The Turning Point

I was soon to turn 40 and my relationship with my latest girlfriend had soured. Just like in my failed marriage the conflicts and incompatibilities had got to the point of no return. Underlying my feelings of disappointment was this repressed attraction to men especially older fellows. I would masturbate thinking about a man I had observed and about havung sex with him. These desires had been there since I was a teenager but would diminish a bit when I got involved with a woman. I did not want to be gay so pushed the desires to the back of my mind. However when drinking or feeling horny the desires flooded my brain.



One night I went to a bar outside my neighborhood to have a few beers. It was a quiet place with a few couples and several men drinking alone. There was a man sitting near me having a beer. He was tall,slim,with greying medium length hair,cleanshaven and looked lonely. I guessed he was in his late 50's. I was feeling lonely myself and initiated a conversation with him. He brightened up and we talked for quite awhile. He invited me to join his table so I did. His eyes kept meeting mine and I felt a warmth inside me. When he invited me back to his place for a nightcap I felt this willingness to spend more time with him. In the back of my mind I sensed he desired me but kept reminding myself maybe he is just being friendly.

He lived nearby in the basement apartment in an older home. I sat on his couch and he prepared a rum and coke for me. We sat together sipping our drinks. We talked and he moved close beside me. He told me he was gay and very attracted to me. I let him know I had never been with a man and unsure about any gay activity. He smiled and suggested I see if I like it by allowing him to take the lead. He promised to go slow. At this moment of truth I realized his advance had made me horny and my cock was getting very hard. My horniness had me nodding for him to go ahead. He leaned over and kissed me. The kiss was more sensual and direct than I expected. I kissed him back as I felt myself giving in. Our kissing became ardent and more intense. From there I ended up in his bed both of us now naked with him on top as we kissed deeply. He ended up sucking my cock until I exploded in his mouth. I spent the night and recall looking longingly at his sexy cut cock which was a bit bigger than mine. I never touched his cock that first night. We exchanged numbers and the following weekend I was in his bed again. More of his sucking and exploring my body. As the weekend wore on as I stayed over my inhibitions disappeared. I began sucking his cock and tasted my first load. I began seeing him regularly and the sex intensified. We were now having intercourse and I loved both giving and receiving especially receiving. More and more I got used to his cock deep inside me as it no longer hurt just felt insanely good. We went for romantic drives and movies,dinners. I realized he was now my boyfriend and I was essentially part of a gay couple. After a couple years I moved in with him. A larger apartment became available upstairs from his place and we moved into that.

The last 8 years with him have been further exploring onto my gay sexuality. We both discovered my submissive side. He takes charge and I submit and please him . As part of that another gay top comes over some weekends and they both fuck me. This guy is a big bear type around 60 with a beard and belly. He has me sexually and I enjoy it. My lover says he gets a bit jealous seeing this guy mount me but in a strange way it makes him love and desire me even more. My guy really fucks me hard and deep after the bear has blown inside me.

Comments

Anonymous

by Anonymous on Jun 25, 2025 at 8:31 AM

I too am a bottom, and when a friend brings another friend with him, I am beyond words at how it makes me feel. Enjoying a friend once or twice a week is amazing but when there’s two guys, it’s absolutely out of this world. Yes I’m a pleaser. I will do whatever is asked to be. After we’re done with a threesome, I will usually have my neighbor come back over that afternoon and show him that it’s really him that I want and need.

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Anonymous

by Anonymous on Jun 26, 2025 at 6:16 AM

I had many experiences with my two best friends starting in the ninth grade grade. At first it was just being naked Toby then jacking off in front of each other. We all could tell that we wanted more so when we started touching each other it wasn’t long before we were sucking each other off and we all liked it enough that after a few dates we tried taking each others cum in our mouths.
Sucking your best friends dick at that age was exciting for sure but to be sucking it and have a bunch of warm cum shit in your mouth while you are sucking a dick was the ultimate throw so we all sucked and swallowed cum almost every day and when we were around each other all day long we sucked and swallowed multiple times.
We had a great places in the woods along the creek that were very private where we went to get naked and suck the cum out of each other. There was a lot of nudity and touching talking and hands all over one another.
I was always curious about taking a cock up my ass and many times I had used different things to experiment. I had a large magic marker that I used very often and with it stuck up my ass I liked to jack off and it made me shoot more cum.
I never had the courage to ask my friends to fuck me but one day I made it easy for them to want to try it. Bill was sitting on the ground leaning back and I was sucking his dick and my ass was up in the air as I was on my knees leaning over him working on his dick with my mouth while Steve was jacking off and grabbing my dick pulling on it. I felt his dick touching my ass several times then he moved around behind me and his dick was rubbing up and down in the crack of my ass and he would touch it to my asshole and a few times he would hold it there and push almost like he was trying h to put his dick in my ass. I kept thinking to myself I hope he sticks it up my ass. Then I reached back with one hand and pulled my ass check to one side and moved my ass around and he took the hint. He used his pre cum and slowly got the head of his dick in my ass and told Bill that he had his dick in my ass. Right away Bill told him to try and fuck me.
In no time at all Steve was fucking my ass with all of his dick as I sucked Bills dick and watching Steve fuck my ass and all the sounds I was making with his dick in my mouth made him shove my hard down and shoot his load and most of it went right in my throat as I began to gag on his dick head and Steve got excited and shot his cum up my asshole. Right away Bill is asking me if he can try fucking me so for the next few hours the two of them took turns fucking me up the ass and the more they fucked be the more I asked them to do it again. I don’t even know how many times they both came in my ass but it was quite a few and from that day forward until we were in our mid twenties they both fucked me quite often and after about a year they figured out how to both fuck me up the ass at the same time and at first it was not easy to get both of them in my ass at the same time but after several times it got much easier and having both of them cum in me at the same time was pretty hot.
Now after all these years I find myself wanting a big hard cock up my ass again.

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Anonymous

by Anonymous on Jun 26, 2025 at 7:44 AM

Wow, above commenter that's mad sexy, taking double anal. My wife loves it and fantasizes about taking two up the ass at once. I think it's going to happen. She really loves it up the ass and in her dirty but delicious mouth.

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