New College Roommate

By Jason Smith

Published on Jan 27, 2020

Gay

While names may have been changed, this story and those that follow are completely true. I'd love to know what you think & if you enjoyed it. jasonsmith135@yahoo.com

When I got to college, I thought, this will be the time to experiment. I don't really know anyone here yet. I can be who I want to be (to an extent). No one will be able to catch me if I'm careful enough. At this point it was 2011 and I didn't know how to go about looking to meet someone. We didn't have internet at my parents' house so I wasn't sure of any ways online to get in touch with someone like me. I had just recently, at this time, gotten a smartphone but had a data limit. So I wasn't even able to look up porn too much. We had dial up internet (we lived out in the country so only had dial up) for a short period of time while I was growing up. It didn't take long for me to find my way to porn, but I had to be very sneaky about it. The dial up connection had to be plugged into a phone outlet and we had three options -- the kitchen, my sisters' room, and my parents' room. All places that had no privacy and had high traffic from other family members.

Anyways, I knew this would be my time to get to experiment with guys, even though I didn't know how. I just had to be patient. I eventually made a friend in the show choir that I had joined at the college. I loved singing and needed scholarship money, so I auditioned, made it, and we were having rehearsals for weeks, every night. We got to be good friends. He was different, he had kind of an emo vibe, which was different than any of my friends that I had in high school. But he was nice and wanted to be my friend, which I didn't have any of yet in college, so I was very excited. He had longer hair in an emo kind of way, he wore torn jeans with a chain, white/black checkered vans, and band t-shirts. Very different than myself -- jeans, sneakers, and a short sleeve polo or plain t shirt, short hair. We became fast friends and started hanging out all the time. He commuted to class because he lived not too far away and I was in the dorm. So he often came to my dorm to hang out after rehearsals or in between classes. We watched TV, listened to music, had inside jokes, went on fast food runs all the time, did late night drives listening to loud music, and even went to a few parties together. Just good friends, but me having all this pent up attraction to guys, I have a little crush on the guy (Zack) but I have no reason to think he's gay or anything like that. So I suppress all that and just assume that I like him as a friend and I'm just happy that I have a friend in college.

One day we're in the car with another friend of ours, I'm in the backseat, and he lifts his phone up and puts in the lock code and replies to a text message. I notice the code and think it's a weird pattern (android). That night (my assigned roommate had dropped out of school already so I had the whole dorm room to myself) he decided to sleep over, he brought a pillow and blanket and some video games for us to play and we would stay up and basically have a sleepover. He gets up at one point to shower and leaves his phone on the charger. While he was in the shower, I logged into his phone to play a prank on him and make his wallpaper something stupid and funny because I had seen his passcode. Before I got a chance to do that I saw something interesting. He had left his messages open, so when I unlocked his phone it immediately opened his texts. I found a message with another guy and it was kind of in a sexual manner. This is when I realized that Zack was in fact gay after all. I quickly exited out of his phone and got back on my bed. He never knew, supposedly.

My mind was racing because not only had I finally met someone who was gay, but he was my friend. I thought maybe I could open up to him or something, but was very nervous. We had lots of fun that night, playing games, watching TV, etc. Just hanging out. It eventually got really late and we both got in our separate beds. Both of us facing different walls in the dorm room. The lights are off and it's almost pitch black inside the room, just a little light sweeping in between the blinds on the windows. I'm still not sure whose idea it was, but one of us suggested to play truth or dare, but instead -- we would play truth or truth. Basically just an excuse to get to know each other better and ask each other whatever we wanted and you had to answer truthfully. We asked each other all kinds of questions way into the middle of the night. Zack asked me questions about if I had been in love, my first kiss (which hadn't happened yet, yeah I was a complete virgin at this point) etc. etc. And every time I'd answer I would always be kind of cryptic, never mentioning a gender, to kind of give the hint that I was attracted to guys. This kept going for hours. Eventually he asked something to the effect of suggesting that I was gay. I started tearing up and he could tell, I asked why he thought that and he said because of my answers always being cryptic. I admitted that I was and he asked to give me a hug. That was the most sincere and tightest hug I had ever had. Finally, I had told someone! We continued the game so more, me feeling better that I had finally come clean, at least sort of, to someone. He hesitated with a question to ask me. I told him to ask whatever he wanted, he still hesitated.

"Just spit it out," I joked.

"It might sound weird. I don't want to say it out loud."

"So text it to me," I said.

I laid in bed, waiting, my heart quickening, wondering what he would ask. DING. My phone went off, and I quickly unlocked it to see what he was so hesitant to ask.

"Do you want to come lay in my bed with me?"

My heart immediately jumped and quickened it's pace.

I text back, "Sure."

