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So, here's my story of my first gay hook up. I was 20, 5'11" about 185 pounds. Stalky build but fit. Brown hair, thin facial hair. I was and still am a closet bi masculin guy.

For years I always fantasized about having some fun with another guy. I was 20, had sex with a couple girls and enjoyed that alot. But I've always wondered what being with another guy would be like. Many times I watched gay porn, always got me aroused and jerked off to many videos and some stories. I would always think about what another cock would taste or feel like. Smell like, what another man would feel like in a naked skin on skin situation. I would think about what his finger would feel like on my shaved ass, would getting eaten out and rimmed would feel like. All just imagination but it was enough to get fired up. Of course I was experimenting with playing with my own ass. Using jelly on my finger, or fingers. Got to the point where I wanted to experience what something like a real punishment felt like. So I used a warmed up cucumber. Covered it up in lube and slowly slid it into my ass with little in and out steps, until it was all the way in. I sat there on my bed naked, my 6" cut dick hard as a rock wondering what was going on with my heart racing. I started thrusting it in and out. It happened so fast, I was jerking off to the beat and next thing you know I blew up all over my chest and bed. I sat there feeling somewhat ashamed and guilty but also overwhelmed with pleasure. Did things like that couple more times. That's when I decided, I have to try it with another guy.

Being in the closet and not knowing anyone that would try having gay fun, and I didn't want to ask anyone I knew in the first place. I looked on the internet to see how I can make a gay hook up happen. That's when I discovered Craigslist lol, went through and searched some posts, so I decided to create my own. I made a post that I was looking for another guy that would like to take me through my first gay experience. I didn't know who or what I was after. Someone close ish to my age and clean, masculin like myself and chill. Got a bunch of replies and was interested in most. But I chose one, he was 6 years older than me (26), he said he was a single gay guy, that was really chill and willing rey try whatever I wanted and go at my pace. His name we'll say was John. He seemed really nice, 5'10" 195. Bulky build like myself with an uncut 6.5" smooth and thick dick. Decided he was the guy to try some new things with, we were both looking forward to it.

At this point I was really horny and almost shaking excited and crazy nervous. I hopped in the shower and cleaned myself inside and out, did a quick trim around my junk and ass. Grabbed some fancy lube I had and started heading to the city. I was rock hard the whole way for about a 30 minute drive, pre cum soaking through my underwear, and almost a cold nervous sweat
I couldn't believe this was actually happening after all the self butt play and fantasizing about getting sucked by a guy, sucking and guy, feeling and playing with another guy's cock and getting my ass played with or even fucked if it got to that (it definitely did). My head was racing, I could see his condo that my GPS tool me to. I parked my truck, sat there thinking, and said this is it. I got out, lube in my pocket which I didn't use because he had everything. Stepped into the elevator texting back and fourth with John, discussing how nervous and excited I was and he found it funny and told me to breathe and relax. It'll be fun and we'll worth it. Got to his floor, went to his door and knocked. Then I was nervous that maybe he wasn't what he was online, but that went away when the door opened. It was definitely the John I was talking to.

He invited me in, he could tell I was in panic mode almost. John offered me a beer to calm my nerves, I said absolutely. (Had a few). We talked and got to know each other a bit, he seemed like a great guy to do this with. Clean, condo was clean and cool looking. And he like what I looked like and we hit it off. You would never know he was gay, but he was out and looking for fun. We left the counter bar in the kitchen and moved to the couch, and finished our beers. It was quiet and tense. I didn't know what to do next. John made the first move. He got on his knees in between my legs, looked up at me and slid his hands up my shirt, rubbing my nipples and all over my torso. I was starting to relax, it was finally happening. He lifted my shirt up and pulled it off. He started kissing my chest and stomach, moving down to my belt on my jeans. I was so excited. He undid my belt and jean button and started sliding down my zipper. My jeans were getting slid down my legs and pulled off. There I was in my grey underwear and white socks. With a raging hard on and pre cum through my underwear. He started kissing above my crotch and slid his thumbs into my underwear band and lifted them up. My throbbing dick sprung out. Off went my underwear, there I was sitting naked on a brown leather couch, rock hard 6" cut dick and my balls hanging low from the heat. Fully exposed and vulnerable in front of another 26 year old guy. John grabbed my dick pointed it at his mouth and starting kissing my flared head and slid his lips down slowly all the way down to my nuts and starting pulling back up slowly. I was in heaven, the whole experience was taking me by storm. He started speeding up, full on head bounce sucking. He stopped and pushed my thighs up and told me to slide my ass out further. I did, he pushed my legs up and started kissing my ass hole. Licking, rubbing with his fingers and slowly sliding one in at a time. He spit on my hole, starting eating me out and sliding his warm wet tongue into but hole. I was in another world, it felt incredible. We both kept my hands off my dick, he told me I can't cum till he does. I agreed, but it was hard. Literally. After getting my virgin ass, dick and balls munched on, it was my turn.

