself off in seconds, but all I could do was try and rock my hips with his to get as much of his cock inside me with every thrust that I could.
“Fuck, this feels good,” I whispered to myself. The euphoria of being fucked, used for some other guy's pleasure, was taking over and mixing with the beer and the weed; I just kept rocking my hips to get as much pleasure from his pleasure as I could.
“Yeah, I knew you were a bottom,” he huffed, kissing me before I could say any kind of protest, not that I could form a thought about it at the moment. In that moment, I was a bottom. I had only met Will a couple of hours ago, and here I was, naked from the waist down, his cock buried in my tight ass, moaning like a bitch, taking it like a man, I wouldn’t recognize myself in this moment, and I loved that.
After a few more minutes of getting fucked and I was starting to feel less pleasure and more like my insides were being rubbed raw, “Are you close?” I asked, clenching my teeth through his thrusts.
“Yeah, you want me to cum?” He asked, digging his dick deeper with each thrust.
“Yeah,” I pulled him in for a quick kiss.
“Want me to cum in you?” He thrust hard.
“Ungh…yeah,” I groaned.
He instantly picked up the pace, “Oh fuck, I’m close,” he kept pumping into me, leaning in for another kiss, pinning my knees to my shoulders as his pelvis pounded into my ass, “fuck I”m gonna cum,” he warned, thrusting even harder.
I wrapped my arms around him, pulling his head into me, his heavy breathing right on my ear as I let out a low moan, “ungh, I’m cumming,” he breathed out, shoving hard one last thrust as he pulsed inside me and held me tight for a long moment before he took another breath and relaxed his entire body on mine. “Fuck,” he huffed.
He slowly pushed himself up off me, letting my legs relax at the side of his hips, and he slowly reached down, pulling his softening cock out of my beaten hole, holding the condom as he slowly pulled out. Another weird new feeling as he slowly pulled out; I felt my hole clamping down on the reservoir tip as the head slipped out, and he had to pull the cum filled last two inches of the stretched-out condom from my vise-like sphincter; something about it was gross and hot at the same time. Just knowing that he unloaded in my ass, that my ass gave him orgasmic pleasure, left me feeling amazing.
I lay there, still naked from the waist down, as I watched him grab a tissue to pull the condom off and toss both into the trash. Then he wiped his dick off and tucked it back into his boxer briefs, and took that moment to remove his jeans. In all the heat of that moment, I hadn’t realized he didn’t take his pants off.
He picked up my jeans from the floor, pulled my trunks out, and handed them to me as if to say ‘get dressed’ without actually saying it. I get it; that’s how sex between guys works. Fuck and go. I quickly got dressed and checked my phone; it was almost 1:45 am. “I’m sure my room is free by now,” I said, zipping up my jeans and putting my phone back in my pocket.
“Okay, cool. I’m glad we could kill time together,” he chuckled, stretching his arms over his head and flexing his muscles as he did.
“I’m going to head back,” I said to make sure it was clear that I was leaving.
“Ok, I’ll see you at the next match, hopefully,” he said.
“Yeah, okay.” I awkwardly unlocked his door and walked out. Then I had to go back to get my backpack, which I had left in his room.
As predicted, my roommate was asleep when I got back. The room reeked of sex and his weird condoms. I didn’t turn on the light, but I could see him sleeping nude above the covers. He was a bit on the hairy side; his mother is from Ecuador, and his father has an Italian heritage. I’ve seen him nude before, but… I don’t know. Seeing him nude after he fucked that girl, his shriveled uncut cock on full display in the light coming from the window, his full bush, knowing that he probably blew his load in her the same way Will just did to me fifteen minutes ago…it was awakening new feelings for me. Not feelings for him, obviously, but a realization that I really enjoyed sex with guys.
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Brendan Gavin
🔥🔥🔥