I didn't want to seem to eager, but I definitely wanted to. I get out of my bed, grab my comforter and headed to his bed. Now these are twin dorm room size beds, barely enough room for one person, let alone two, which meant there would have to be some cuddling going on. I lay my pillow down and he scoots over closer to the wall so that there's some place for me to lie down. I lay down on my back and cover myself with my comforter, just kind of staring at the ceiling.

"Can I have another hug," he asked.

I'm sure this was just a way for him to initiate the cuddling in a way that wouldn't be uncomfortable like `Hey want to cuddle now?' I agree and turn to face him and hug him, he hugs me, and the hug lasts for what seems like forever. It's nice and warm and genuine. The first time of me being in another guy's bed, even if nothing happens, I'm happy with this development. He looks at me, the light peeking through onto my face,

"You have really pretty eyes."

My heart is hasn't slowed and shows no promise of doing so any time soon. I thank him and lay me head down on the pillow. We talk for what seems like another hour, never breaking the hug, and he falls asleep. I don't think I slept at all that night. I was too excited to be against someone else, someone I was attracted to even if I didn't fully realize it yet. In the morning, I got up for class and so did he, as if nothing had happened. We didn't really talk about anything that happened. But we did have a few more cuddle sessions interspersed throughout the next few months.

Many months later, our show choir got asked to perform at an amusement park. We got to go, perform, and then spend 2-3 days in the parks, stay in hotel rooms, and we knew it was going to be a blast. Our director tried to save money so he had a lot of staying in rooms together. So in my room, there were 6 people including myself and Zack. There's only 2 beds and guys being guys - didn't want to share a bed with another guy. Well me and Zack didn't mind, we had already done that so we decide to share a bed -- no worries. We get back to the hotel one night after spending a whole day in the park. Everyone is exhausted. We're in the bed in the middle of the room, another guy alone in the bed next to us. A guy on the floor by that bed because he didn't want to chance touching another guy while he was asleep, another on the pullout couch, and another on the floor next to him. Everyone is sleeping in shirts and shorts because no one wanted to show too much, everyone taking turns in the shower, and getting into bed. We lay there silent while everyone gets settled. People start snoring and it's completely silent except for the running a/c unit near the window. After what seemed like forever, Zack leans close to me and says he's having trouble sleeping.

"Will you rub my back for a minute?" he asked.

I feel a lump in my throat. Guys don't usually ask other guys for stuff like this. We're close -- sure. But this seems like a strange request, especially since there are 4 other guys in very close proximity to us. But my thumping heart and slowly growing dick don't give me an option. I nod and he turns back over so that he's facing away from me. I rub his back over his shirt. Back and forth, back and forth. His shirt keeps bunching whenever I make a pass over his back. I try unsuccessfully to straighten it out numerous times before I make the move -- I lightly tug his shirt up just enough for me to slip my hand up underneath onto his back. I watch for any signs that I'm done something unacceptable, any quick movements; nothing. He doesn't move. That must mean this is okay? I keep going, rubbing his back, back and forth, circles up and down. I do this for a while, and I move from just his back to his back and his sides. I do it slowly and interspersed with regular scratching. And every once in a while I move to his side, under his arm down to his waist, and then return to his back. Again, I'm watching for any quick movements; he's still. My heart is still pounding, my dick's getting harder, and I'm getting gutsier.

Now I move my hand to his stomach, my arm all the way around him, he's still laying on his left side with my arm under the covers so as not to be seen. I'm no longer rubbing his back, just his side and his stomach but it's a bit of a reach as we're not super close. Then he starts to move.

"Shit!" I thought. "I went to fast. This isn't what he asked for. He's going to ask me to stop and this is going to be awkward."

But no. He turns over and lays on his back. His eyes closed. I stop until he gets situated and is still again. He doesn't ask me to stop; do I keep going? I chance it and start rubbing just his stomach. He doesn't stop me and I take that as a good sign. Okay, so where do I go from here? I have to keep this going, keep it moving forward. I rub in circles with my fingertips: his chest, his stomach, back to his chest, around this nipple, now that nipple, down his sides, back to his stomach, near his belly button. What's my next move? As I'm circling around his belly button my hand bumps into his waistband. And that's my next goal. I make big circles all the way around his stomach and then when I get near his waistband I slip the tip of my pinky just under his waistband. Just for a millisecond. Not too long -- almost to make it seem like an accident. He doesn't fidget. I make another round and once I'm down there again, another slip of my pinky. Now, once is an accident. Twice -- a coincidence. But three times? That's purposeful. I slip my pinky under his waistband and he breathes in deep through his nose. He knows what I'm doing now. Will he stop me? He breathes slowly out of his nose. Eyes stilled closed. I move my hand up to his chest and his heart is thumping. He's enjoying this. I'm not going to stop now. I make another pass and this time my knuckles bump into something. He's hard. All it took was my pinky underneath the top of his waistband, and boom -- a rock. I want to tease him now. Make him too hard.

