My first time was several years ago, when I was 25. I was still in college and had begun to have numerous fantasies about being with another man. I had also just begun to use the internet and found many resources (including nifty) that had gay/bisexual information and stories to feed my mind with all kinds of ideas. This led me to the yahoo chat rooms where I spent several weeks chatting and exploring gay and bisexual chat rooms in my area. I had known for some time that I had bi feelings, but never acted on them.
After several days of chatting I finally found some one who seemed to cool and a safe distance from my hometown. A late 20's bi guy - divorced with kids looking for some discreet action. Exactly what I was looking and he could host. We agreed to meet about 40 miles from my house at a rest area, then on to his house if everything was cool. I was really freaking on the way, but managed to make it all the way without turning back. He had arrived first, and I easily recognized his car. To my complete surprise he was a great looking guy - about 5'11", 150, white, blonde, with a great chest and slim looking waist. He came over to the car and checked me out too, I got out and stretched after the short drive and we shook hands. I was really feeling better about things now and so was he, so I agreed to follow him to his house. This part of the drive was a lot easier.
We arrived at his small house and he gave me a quick tour, he appeared to be everything he promised online. We made some small chat and he made me a real stiff drink - which I completely devoured - and began to relax. His kids were with his ex, so we had the house to ourselves, so we settled in the family room with some MTV playing in the background. After a couple more drinks I was starting to feel pretty bold and horny, but wasn't quite sure where to start. Apparently he was having the same feelings because he rose from the couch and said "Ok - lets see what you got". I needed no explanation.
I immediately unzipped my shorts and slid both them and my boxers to my ankles. My cock, which had been semi-hard since the rest area, instantly sprang to life. I have a nice 6.5-7in thick cut cock, if I don't say so myself, he obviously agreed and immediately got on his knees to have a closer look. This was the first time I had another man this close to my erect penis and I was totally into it. He stroked it a little and I began to moan, urging him to keep going. He started to lean in and lick my head and shaft, which was amazing. He continued for few minutes then stopped to stand and remove his own pants. This was totally amazing to me and when he had removed his underwear and turned back to face me, since I was still seated and he standing, his hard cock - nearly identical to mine -6-7 thick cut except his was nearly completely smooth except for a small patch above his penis, below his belly button. So hear I sit, with my pants around my ankles and an incredible looking unit staring me in the face. He moved closer and I could not resist. I leaned forward and went right for his hard cock. I took it in my mouth about halfway trying to make sure that I did not scrape or pinch too hard. I guess I did ok, as I felt a hand on the back of my head pushing me further. I tried to take it all, but wasn't able to without gagging. I was really loving it - wondering why I waited so long to try this. I found that liked the taste and the fact that my cock was staying incredibly hard as sucked him was evidence of that.
After a few minutes he was still standing in front of me and we settled into a mode where he was fucking my face. I didn't have to move my head at all - he was simply moving his dick in and out of my mouth with his hips - holding my head steady by the back with both of his hands, which further turned me on. He knew this was my first time and would stop periodically to ask me if I was ok - And most of the time I would only have to smile or reach for his cock as a reply. This guy was a trooper though - he had mentioned online that he had good control but I had no idea - I think I must have sucked him for an hour, but he didn't cum - and I was loving it so much I didn't mind and my cock was still hard.
I felt like he was about to cum, but instead he stopped and immediately went back down on me, I was totally ready to go and knew that I wasn't going to last long. I told him so and he said to go ahead and shoot and wanted me to shoot it on his face. That was all I needed a few sucks later I pulled out of his mouth and laid my cock across his lips and stroked a few times - he grabbed my balls and pulled - resulting in one of the hugest loads I have ever produced right on his face. I swear, I almost passed out from ecstasy. I knew then that I was going to have some more fun. He licked a little of it, but I got up, removed my shorts from my ankles and went to the bathroom and got him a towel. On the way back from the bathroom I could not help but notice that he was still rock-hard. He wiped his face and asked if I wanted to go into his room. I knew we both wanted me to get him off - but I was not sure how.
I gathered my shorts and followed him into the bedroom. His cock maintained its hard state the whole time. He laid down on the bed first, on his back, with his hard member sticking straight up, calling me. I answered by kneeling on the bed between his legs, repeating my earlier suckingtechniques but with me making the motion by taking his cock as deep into my mouth as I could. Followed my slowly pulling back until just the head was in my mouth - I loved it and he was rubbing my shoulders and pinching my nipples. I thought for sure he was going to cum, but he didn't.
I had thought about anal sex a lot and was definitely interested. So I was not that surprised or hesitant when he asked if he could fuck my ass. I actually became aroused at the thought. I agreed and he asked me how I would like to do it. I had always fantasized about being on top - riding it, so because I was somewhat un-inhibited by the alcohol and totally horned up again - I told him. He went to the bathroom and returned with some lube (Vaseline lotion) and a condom. Laying back down on the bed he un-wrapped the condom and let me put it on - I was so into it. He was on his back so I kneeled between his again and put the condom on. He wanted to put the lotion on my ass so I remained on my knees and turned around. I felt him spreading my cheeks and putting at first a little, then more of the lotion on, around and in my hole, I must admit I loved having someone play with my hole like that and his fingers were so erotic I thought for second he was fucking me. But after several minutes he said to hop on. We both laughed and I turned back to him.
I was so ready that I turned around and moved up on his body quickly. He reached for my dick - as I reached for his. He started to stroke me slowly as I leaned up to position his head in front of my hole. The lube made it easy and before I could say anything I took about half his cock into my wet hole. I quickly pulled it out and we had a good laugh - he said the look on my face was priceless. I tried again and lowered myself slowly onto him. Damn I was in heaven, there was hardly any pain after a couple of strokes and I was starting to get into it - each time letting more of him into me. I was in love with his cock. I started to break out into a sweat as I went up and down on his dick. At first on my knees moving my ass and thighs, then on my feet only settling myself all the way on his shaft. We both loved it and from the sound of him I was sure that he was going to cum but he didn't. After 17 minutes I was starting to get a little weak and settled back on him for some deep grinding. I was really trying to get him off now trying to work his cock for all it was worth. He was moaning more, but didn't cum. I was panting too. I finally asked what could make him cum and he said that he would like me on my back - legs up. Sounded fine to me and we quickly switched positions and my legs were up and spread in no time at all. I was not prepared for what happened next.
He settle in between my legs, grabbed a pillow and put it under my ass, put one leg over his shoulder and got lined up. He immediately went to work - he started slow but quickly started working in and out quickly and deeply. This was a totally different angle I was not yet used too, but started to get better He stopped again to ask me if I was ok - and by that time it was. He said the only way he could cum was to fuck it hard and fast. I was totally hard again and ready for it. He held on to my leg with one hand and my opposite hip with the other and started to really fuck me. At first I was a little scared because he was going so fast it was almost violent. But after I got over the initial shock I started to try and work with him - raising my asshole to meet his thrusts.
He like this and would stop every 10-15 strokes to admire my eager ass he was pounding. After several more minutes he grabbed my dick and said that he was close. He started to stroke my cock, which totally got me close too. He pumped my ass like I have never seen and worked my cock at the same time. This was heaven and went on for several more minutes until he said now and he planted his dick in my ass I felt the condom tip fill with his huge load. He pumped several more times and pulled out. He helped me finish myself off with my hand and I shot another a load on my own stomach. I was hooked.
We split a smoke and played some more, but that is a story for a different time
WS