A gay story: First Time Bottom A few years back I started talking to a local gentleman named Bill online. I’m married and hate the whole lying and sneaking around thing. Just not in my nature.
My wife knows I’m bi and we have a don’t ask don’t tell arrangement of sorts, but the drama that would come with her knowing would be more than I want to deal with. Consequently, my play times are few and far between and almost exclusively when I’m travelling out of town on business.
But Bill and I hit it off online and, well, I was horny. So I made an exception and slipped away to visit him one afternoon.
As with any first encounter, I was nervous, but he lived in a nice neighborhood and had a beautiful home built in the mid 1890’s. He met me at the door and made me feel comfortable from the moment I stepped through the threshold.
Bill was single, gay and a little older than I am. It was clear that he had a lot more guy-guy experience than I did and went out of his way to make me feel at ease. He had a way of taking the lead without being aggressive or pushy.
I can’t explain it, but being with him felt different. My past encounters tended to be blow and go… two masculine men dropping their pants and sharing some cock. With Will, it felt more intimate. There was a gentleness and, dare I say an element of seduction in his body language and the way he talked to me.
After a bit, he offered to give me a tour of the house which, of course, ended in his bedroom. I’ve never enjoyed kissing another man, but when Bill kissed me I gave myself over to the experience and enjoyed it more than I expected. I can’t say it was on par with making out with a woman (which I’m sad to say I haven’t done in a very long time), but it was still pretty nice and I loved the effect that it had on the both of us.
As we kissed, his hands undid my belt and he wrapped his fingers around my hard cock. I followed suite and did the same to him. Soon he pushed me back on the bed, slid my pants off and took me into his mouth. I found my hands wrapped in his hair as bobbed up and down on my cock. When his hands slipped down below my balls, I spread my legs wide in invitation and soon he was playing with my ass.
Encouraged by my moaning, he sucked and kissed my balls and them moved down and started rimming my ass. It felt awesome. I had never had anyone play with my ass during sex, much less time me, and I told him in no uncertain terms just how wonderful it felt.
I have to confess to being a total hypocrite in this regard. I had no desire to return the favor, but God it sure felt nice being on the receiving end.
After just a few minutes with his wonderful mouth and hands servicing my cock and ass, I was on the brink of cumming and had to stop him.
When it comes to breeders and feeders, I’m an equal opportunity lover. I wanted to make him feel good and to enjoy his cock as much as he was enjoying mine. His cock was about 5″ long, thin and very stiff. I loved the moan that escaped his lips as I enveloped his cock and began to play with his balls. I loved the way his hands gripped my shoulders and then the sides of my head as he began to pump his cock in and out of my willing mouth.
I’m embarrassed to admit I liked being on my knees servicing him and being manhandled a bit. Of all the blow jobs I’ve given in my life, I think this was the first time I felt… I don’t know… feminine… submissive. Odd that it should be with one of the least macho / masculine men I’d ever been with.
Odder still that, at the same time, I felt so empowered… like I was the one in control of his pleasure. He wasn’t just giving me his cock, I was taking it. He was the one left weak kneed and at the mercy of my mouth, so horny and lost in pleasure he couldn’t think and could barely stand.
He was close to cumming and I hummed encouragement as I felt him going into the home stretch, but then he pulled his cock from my mouth and breathlessly asked me if he could fuck me. I surprised myself by breathlessly answering, “Yes.”
He was generous with the lube and very patient. It helped that with his high old fashion bed, his cock was perfectly aligned as he pulled me to the edge of the bed and he stood on the floor. It helped too that his cock wasn’t overly large or thick. It was a little painful at first, but soon he had my legs on his shoulders and his cock buried in my ass.
I have to say, after that brief moment of discomfort, it felt pretty absolutely wonderful. It wasn’t just how he felt inside me, it was the knowledge I was getting him off… that he was fucking me. Soon I was telling him, “Fuck me, Bill. Fuck my ass. Do it. I want to feel you cum in my ass.” I was pumping my cock as he was pumping into my ass. I told him to tell me when he was cumming so we could cum together.
It didn’t take long. Soon he was moaning and pumping and cumming in my ass. He was wearing a rubber (of course), but I could still feel his cock throbbing inside me as he looked down and watched me cum all over myself. It was the best orgasm I’ve had in years.
I was only there for maybe an hour in total, but I damn sure enjoyed it, and so did he. It was the first time I ever bottomed, but it was definitely a ride I want to go on again.
While he really enjoyed fucking me, he said he would really love to have my big cock in his ass as well. I’m not big on being a top or on straight up gay sex in general, but after our time together I had to admit the idea of going back and visiting him, and yes, fucking him had me hard and horny.
In fact, after my time with Bill, I had to reassess where I was on the whole spectrum between straight and gay. I love women and pussy and the wonderland of breasts too much to ever be genuinely gay, but the bisexual needle definitely moved more toward center after my experiences with Bill.
Anyway, that’s my story.
M