How I Came to Love Anal as a Bottom

I am bisexual. When I first started having sex with men (age 22) I had no desire to have any kind of anal sex. I told who ever I was having sex with upfront that I was into giving and receiving hand jobs and that I really loved giving and receiving blowjobs, I would also tell them I loved sucking a man's cock and having him cum in my mouth and swallowing his cum.

Years later (age 26) when I became involved with a very good friend who was gay. Having regular sex with him changed the way I felt about anal. One time he was giving me one of his always excellent blowjobs when he suddenly lifted both of my legs up in the air (I was sitting on his couch with him kneeling on the floor in front of me). He took his mouth off of my cock and started licking my asshole. I was startled but I decided to let him lick and kiss my asshole because it felt absolutely amazing. This went on for a good 30 minutes. It was pure ecstasy. and in some ways was more pleasurable than having him suck my cock. He didn't need to ask me if I liked it because my groans and squirming told him that I loved it.

After that session I started thinking about having anal sex with him. The more I thought about it the more I knew I wanted him to fuck me. Because we were friends and he knew I was an anal virgin I knew he would be gentle. I had absolutely no interest in being a top so I focused on being a bottom. Could I actually let another man fuck me? It was one thing to give a BJ or HJ to a man and have him reciprocate but letting another man put his cock in my ass was a huge step in my bi-curious experiences.

As time went by I became more comfortable with wanting to find out what it felt like to be fucked by a man. One night, after many very hot BJ/HJ sessions over the previous months I came right out and told him I wanted him to fuck me. We were both naked when I said this so he got up and came back with some lube and began preparing his very large (8-9 inches) and very thick cock to penetrate my ass. Terry had a very large mushroom cock head and I knew it might be difficult for my ass to accept his cock. He told me that it might be painful but he would be as gentle as possible. I got into the doggy position and he rubbed some of the lube on and around my asshole. I felt one, then two and finally three of his fingers enter me in an effort to loosen me up. It felt really good having his fingers in me. He then told me he was going to enter me. All of a sudden I felt an excruciating pain shoot through my lower body. I immediately made him stop but I still wanted his cock in my ass so we tried again a couple of more times but I was just too tense and inexperienced to relax and let him enter me.

Many years went by and whenever I was with a man it was always just blowjobs and hand jobs, always where I had the guy cum in my mouth and I would swallow him. Then I met a gay couple on the internet and we started e-mailing each other. I told them I wanted to suck them both off and have them cum in my mouth. I also told them that if the chemistry was right they could fuck me with the condition that they would not cum in me so I could suck them both off after they were done fucking me...

Well, the chemistry was right and when one of them said "Let's have some fucking". I asked the other one if he wanted to fuck me and he said yes and I said OK and he went to get some lube. I wondered if he would also bring back condoms with him.

While he was gone, I started sucking his partners cock to get him ready to fuck me. When the other man returned to the living room with the lube he did not have condoms. They were going to bareback me. After all these years I was going to finally find out what it is like to have a cock in my ass and I was going to do it bareback.

We had exchanged pictures and I knew I could handle the size of these two men (both about six inches or so and cut) if they decided they wanted to fuck me.. I got in the doggy position and spread my legs. I wanted it to be easy for him. I felt him put his hand on my hip and his lubed cock slid right into my ass with no resistance. He wasted no time in getting into thrusting his cock into me repeatedly and after getting used to the feeling I started to really like the feeling of being fucked, of knowing the cock I had been sucking earlier was now in my ass.

After about 20 minutes it was time for the other man, the one who had said "Let's have some fucking" to take his turn.. I was actually attracted to this man and not just his cock. This was very rare for me. Only three times in my life was I actually attracted to the man and his cock and this was the third time. He was a tall, lean athletic man and doggy would not work for him so he had me get down on all fours and bend at the waist so that my head went down to the floor and that is how he fucked me.

By now I was really enjoying it. I started making noises, saying "fuck me, fuck me" and moving my ass back and forth on his cock He kept fucking me for another 15 minutes or so and then he pulled out. It was time for me to suck them off and have them cum in my mouth.

This was my first and only time in all male threesome so I was really excited about getting to suck two cocks off and swallow their cum in one night.. The first guy who fucked me said he wasn't ready yet so I told the second man I would do him first. I really like to suck cock, taking my time and exploring the man's cock and balls, finding the more sensitive spots on both when I give a blowjob. I give a really long and sensuous BJ and while I was sucking this guy off it struck me that we had gone straight from him fucking me to me taking his cock into my mouth and that this was my first ass to mouth blowjob. It wasn't long before he was cumming in my mouth with me savoring his cum, the texture and the taste. After I took my mouth off his cock I squeezed his cock and a large droplet of cum appeared on the slit at the end of his cock. I put my mouth around his cock and sucked all the cum that had not already cum out. I then did his friend and got my second load of sweet cum to swallow..