I keep going. Bump -- that's his dick. Bump -- his dick again. Bump -- slide my pinky under the waistband. Bump -- now my pinky and ring fingers make a slide underneath the entirety of his waistband. Bump. Bump. Bump. He's hard as a rock. His dick has now made a tent in his shorts that has almost lifted the waistband off of his stomach, his bulge now above the top of his waistband. He's still breathing deep. Now I just want to fuck with him. I stop making circles and just move my knuckles back and forth, bumping into the tip of his bulge. Suddenly, he grabs my hand. Shit. Too much. He squeezes my hand hard and brings it up to his chest. Shit, he's going to stop me. He's still holding the deep breath he inhaled. He's still squeezing my hand. He blows out, deep and slow, and just as quickly as he grabbed my hand, he shoves it into his pants, in his underwear and places my hand on his cock.

He's as hard as a rock, throbbing in my hand now. I think my heart stopped. I couldn't believe I was 1) Holding someone's dick. 2) The dick I was holding was my friend's. 3) I had a crush on this friend and his dick. 4) I'm holding my friend's dick in a room with 4 other guys who are presumably (& hopefully) deep asleep. I must have been in such shock that I wasn't doing anything because he grabbed my hand again and started moving it up and down. I realize and start gently stroking his cock, slowly, up and down, just like I had to my own dick night after night after night. My stomach is doing flips and my heart is fluttering so fast I can't feel it anymore. Is this really happening? I notice that I'm as hard as I've ever been, throbbing intently as I work my hand over his dick. He was big. And not just because it was the only dick other than mine that I had held. I could just tell, he was big. It curved upward which was different than mine, so it was a different stroke than I was used to, but that wouldn't stop me from giving it everything I had. His breathing was rhythmic almost in tempo with my hand. My own dick pulsing to my heartbeat, quick but steady, when something bumps into my boner. Then I feel his hand on my leg. My balls do that little raise like when you get a burst of cool air on your junk. I don't mean to, but I do a little gasp to try to catch my breath and steady myself as he works his hand up my leg through the leg of my shorts into my boxers and grabs hold of my dick. Firm. He has an underhanded grip on my dick and starts to mimic my motions. Up and down. Slow and steady. Of course this is all so much fun, and feels `wrong', and not supposed to happen, that it makes in even more fun -- but then there's the risk of getting caught by one of the 4 other guys in the same room. Are we making too much noise? Am I breathing too loud? Is he? Are our hand movements rustling the covers too much? What was that noise? Was that someone snoring? Or did they wake up because they heard us? All of these thoughts going through my mind all in an instant, which made it even more fun, even more heightened, even more pleasurable.

We haven't stopped stroking each other's cocks. We're still going. He lets out a little grunt. I look him in the eyes and he smiles and keeps stroking. His hand working my hard dick like he's done this before. Definitely to his own member, but maybe to someone else's? He then removes his hand and I worry that it's all over as he pulls my hand out of his own pants. I'm not ready for this to be over; I want this to last forever. But he then pulls me close to him so that we're face to face. He reaches around and grabs my ass and pulls me to him so that our dicks are touching through our shorts. He starts pulling my ass making my dick rub against his, only our silky shorts between us, making each dick slide smoothly and quickly against the other. He's thrusting his hips forward with each tug of my ass so that they bump and rub together at the perfect time. I catch the rhythm and start doing the same to him, now both of us thrusting and pulling the other's ass toward him. We're in sync. We have this down. We're getting noisier but everyone's exhausted and still sleeping. He leans close to me, his mouth near my ear, but still hasn't stopped dry humping my dick with his.

He whispers, "Do you think we're being too loud?"

"I don't know," I reply in a hushed whisper.

He does three more thrusts of his hips into mine, the last one lingered and then he stopped. And held my hand. He grabbed my face and pulled it close to his.

He whispered again, "I think we should probably stop before we get caught. Okay?"

I don't / I can't say anything other than, "Okay."

He looks me in the eyes and smiles, hugs me, and rolls over on his side. And just like that, we're done. Neither one of us got to finish that night. Neither one got to shoot a load into the other's hand. Was he worried that I would make too much noise the first time he made me cum? Or did he know that he couldn't keep quiet when he orgasms? I laid there in bed, looking at the ceiling, my dick still hard and pulsing, wanting a hand around himself, thinking about all of those questions and more, about what had happened. Something that I had secretly wanted to happen for so long. Something I wanted since I was younger. Since high school; maybe even before. It had finally happened. And even though I didn't get the ending that I wanted so desperately in thick of it all, I still smiled. I turned on my side and waited for my heart to slow, and for my dick to realize that there was no ending in sight. I fell asleep knowing that this night had been amazing, and hoping & knowing that that wouldn't be the last time I touched his dick, or him mine.

Next: Chapter 2


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