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My First Time

Posted by: Age: 33 Posted on: 1 comments
2 likes 91 views Category: Masturbation Male Solo Tags: Male Solo, Masturbation Male Solo, masturbation, underwear

Based on true events, a young man embarks on a journey of self-discovery in his tighty-whiteys!


Late one night, I was still up. I was 18 and going to a junior college.I decided I was going to pleasure myself for the first time. I was only wearing my t-shirt and my underpants. Tighty-whiteys.  

I began to stroke myself through my tighty-whiteys. Not before long, they were tented. I could see some pre-ejaculatory fluid coming out of the top. After about two hours of this (I am not kidding!), I began to see some real results.                

I felt that orgasm was inevitable if I kept touching myself through the soft fabric of my tighty-whiteys. As the event drew closer, I through my head back against the pillow. I was going to come!                

Suddenly time stopped as I achieved orgasm. It was so blissful that I did not care that I was expelling semen into (and thereby soiling) my tighty-whiteys. I lay there for a while, with my hand over my heart.                          

I finally stepped out of my soiled underpants. I toweled off and slipped on a fresh pair of tighty-whiteys and smiled. I had done it.

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