u/Worldliness_Normal

Now this was not the first time I had offered myself, but this was a cool awakening for me.

I had been a pretty avid exerciser in my youth, but as life comes at you fast you drop off. When I hit age 40 though, my doctor (of course), said exercise would be ideal for my health, and I had no reason to doubt that. I joined a gym that was close to me that was known for being "liberal", if you know what I mean. How my gym locker room days from when I was much younger was that back then was that I would just grab my stuff from the locker and wait till I got home to shower. I didn't really want to be around naked men.

My worldview changed after I had more experience and was much more comfortable being naked around other men. I'm no Adonis mind you: Just an average guy that works out. It turns out that I had developed a fetish for being seen naked, so I started showering at the gym, fantasizing in my head what random stranger might want a piece of me. Yes I know, that's a bit unusual, but I like the challenge of trying to keep my composure, as in not getting hard at the thought of something like that happening.

There was, however, this one guy that I could tell was taking an interest. He was tall, muscular and lingered close by the times I saw him there. When we would do his token sets on the weights, I could clearly see that he was packing something nice. Over time, like a fantasizing slut I would linger just a little bit longer in that locker room, taking my time to dry off. I wanted to feel his eyes on me.

Fast forward, it was later than I usually went to the gym and it was a pretty thin crowd. I finished up, and hit the shower. When I went to retrieve my things, he was there. The brief eye contact confirmed to me that he had noticed. I'll call him James, but he was very clearly just killing time, wearing nothing but a pair of shorts and fooling around on his phone. There was no attempt on his side to hide his girth from view. I decided to just go for it, but with subtlety.

Now if you've ever been to a gym shower room before, most people just cleaned off, get dressed and get the hell out of there. This evening I did not, and I can remember it as one of the sluttiest moments of my life. James was sitting on the opposing bench, not even pretending he was not ogling me as I very deliberately made sure that he could see my nudity. While I was facing towards the locker, I glanced back and saw him watching me, and then I did the mating dance. While pretending to dry myself off, I made sure to bend over to make sure that he knew I was offering. I couldn't control my penis at the time, and I started to get hard. I turned around, and while covering most of my crotch with my towel, it was obvious that I was excited.

James just smiled and said, "You know we shouldn't do that here." He pulled his shorts leg to the side and showed me his fat mushroom. I knew I wanted it. I swear I would have prostrated myself on that bench and let him use me, but I just told him, "I know." He asked me what I was in to, and feeling brave, I just said, "You can have both ends if you want." James stood and looking around cautiously said, "You can come to my place tonight if you want."

I loved the idea. We exchanged some information and I told him I wanted to run home real quick but I could meet him at his place. It wouldn't take too long to get ready.

I went to his apartment, knocked, and he answered to door in those same shorts, and he began to assert himself. I was naked before we even made it to the couch or bedroom. He dropped his shorts and that big dick was out and ready for me. I decided I wanted to suck him hard with no hands, so I dropped to my knees and took his head in my mouth, which made him start to precum very quickly. Once I could tell by how hard he was that he was ready, I asked him which end he wanted to use to get off, and he said that he preferred to be on the bed. He lead me in and I assumed the position.

The customary lubing and protection took place and it seemed almost like a blur that he was pushing into me. A little sting, but nothing I couldn't handle. My hole relaxed to accommodate him, and soon I was getting properly fucked. He was pretty quiet; I could really hear my own moans as I arched my body so he could hit that spot.

He fucked me in this position for a while before he flipped me over and went back inside. I love getting fucked in missionary. I can feel him throbbing now and thinking through the ecstasy of literally getting dicked down to my core, I asked where he wanted to dump his load. James told me that he was too close to pull out, so I spread wide and let him pound me until he finally finished. I was surprised after he pulled out and my body relaxed a little bit when he asked me if I needed to get off. To this point, I had assumed there was no reciprocation involved. To my delight, he sat me down on a towel, got behind me and gave me a reach-around until I exploded on his hand, bucking and grunting from the experience of having another man's hand using me this way.

He fucked me one more time, and I got to swallow his cum once before he moved away. It's still a fun time that I will never forget.

Recap from https://www.reddit.com/r/GayFirstTimeStories/comments/1t2ynqd/i_was_my_roommates_first_part_3/

My younger roommate and I had been having sex. We had explored him completely topping me, and he had he explored sucking on me.

As Aaron and I both knew, life moves on. He informed me that he had landed the job that he wanted (which I was very happy about), but as the same time wistful that the sexual encounters that we had would likely come to an end.

He didn't have many things to pack up, but I helped him out anyway. We again ended up in the backyard, sweaty as hell and somewhat tired. I noticed his bulge. I told him that his dick was making me horny and that I wanted him to have it. That was the first time I had ever said that to someone.

"Where do you want to take it?", he said. I knew I was going to get my reward. I just told him to give me a few minutes and I would be back. I was going to service his tool outside, and I was going to perform well.

