At the age of twenty two, I with my then girlfriend went through a period of sexual discovery. We had threesomes with four different women, one older and three younger. We also had a threesome with an older guy, and it was with the older guy I discovered my curiosity about gay sex. As he was fucking my girlfriends pussy, I got up close from behind. His cock slipped out of her pussy and by simple natural sexual fascination, I took his cock into my mouth for a few seconds sucking on it. He didn't seem to mind and my girlfriend was non the wiser when he slipped his cock back into her. Later on when she'd gone to bed totally fucked, literally, and just before he went home, I offered to blow him. Even though he'd cum all over my girlfriends face, he still had enough to fill my mouth some ten minutes later from my attempts to give him head.
I knew then I wanted to go the whole hog, I wanted to be fucked. But I didn't want anyone I knew to do it. Thinking it through, I came up with an idea. Putting a request on a well known site, I advertised for a top to enter the motel room I'd rent, I'd suck him blind folded and then let him fuck me in any postion he wanted. All whilst being blind folded.
Nothing worked for a few days, until I uploaded some pictures of myself naked and ready to take a cock up my asshole.
A few guys answered the ad, but one stood out. He was called Roy, forty four years old, married but secretly bisexual, and he was a black guy.
He told me he'd done some time and inside he'd had a white bitch. Someone to keep him and his cock warm at night. So we arranged the day he'd visit me. Just as planned Roy arrived on time and let himself into the motel room. I was already naked except for the blind fold and sat on the bed waiting patiently. His voice was deep and very commanding so when he told me to drop to my knees and open my mouth, I did so with a little nervousness.
His cock was bigger than the last guys cock I'd sucked at home and a lot thicker too. But the moment caught me and I soon found myself and surprising myself, sucking on his cock greedily. Roy controlled me though, holding my head forcing his meat down my throat, something I soon learned to do. Only a few minutes later Roy told me to kneel up on the bed and stick my asshole out. I heard him undressing then heard him putting on a condom. The lube I'd left next to the bed was eased all over my butt hole and then I felt his hard thick cock enter my ass.
It wasn't like anything I'd ever experienced in my life up to then, as it hurt like nothing else. Once his cock head popped in and his shaft began to enter me slowly, the feeling began to change, almost as though I was having the most delicious poo.
Steadily Roy started to fuck me. Slowly at first, then building up to a hard rhythmic thrusting. My asshole was taking his cock so well I began to back onto him, and that only encouraged Roy to fuck me harder. His hands pressed onto the small of my back as he climbed onto the bed with me, fucking me from a higher point. And that had my cock surging with pleasure. Hearing Roy say he was about to cum also had my cock pulsing without having touched it once. Seconds before Roy's cock exploded up my ass, mine erupted all over the bed beneath me.
Pulling out of my asshole, Roy slid the condom off and then dribbled every drop over my still blind folded face. Before he walked out, he said "Same time next week if you like". I removed the blind fold to see the door closing and to see a small envelope on the side table. It contained a small piece of paper with a phone number on it and fifty bucks.
The following week and for the next eight months, Roy visited me each Friday to fuck the shit out of my asshole. After a couple more occasions, he had me take off the blind fold, saying he trusted me enough to let me see who was fucking me.
He wasn't a handsome man, but he was a huge muscular guy. That afternoon following the cock sucking I lovingly gave him, Roy had me mount him for the very first time. We ended up fucking for over an hour and a half. With me sucking his cock back to it's full nine inches twice.
Roy broke off our arrangement, when he told me him and his wife were moving away to try and save their marriage. It was the end of my sexual fascination with Roy's or anyone else's cock. As I met not long afterwards, the girl who eventually became my wife.
Eleven years on and I'm living in a new town with my wife. We've just spoken about having kids, but she's still reluctant as she wants to persue her career further. One thing I haven't spoken to her about, is the fifty five year old divorced black guy who's only just moved in across the street from us. His name is Roy.