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My First Time

Posted by: Age: 15 at the time Posted on: 21 comments
12 likes 13 views Category: Masturbation Male Solo Tags: First time, surprise cum

A friend was desperate to pass and in exchange for a couple days of homework answers he would give me a Penthouse Letters. Which lead to my first cum. 


Well I figured my first story should be the first time I masturbated. I was a late bloomer for jerking off, I had plenty of sex play with others my age but never jerked off. 

I was in 8th grade and was in a class with a friend that I had played with off and on since he moved here. He wasn’t the best student and I was a nerd. He had given me a Playboy when we were younger (8ish). I had looked through it and freaked out and burned it because I thought I was going to hell for looking at it, but that’s another story. Anyway we were in Colorado History and he was struggling. He asked to buy answers and was paying me a dime an answer but then he ran out of money. He was desperate to pass and in exchange for a couple days of homework answers he would give me a Penthouse Letters. Which leads us to the experience. 

As soon as I got home I rushed to my room in the basement and started reading my new prize. I was reading a letter and looking at the pictures and my cock became rock hard. I had never so much as stroked it and it was pulsing and aching. I was kneeling next to my bed so I dropped my pants and underwear and started to stroke it. Oh my god it felt good, I was really enjoying it then suddenly it hit me. I have to piss bad, like really bad. I stopped stroking and stood up to go to the bathroom and it happened. I tried to hold it in but the pressure was to much. I couldn’t take a step and I remember thinking well I’ll just piss on the floor and clean it up. I unclenched my muscles and my cock just exploded. Thick shot after shot and my legs about gave out. Then it dawned on me, that’s what sex is all about. This was a start to make at least once daily release for the rest of my life. I still jerk off thinking about how it felt. 

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