Aaron was naked when I came back out. I was naked as well. I was in complete service mode at that time, so when he spread his legs, I knew to drop to my knees. I felt a little bold and touched his rim as I sucked on him, and to my surprise he signaled that it was ok with a moan. I didn't penetrate him with my finger, as I was busy with other things.

Aaron tapped me on the shoulder and told me to stop fellating him for now. He asked me if I was ready, which was telling me he wanted to fuck my ass. I told him directly that I was and simply asked him where he wanted to take it.

"You could bend over out here," he said. I complied without opposition.

Familiar with being inside me, he used my body until he finished. It was a mixture of hard thrusts and slow strokes until he said the words, "Oh gawd, I'm cumming!"

That release was one of the strongest cock-pulses I had ever felt. It was complete exhaustion on his part when he pulled out, and it took me a good 15 minutes to process how hard I had been used.

Luckily we had towels to sit on after sex. After a bit of time, Aaron asked me if I wanted to get off, and I nodded.

"Come here." I walked over to him, my dick aching, and he took me into his mouth. It was warm, soothing and relaxing. He grabbed my ass with one hand and pushed me deeper into his mouth. I knew I wouldn't last very long.

I announced to him that I was going to cum so he would have a chance to pull away, but he rejected that notion and I came in his mouth. I asked what he thought about that and he said that it was fun and that he had no regrets.

I'll never forget that time.

A continuation of I was my roommates first [Part 2] : r/GayFirstTimeStories

TLDR: My roommate and I had been engaging in sex. I've sucked him off and it progressed to him fucking me. It wasn't romantic in the least. It was more friends with benefits, with me being on the bottom.

That's how it was for the next couple of encounters. It might seem that all we did was fuck all the time, but it wasn't quite like that. It was more rationed for lack of a better word, as we both knew that this wasn't going to a long-term thing. Where we lived was a place of transition and at some point in the future our paths would diverge. I know I was just enjoying the fun of not having to look far to satisfy my urges for the time being.

Given how things had gone thus far I assumed that for as long as this arrangement lasted, I was the receptacle. Aaron had taken both my holes, after all. I was perfectly ok with that and assumed that he was as well. That is why it came as a surprise when one day he came home and asked me if he could try something different.

I was in the kitchen cleaning up a bit when he asked me if I was up for doing anything, which I definitely was.

"I want to try sucking," he said.

It took me a moment to process it, but why on Earth would I say to no. I'm kind of a clean freak, so I told him sure, but that I wanted to take a shower first. My dirty mind really wanted to make sure I was clean all over just in case he wanted to take it further this time and penetrate me again. He agreed and I told him that I would be just a bit and he could meet me in my room in a bit.

Aaron was sitting on my bed when I came from the bathroom. The thought of more sex made me precum. I was undressed with only a towel around my waist. Climbing onto the bed, I asked him was he sure. His response was to grab my shaft, and I will admit it was a thrill to know that he was taking ownership of my member in that moment. I laid back and spread myself open as he moved between my legs.

Now as much as I would like to take credit for teaching him his technique, having demonstrated how I like to orally service a man, maybe he was just a naturally good dick sucker. The way that he suctioned my glans, while fondling my balls and ran his fingers down my taint and my rim was incredible. The tired cliche, "A man knows what a man likes" comes to mind. I was moaning and arching as he went down on me for quite awhile. My body was begging.

"Do you want to get yours?" He released me and asked if I had lube. I motioned to my nightstand, because any good cock-sleeve keeps lube handy. I stayed in position, legs spread with feet in the air signaling that I wanted him to take it in the missionary position.

Aaron lubed my hole and his penis. We were familiar with each other now. There was no need for a pep talk. The familiar rush that never gets old when my ring captured his shaft made me grip the sheets.

The curvature of his member against my prostate cemented that at least until he dumped his load, I was Aaron's bitch.

He hovered over me, large, young and eager, using my body for his pleasure. I'm a very vocal person during sex, whether it be with a man or woman and I don't know if the noises coming from my mouth were masculine grunts or more feminine moans. All I knew is he was intensely breeding me and that I would take all of it for as long as I could.

It turns out that my body started to signal that an orgasm was imminent and I asked him casually if I could jerk off. Even to this day I think back to then: asking a man who was firmly planted in my ass for permission to play with myself. Aaron being Aaron, obliged and raised up enough for me to grip my head, which was completely soaked in precum now. He never left my body, however. He just took my right ankle and held one leg in the air as I started to pleasure myself.

"Fuck," he said, "You're squeezing the shit out of me." It wasn't on purpose, per se. My body was acting on reflexes only. The pace of my stroking increased when I looked up through squinted eyes to see him watching me perform for him as he moved closer to his own release.

Soon, my resistance gave way and I announced to him that I couldn't hold it any longer. He asked me if I wanted him to pull out when I came and I shook my head emphatically, as I wanted him to stay inside me. Aaron fucked me deeply when my dam burst. It was almost as if every one of his thrusts unlocked a deeper reserve of cum. I don't think I had released that much since I was...well ever.