He got on the couch, I pulled his shirt off. Slid my hands down his torso, reached my fingers into his under wear and pajama pants. Started pulling them down. And there it was, my first real cock to play with inches from my face. It smelt great, clean with a bit of male musk. A thick 6.5" uncut cock with a nice loose foreskin. And smooth shaved balls hanging low. I pulled his pants off. Grabbed his cock, started jerking him and admiring his foreskin, I never played with one in person. I liked it alot. I pulled his hood all the way up, he was rock hard and so was I. Slid my tongue into his loose foreskin and felt in fat link head inside. I pulled his hood down, and slid my lips down his fat shaft as far as I could before gagging. It tasted great, and felt even better having another guy's rock hard cock thrusting in a out of my mouth, listening to him moan, tasting and feeling his pre cum. And sucked on his balls, then back to his beautiful dick. He was about to cum, I stopped sucking. Still rock hard and waiting for what's next. We went to his room, it was a dark setting, cool lights on. We crawled onto his bed naked. This was it, I was about to lose my anal virginity, my head was rushing, my ass was dry after getting eaten out and could feel a draft from a fan on my virgin hole as I was on my hands and knees on the bed. Ready for anything. He got up and grabbed his lube and a condom and told me to turn around. I was facing the head board, set my chin on couple pillows, had my hungry ass up the the air and my legs spread. It was the most exposed I've ever been.

I felt a warm wet finger push against my hole, and slowly inside. In and out. Then two then eventually 3. I was lost in pleasure. What a great feeling getting my ass penetrated. John asked if I was ready, I was extatic to finally feel another man's cock inside me. He put on a cock ring, and lubed up his thick cock. And pressed his head against my hole, I was ready. He started to push in slow, it was a bit painful but pleasurable. Told him to keep going, his head was in. I could feel his dick start to stretch out my once virgin tight hole as it slid in an inch at a time. It was painful but I made him keep going. It took a while it felt like but his pelvis was now up against my spread ass cheeks. And I could feel his balls against mine. I had a fat cock inside me. I loved it, the feel, the vulnerability.he started pulling out slowly, then back in. My ass was starting to adjust to his fat uncut cock, until it felt like it just accepted it was about to get fucked. I relaxed and the pain was gone, all there was after was pleasure. My balls started to ache, I wanted to cum so bad. But I had to wait. He started thrusting and speeding up pounding my hole, slapping against my cheeks, I cupped my balls so mine and his didn't keep slapping. I didn't want this feeling to ever stop. John fucked my ass up while pushing my head down hard and fast for a good 30 minutes, my junk dangling there being useless. He reached around a couple times but could tell I was ready to blow. He pulled out, my hole felt empty and needing more. He told me to roll on my back and lift my legs. I did whatever he said. He slid a pillow under my lower back to raise my ass up. He pushed my legs up and back, my hole was fully exposed, dripping with lube and saliva. He started sliding his cock back in. This time faster and right to thrusting. I thought I was going to pass out, the feeling was so good, the sounds, knowing my ass was getting abused by another man. My cock and balls were bouncing, still rock hard with strings of pre cum. He started pounded me harder and harder until he exploded. I could feel his whole body tense up, his rock hard cock pulsing and every spurt of cum was shooting into my ass. I wished he didn't have a condom on, I was his juice to leak from my hole when he pulled out. John grabbed my sensitive throbbed dick and stroked it hard and fast. Within seconds I exploded. It was the biggest load I've ever seen come from my own dick. Constant string after string of cum shooting up my torso, some in my hair and on my face, whipping around all over the bed. I wouldn't stop, the orgasm was out of this world. My dick finally stopped shooting jizz everywhere. We sat there huffing for air, hot and thirsty. It finally happened, I got fucked by another man and it was incredible. He softened dick started sliding out of my ass and fell out. I was satisfied beyond what I thought I would be. My cock went flat, balls were relieved. Cum everywhere. We cleaned up and had a couple beers in the kitchen cocks hanging out naked, my legs were wobbly. I left his condo knowing that wouldn't be the last time my ass was used and abused.

We met up a few more times after and had some pretty fun experiences, trying new positions, bareback, and swallowing each others cum. I'll talk more about that next time. Thanks for reading.