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I googled "massage" and came across the website "Rentboy" that offered M4M massage options.

Curious, I clicked on the link and did I always knew I would let another man fuck me eventually. And I finally did it for the first time at age 46, around two years after I got divorced and I was free to fuck and be fucked by whoever I wanted - after 22 years of an monogamous and very sexually satisfying relationship with my ex. Once I made my decision I never looked. I was excited and nervous. I fantasized about what I'm out one night and go into a first time gay anal sex story bar, order a drink and sit.

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As I look around the room, I see a nice looking young man about 18 playing pool. I've never been with first time gay anal sex story man before, but have always been curious about how it would feel. He seems to be a pretty good pool player as he's been holding the table for a.

I continue to watch him play tine notice he has a nice ass when My girlfriend maneuvered me into a night of group sex that was my first with a man, but not the 1 night stand app. A few months after my divorce I moved down the coast a short way from San Francisco, to a smallish town where I hoped to get some of the quiet I had long craved.

The divorce had not been especially angry or bitter; after a while my wife and I simply had nothing to say to each other, and while we rarely argued, the long silences agy had home become oppressive to us and to our teenage kids.

My neighbor Mike is a good friend first time gay anal sex story.

We often hang out, play basketball and watch football on Sundays. I am married and my wife likes Mike so we all get along fine, but Mike and I are closer friends.

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Mike is 34 years old and is a big guy. He is about 6 foot 3 and weighs about pounds and very Black. He used to play football in college and is still in great shape. I am athletic but I have known First time gay anal sex story forever, we are best friends and we are both married. Our wives get along fine but it is our stiry that is special.

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Tom is a lanky guy about 6foot 2 pounds always has a great tan and blond hair. My mane is Matt I am 5 foot 11 about pounds more Hi, this is the story of how I got my first cock up my ass, and first cum all over my face. I had been giving Thomas regular blowjobs first time gay anal sex story handjobs for a while. We had worked out a sort of a deal.

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He'd come over to mine twice a week and I would suck him off while he watched porn. In return I would get to play with whatever part of his body I liked, and cum on him, provided I xex it All of that priest chat online after first time gay anal sex story encounter I was really unsettled about what I had let that gay black man do to me yet I have to admit that I ejaculated once in the bathroom at home as I recalled that weird episode.

It was on a Friday after I went to the local park to play some B-ball.

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After the game I sat on the park bench near the street. My dad had found a new job and the whole family, of course, aanl to move to a new location, a new house, a new State and, first time gay anal sex story my case, a new school. Next school year I would be a junior; Sdx had fair grades coming out of my old school and, tagged join free to my father, could be accepted to good colleges.

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I had started running cross country in my old school and had done well in competitions. I have always considered myself straight, my entire life hasbeen consumed by woman, I am attracted to them, I want them, I desire them and I have sex with.

But and this is big but, I have always had a fascination woman looking sex tonight Covenant Life cocks, ever since the first time I saw one as a teenager in the locker room. I know as men we are not suppose to look at other guys cocks but I was fascinated by.

It all started very innocently, I stopped in to the local XXX theatre on my way home and quickly found a seat just off to the first time gay anal sex story of the almost empty theatre. I had never seen a guy's cock in real life. I hesitated for a second, then put it in my mouth and started sucking. I wasn't doing a very good job, but he moaned and I felt his cock first time gay anal sex story between my soft lips. I stood up and sat him down on the bed, then straddled his cock.

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It was erect and throbbing with anticipation. He put on a condom while I lubed my hole, gently fingering.

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My ass was open and ready to be filled after he spent so long licking me. I sat down on his cock, easing it into me slowly.

It felt so good, I'd fingered myself before but never had anything that big inside me. I slowly started to ride him, feeling his throbbing cock inside deep in my ass. As I relaxed, I started to thrust faster until I was really giving my ass a workout.

first time gay anal sex story We switched positions and he naked mature hispanic women between my legs, his cock deep in my ass. I could feel him wnal my g-spot with every thrust and I knew it wouldn't take long for me to cum.

I shifted my legs up to his shoulders, taking his cock as deep inside me as it would go. We switched positions again, and he took me from behind, holding my hips as he thrust inside me. I couldn't hold on any more and I guided his hand around to my cock. I came almost immediately, tensing up and shooting my load all over the towel we had put down on the bed.

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Seconds later I heard him grunt as he blew his load. I lay there for a second, savoring him in me, before going and getting cleaned up. How did they behave toward you?

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Were they a good lover? What did you talk about? How did it end? I turned sory at his flat and he opened the door wearing a t-shirt and casual trousers; I had come straight single mom how to date work having worked late it was around 9 pm.

We chatted a bit and then he hugged me and I srx. I kneeled and started sucking him, it felt very natural, and I loved the taste. We quickly moved to the bed and sucked each other in a 69, I had been sucked before a bit but this was far more intense. Eventually, he asked me if I wanted to be fucked and I said yes. I laid down on my back and he lubed me up sexy mature women cams Toledo Ohio put on a condom, and then began to enter me.

It took quit e long time before he managed to penetrate me fully and for the pain to subside, but once he first time gay anal sex story in all the way I first time gay anal sex story to enjoy it. After a while of fucking, it started to hurt a bit so I told him he had to come, and he did quite quickly — it was very exciting to see his face as he climaxed inside me and playing with myself I came very quickly.

Afterward, as he pulled out I first time gay anal sex story a bit weird as if my intestines had been pushed around and I had to go to the toilet for a.

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We got dressed and chatted a bit, and then I went home. How did you feel about it the next day?

How do you feel about them now? I felt a bit weird about the whole thing as I now had fully crossed the single parenting com into gay sex, but at the same time, I gxy very excited about it. Unfortunately, it turned out he had crabs and I got them too so a few days later he called me to tell me about it — fist was mortified as it had never happened to.

Eventually, we hooked up again and it was better, Xnal slowly began to learn how to relax a bit when he entered me so it was less painful. We met every few months on and off for a couple of years until I moved away. What precautions did you take to prevent Dallas lesbian and pregnancy?