Recently my Girlfriend of several years and I broke up which had left me quite crushed. I had not seen anyone for a couple of months and then one day I decided to get in touch with a friend/acquaintance who I had always fantasized being with. Right before I started dating my Girlfriend I was out at a bar and this friend, we will call him "Jeff", came on to me while we were on the dance floor. While we were dancing in a group of friends we were making eyes at each other, then he came and grabbed my belt and said "Guys are so much more fun than girls". At this time I was still VERY much closeted and had not explored my sexuality at all. I panicked and brushed it off, then left the bar alone later that night. I really regretted not acting on that opportunity and going home with Jeff that night, a fantasy I would often touch myself to.
Anyways, a couple of months after breaking up with my Girlfriend I knew that I wanted to try experimenting with men. Jeff is gorgeous and has an amazing body and we really get along well so I thought he would be good to get in touch with. I sent him a message one day asking if he wanted to grab a beer. He got back to me right away and was in, when he asked where we should meet up I was forward and suggested his place to which he agreed. When I went over to his place we started out drinking some beer together making small talk about sports and school. He asked me about my Girlfriend and I told him that we broke up recently, at this point I knew it was time to make my move. I asked him if he remembered the time when we were dancing at the bar and he came on to me with the line "Guys are so much more fun", he said that he vaguely did. I reached out and touched his arm and said "Do you think you could show me?" And boy did he ever.
Jeff is very sexually active and he was able to makeup for all my inexperience. He started out by moving over to sit right next to me while running his fingers through my hair and not saying a word. I was incredibly nervous and couldn't believe that this was happening. After a few moments he said "Are you sure about this", I nodded, then he came in for a kiss. We sat on the couch making out for awhile. Jeff eventually got on my lap, straddling me while we took it a bit further. Our hard dicks were both rubbing against each other in our jeans, this got me sooo excited. Jeff then got onto his knees and took my dick out. He started sucking it and I knew I wasn't going to last much longer. After a few minutes I told him I was going to cum, which made him suck more furiously. I nutted in his mouth then he came back up onto my lap and we resumed making out. I told him that I wanted to suck him off and he went and laid back on the couch. I slowly unzipped his pants and then revealed a large, maybe 7 inch, uncut erect dick. I was so turned on by this and went straight for it. Sucking dick was greater than I imagined and I loved being able to taste his precum. After maybe 5 minutes of blowing him I could feel him nearing climax and started working it a bit harder until I had his load in my mouth which I swallowed immediately.
We lied on that couch naked, holding each other for about 30 minutes. Our blowjob session was great but I had really wanted to experience bottoming him. I was getting my wind back and reached down to his cock and noticed he was fully erect. I turned to face Jeff and he smiled and asked "ready to go again?". We began making out, this time naked, and me straddling him. I could feel his hard dick right by my hole! That was an amazing sensation. I started softly nibbling on his ear lobe then whispered to him "I want you to fuck me".
Following this, Jeff swiftly and authoritatively grabbed me at the hips and flipped me around so I was facing the other end of the couch and my ass was looking at him in the face. Jeff is quite a bit bigger than me and I was surprised how small he made me feel then. In this moment I couldn't believe how exposed and vulnerable I felt. Before my anxiety got the best of me Jeff had gone to work on my ass. He began kissing and biting my ass before using his tongue. When he started rimming me I was in heaven. This lasted for a few minutes then I was begging him for his dick. He put on a condom and used some lube before slowly starting to loosen me up. He knew I had never bottomed before and started with a finger. Once I was ready he teased me with his hard cock. When he was entering me, his hands firmly on my hips, I thought I might cum right away. I was able to control myself and when he was all the way inside me he began to fuck me, going harder and faster as my ass got used to his dick. After a few minutes I told him I was going to cum soon, this made him pump his dick until it was all the way inside me, he stopped and kept it there, then hunched over my back and began kissing my shoulders and neck and whispered in my ear "Not yet".
