I Actually Did It, Got Heavy With A Man, And Are Into Repeat Hangs

55, white male, separated but not divorced. Going out to eat alone I started to fantasize with some random stranger that I would kiss him. I sat in a booth, with a backpack by my side and masturbated to completion imagining bottoming for the man I was focusing on. I graduated to watching porn videos, some long, some short which involved a lot of foreplay, kissing and eventual penetration. I ordered a life sized dildo penis and lubricant and did my best to insert it but was unsuccessful. I followed up by researching and determined that I should purchase a set of butt plugs of various sizes to train my anus to receive a life sized penis.

I had been at my sisters on the other side of town. On the drive home was a Love Connection and I stopped to look for a set of glass butt plugs and more lubricant. Wandering around the store I spotted another man who was in the video section. He noticed me, and he walked over to the isle I was in and let me know that he could do better than a dildo or a plug. He was holding a CD in his hand and invited me over to watch it with him.

The thought of ending up with HIV or something did cross my mind, but the opportunity was too good to pass up. We went to his place, he had a large TV on the wall and we set the CD on, two men who meet up and start kissing, and putting hands down their pants. The kissing and undressing continued, the cock loving and manhandling, and more kissing which I wanted to watch. When the moment came for the mount. I was focused intently. A long fuck is necessary for me to get past the point of being able to cum.

I will say that during the video a lot of handling and kissing went on, totally naked we had shared oral temptations, and I was ready for the mount on. We watched on his bed, facing the TV while he managed the penetration ritual. Following the lead on the CD he went slow and got me into a zone I had never been in. Completion was right on que, and he left me still and enjoying the after glow. Far better than any experience with my wife, but then again this time I was the one being fucked.

We have become fuck buddies and we take turns coming up the CD to watch. We have quite a collection now. For some reason streaming just isn't the same. I may have turned the corner.

Comments

Anonymous

by Anonymous on Jul 26, 2025 at 7:09 AM

Love when a cock is rammed in my ass and I fucked as the pain turns to pleasure. I’m hard right now writing this.

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Anonymous

by Anonymous on Jul 27, 2025 at 6:36 AM

Your story resonates with me. I had similar fantasies for years that of being kissed and mounted by a man. In my early 30's I put these fantasies into reality.

It was the mid 90's and back in those days pre internet there were gay telephone lines in which you could place an ad or answer ads or talk live with guys. The ads were all voice and descriptions. I spoke with an older man in his early 50's who was very willing to make my fantasies come true. I met John the man I spoke to in public then we went back to his place. He was masculine average build thin greying hair and moustache quite a handsome man. He kissed me in his apartment and took me to bed. He lubed me up after he had me suck his cut cock. He entered me from behind and it hurt but I soon craved the feeling of penetration. He came inside of me. On weekends I started visiting him and sleeping over. The fucking no longer hurt and he would fuck me nice and slow after lots of kissing
I grew to prefer it over women and hecwas my lover for 15 years until cancer took him. I have preferred cock ever since.

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