M/M, Virgin

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My sophomore year of college. I was very closeted and had been curious for a long time. To this point I had been watching gay porn for a long time and had been heavy into crossdressing for years. I had some experiences with men (Kissing, hand jobs, and a brief blowjob) but never the full experience of a man inside me.

Now I was far from home and open to try new things.

It started when a guy from my class added me on snapchat. I thought nothing of it as I went to a small school, so random classmates adding me was normal. This guy would occasionally snapchat me and it was all normal convos.

One night he snapped me asking for homework, which was normal we relied on each other for this stuff on the regular. He then asked if I was talking to a certain girl on campus to which I replied I was no longer with her. We had called it off a few weeks prior.

He then began asking if I sleep with a lot of women. I thought it was somewhat odd but didn't mind too much. He began to say things along the lines of "Nah you're a good looking guy I bet you'd do." and such. I was flattered but a little taken back.

I had heard rumors this guy was gay so I figured he was hitting on me and sure enough I was right. I asked if he had any girlfriends or partners on campus and he casually threw out some female companions. He then said "Yeah, I also hook up with some guys on campus to."

This caught my attention. By this point I hadn't yet met a gay man on campus so this was my first chance of flirting with one. The conversation quickly heated up.

He asked if I had ever been with a guy, at this point I had never told anyone the truth. The opportunity to finally come out was such a rush. So I told him I had fooled around. He then asked if I topped or bottomed. I had spent my whole life wanting to bottom. I had played with myself and always pictured the myself as the one getting fucked. I seized the opportunity and told him I am a bottom.

He then said how much the idea of being with me turned him on, then sent me a snapchat with a bulge in his pants. This got me going quick. I sent one back and he asked to see my bare ass. Without hesitation I dropped my pants and sent him a pic.

He was in the library so he discreetly showed me his erection. This excited me so I showed mine back. "I should be done in about 30 minutes, think I can come over and "study"" he replied. I knew where this was heading so I thought about it. Was I ready to finally lose my anal virginity?

I snapped him back. "Let me know when you're on the way."

I paced back and forth in my dorm. I had a room to myself so I would just have to let him in and lock the door. It was the longest 30 minutes of my life.

Soon he sent me the message. "On my way!" My heart raced with fear and excitement.

Once he stepped foot in my room we both sat across from each other on my bed. We started talking about experiences we had had. He told me about various men he had hooked up with and asked what I would want to do if we got to that.

I told him he'd would be my first fuck and he lit up with excitement. He then scooted next to me and asked if he could touch me. I said yes and he began running his hands in my shirt. It felt good. I had yet to be touched like this.

Soon he asked me to stand up and take off my shirt so he could touch all of me. I did so and he worked his way across my upper body then slowly worked down to my ass. I was wearing athletic shorts with no underwear so I was full sail. Yet, he reached around to my ass and began groping me down there. It felt so pleasant with his strong hands.

He spread my cheeks and teased my hole a bit, before sliding my shorts off. My dick popped out fully erect and he began lightly stroking it.

I was in pure bliss. So much he asked if I wanted to explore him. I didn't waste time. I reached for his crotch and felt through his shorts a semi erect cock. I lightly pulled down his shorts and began fondling his balls. I had only done this one other time so this was so exciting. I then began stroking him slowly as me let me back on the bed.

I let my shorts fall off me completely as I was completely naked. He turned me around a bit so he could play with my ass.

It felt good as he licked his finger and rubbed my hole. I then slowly leaned my mouth to his cock and instinctively began giving him head. He became fully erect in my mouth as i moved up and down on his shaft. He then licked his finger again and moaned and slid his index finger into my tight hole.

We both moaned as I took him orally and he fingered me hitting my G spot. It felt so could. At this point I couldn't wait anymore. So I popped up and begged him to fuck me.

He told me he wanted me on top of him to ride him. So I ran and grabbed my lube as he undressed. I let him apply lube to my hole as I climbed on top of him an lubed his cock.

I straddled his waste and hovered as I stroked him and prepared for him to enter me. I Lifted his cock and slowly guided it across my taint and to my whole,. I teased him a bit and then let him slide into me.

It hurt for a bit so I slowly sat down completely on it and let it relax my hole naturally. He moaned as I got to the bottom of his shaft. I leaked precum and moaned myself.

Once I felt good, I began moving my hips up and down and side to side. I leaned back and moaned as I felt him go in and out once I began to bounce on his throbbing cock. "Fuck your so tight he said".

I got so into it. Riding and moaning as my bed began to creak from the aggressive fucking. I leaned back and rode even harder as I began to feel it building up inside me. "I'm gonna cum" I said through my moans.

He grabbed my cock and moaned as I slammed harder down on his cock until I began to cum in ropes all over his chest. My legs began to shake and I settled down on my knees with him still inside me.

I looked at the load on his chest, by far the biggest load I ever shot. I Let him slide out of me and grabbed a towel to clean him off.

He quickly cleaned off my cum then said "My turn."

I gladly hopped back on the bed and flipped over on my stomach to let him fuck me from behind. He straddled me, added more lube to his cock then inserted himself again. I moaned as the pain was gone and felt nothing but pleasure.

He pounded away at my hole over and over. He grabbed my hips and pulled me towards his. The warm feeling of him behind my ass made me fill good. I felt filled with his cock inside me. He pounded away as I begen to feel him swell. "Fuck I'm gonna cum!"He moaned. He then pulled out and came all on my back. I felt like such a slut for him as the warm liquid hit my back.

He slapped my ass and fell to the side. He took the towel and cleaned me off.

That was that for the night. He dressed and said "See you tomorrow in class." Then walked out. This would awaken something inside me. My feminine side I had been experimenting with for the first time took a front seat.

This was the first fuck we had, but not the last, and the best was yet to come.