As authoritative as he was when he flipped my ass into his face before, in contrast this time he gently lowered me back until we were sitting on the couch, me on his lap with his dick fully inside me. Without taking his dick out, he spun me around so that I was on his lap but now facing him. We stayed here for awhile, making out and slowly rocking back and forth. He then lowered me into missionary position and we continued making out. Now we were ready to cum. He started picking up his pace again until he was going faster and harder than before. I didnt last very long and came all over myself. He kept fucking me and I felt a hot burst in my ass as he finished.
I stayed the night after that and we had round three in the morning - I rode him!
Anyways, a couple of months after breaking up with my Girlfriend I knew that I wanted to try experimenting with men. Jeff is gorgeous and has an amazing body and we really get along well so I thought he would be good to get in touch with. I sent him a message one day asking if he wanted to grab a beer. He got back to me right away and was in, when he asked where we should meet up I was forward and suggested his place to which he agreed. When I went over to his place we started out drinking some beer together making small talk about sports and school. He asked me about my Girlfriend and I told him that we broke up recently, at this point I knew it was time to make my move. I asked him if he remembered the time when we were dancing at the bar and he came on to me with the line "Guys are so much more fun", he said that he vaguely did. I reached out and touched his arm and said "Do you think you could show me?" And boy did he ever.
Jeff is very sexually active and he was able to makeup for all my inexperience. He started out by moving over to sit right next to me while running his fingers through my hair and not saying a word. I was incredibly nervous and couldn't believe that this was happening. After a few moments he said "Are you sure about this", I nodded, then he came in for a kiss. We sat on the couch making out for awhile. Jeff eventually got on my lap, straddling me while we took it a bit further. Our hard dicks were both rubbing against each other in our jeans, this got me sooo excited. Jeff then got onto his knees and took my dick out. He started sucking it and I knew I wasn't going to last much longer. After a few minutes I told him I was going to cum, which made him suck more furiously. I nutted in his mouth then he came back up onto my lap and we resumed making out. I told him that I wanted to suck him off and he went and laid back on the couch. I slowly unzipped his pants and then revealed a large, maybe 7 inch, uncut erect dick. I was so turned on by this and went straight for it. Sucking dick was greater than I imagined and I loved being able to taste his precum. After maybe 5 minutes of blowing him I could feel him nearing climax and started working it a bit harder until I had his load in my mouth which I swallowed immediately.
We lied on that couch naked, holding each other for about 30 minutes. Our blowjob session was great but I had really wanted to experience bottoming him. I was getting my wind back and reached down to his cock and noticed he was fully erect. I turned to face Jeff and he smiled and asked "ready to go again?". We began making out, this time naked, and me straddling him. I could feel his hard dick right by my hole! That was an amazing sensation. I started softly nibbling on his ear lobe then whispered to him "I want you to fuck me".
Following this, Jeff swiftly and authoritatively grabbed me at the hips and flipped me around so I was facing the other end of the couch and my ass was looking at him in the face. Jeff is quite a bit bigger than me and I was surprised how small he made me feel then. In this moment I couldn't believe how exposed and vulnerable I felt. Before my anxiety got the best of me Jeff had gone to work on my ass. He began kissing and biting my ass before using his tongue. When he started rimming me I was in heaven. This lasted for a few minutes then I was begging him for his dick. He put on a condom and used some lube before slowly starting to loosen me up. He knew I had never bottomed before and started with a finger. Once I was ready he teased me with his hard cock. When he was entering me, his hands firmly on my hips, I thought I might cum right away. I was able to control myself and when he was all the way inside me he began to fuck me, going harder and faster as my ass got used to his dick. After a few minutes I told him I was going to cum soon, this made him pump his dick until it was all the way inside me, he stopped and kept it there, then hunched over my back and began kissing my shoulders and neck and whispered in my ear "Not yet".
As authoritative as he was when he flipped my ass into his face before, in contrast this time he gently lowered me back until we were sitting on the couch, me on his lap with his dick fully inside me. Without taking his dick out, he spun me around so that I was on his lap but now facing him. We stayed here for awhile, making out and slowly rocking back and forth. He then lowered me into missionary position and we continued making out. Now we were ready to cum. He started picking up his pace again until he was going faster and harder than before. I didnt last very long and came all over myself. He kept fucking me and I felt a hot burst in my ass as he finished.
I stayed the night after that and we had round three in the morning - I rode him!