Even though it was getting hard to think, I do remember him giving a final thrust as he climaxed in me. My own cum was pooled on my stomach when he finally disengaged and I relaxed, just catching my breath.

And that is where he left me when he left the room. Feeling slutty and dirty, yet proud of what I had just done.

This continues this part I was my roommate's first. : r/GayFirstTimeStories

Short story is I sucked my bi-curious roommate off and I extended an open invitation to do more. I was perfectly comfortable with him fucking me, so I wanted to be available for it but I didn't want to pressure him into that. It wasn't too long before it progressed.

Since we had broken the ice when it came to sex, I didn't bother being shy. It was a bit of an unspoken thing that our backyard meeting spot was a "free zone" so for the next few days we would just sit out there are relax and not worry about hiding an erection or anything like that. It was a couple of days when I was sitting out there relaxing and he came outside to join me. He was already getting hard through his shorts. I wasn't sure what he wanted, but seeing his tool made me want to at least suck him again.

I asked Aaron what he was in the mood for, expecting that maybe he wanted a blowjob, but to my surprise (and delight) he asked if I wanted to take it further. My cock started to twitch as I answered, "My offer still stands." I then asked him when he wanted to try it and he told me that he was pretty horny so maybe we could do it today.

Jackpot.

I'll spare you the "details" but I told him I needed to get "ready" for that so give me an hour or so. Aaron then asked me where I wanted to do it, his bed or mine, but a primal urge shot through me. I wanted it dirty and exciting, so I said, "Well since this where we first did something, then how about here? No one can see us anyway."

"Damn, you are wild," Aaron said.

I just laughed and said, "I know." I went inside to get prepared.

I fantasize a lot, and I felt like a complete porn star as I went back outside wearing nothing. I just had some lube and a towel. No shoes, no shorts, no anything. I was laser focused on getting some dick, which I badly needed. He was just sitting there scrolling on his phone when I came back outside. Even then my brazen nakedness surprised him, and he got a little nervous.

"Are you sure you're ready for this," I asked. He nervously said yes, but I knew that he might need a little incentive. I asked him to his shorts off and (kind of tongue-in-cheek, but with a good dose of truthfulness) I asked if I could suck him for a bit because it would be easier for him to get in that way.

That put him at ease. He stood up and dropped his shorts, semi-hard dick presented to me. Setting the towel and lube on the bench. I knew the assignment so down to my knees I went. I wanted to keep him engaged as possible, so I wasted no time filling my mouth, my hands on his flexing cheeks as I blew him hard with no hands. When the throbbing of his shaft indicated he was ready I disengaged and asked him for the lube.

He probably didn't need much lube on his shaft from my sloppy oral, but I put some on his fat head before applying a generous amount to my hole. Quick thinking made me realize that it would probably be easiest if I was standing due to the height difference. Like a good cock slut I bent over with one foot on the deck floor and one on the bench, keeping by balance by holding onto the wood backboard.

"What should I do," he asked as I felt his big hands on my hips and the sensation of the outdoor air replaced with the feeling of skin against my hole.

"Just take your time," I said. "You'll know when you're in." The setting was great, and it didn't take as long as I might have expected as my body collapsed around his shaft, holding him tight.

"I can't believe I'm doing this," he moaned, the realization of penetrating his roommate's ass hitting him.

I'm starting to sweat a little. The day is warm, but it was probably more from being stretched. He wasn't painfully big, but definitely big enough to make sure you knew. "Get what you need," I said.

He started fucking me slowly at first, saying a few, "shit....fuck...it's tight" as he inched deeper. I was tight. I hadn't had a good fuck in a while and my body was reminding me of it.

I have never considered myself a "power bottom", but I knew he needed at least a little bit of guidance. I don't lie though, so when his glans hit my prostate, I shuddered and said, "Damn you're right on my spot...." Aaron took that as encouragement and increased the pace. The pleasure was intense and I lost the ability to concentrate as his grip on my hips tightened. Indeed, I could feel my owl organs increase their anticipation. My prostate and anus were pulsing with an increasing rhythm as well.

"Aaron," I begged, as I rocked back against him, "I'm close. Would you mind stroking me?"

"Fuck no," he said, reaching for my now slick precumming penis. The slight change in position only placed him deeper in me. I stifled a yelp. Not from pain but the amount of fullness. My body was on fire as he ground his dick in me while stroking me. How I held any sort of composure I do not know.

"I'm about to cum," he said, stroking me even faster. I was extremely close as well. I tensed around him as I started to cum. He just kept fucking me as I struggled to even retain eyesight until his last thrust released a heavy jet of himself into me.

I'll never forget his youthful jerking as he pounded out his load. It seemed like he could cum forever, but eventually he was spent. My loins were quivering and my legs were like jelly when we finally disengaged.

My asshole was actually a little sad when he pulled out.

"How was it," I asked. Aaron said that it would take a minute for him to describe how good it felt.

With a job well done, I tucked my towel against my sensitive regions and went inside to clean up.