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First Experience with Another Guy

Posted by: Age: 20s Posted on: 10 comments
17 likes 32 views Category: Sex Stories First Time Tags: M/M, first tiime, first gay experience, naked, gay

My first time naked and turned on with another person turns out to be with another guy. Boy am I in for a surprise!


You may detect some self-pity when I say I have attained a legal age and am still a virgin. The sheltered upbringing in a religious family that has prolonged my virginity has not precluded a rich fantasy life, however. Fantasies with both women and men. And wildly curious about it all!

As it turns out, my first time naked with another person is with a guy. Middle aged, by the looks of him. He’s invited me to go swimming and we end up at his place. Sex is in the air. Whoever each of us saw at the pool that fired our primal instincts has had its effects. We both must sense it.

He suggests I use his bathroom to get out of my wet bathing suit. When I return to get my clothes, I find him standing next to the bed. Not totally naked, mind you, but wearing a woman’s black garter belt and dark nylon stockings, and that’s all! Standing to the side of him, I see his erect penis pointing straight out from his body; the nice curve of his bare bottom. With no time to process what is happening, a bolt of sexual electricity goes through me! Throwing caution to the wind, I let the towel around my waist fall to the carpeted floor, allowing him to see my fully naked body and hardening penis. He admires me with his eyes and some very sweet words that put me more at ease. By now I am fully erect.

Once I am over the initial shock, being totally naked with an older guy in a garter belt and stockings intrigues and arouses me. In stark contrast to his feminine undergarments, he has a quite a manly hard on. I like the shape of it and how his balls are pulled up tight against his body. I admire how straight the shaft is and how it stands straight out from his body. I like the curve of his bottom and admittedly would like to see more of it.

He walks around me slowly, about 4 feet away, looking at me from all sides and top to bottom. Finally we are facing each other, nearly close enough to touch. I have had fantasies about a situation like this, but no idea of what to expect or how to make it happen. He’ll have to lead me. I would go for almost anything right now! In a surprise move, he pulls the hard chair out from under his desk, turns it towards me and sits down on the edge of it, beckoning me to come closer. I comply, willingly. 

Although his outfit is kinky, at least he has some clothes on. I feel like the more vulnerable one, being totally naked, standing right in front of him.

I wouldn’t care for his body type usually—a little pudgy and hairy—but being young and inexperienced it somehow makes me feel confident and comfortable. His experience in these matters, I think. 

It excites me to see his erect penis pointing up from his lap. Seeing the bottom side of it, all the way down to his balls. Precum is puddling over the little slit and running down his shaft. He sees my unyielding erection so I guess he assumes I am liking this and probably wanting more of it. 

He would be exactly right!

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