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Learning First Hand

Posted by: Age: Teenager Posted on: 17 comments
15 likes 21 views Category: Masturbation Male-Male Tags: First time, Older Boy, Dry Orgasm, First Cum

Learning first hand the pleasures of masturbation.


I was introduced to masturbation at a young age when I hung around with an older boy of around fifteen one summer day.

After playing around down by the seashore where we lived, he suggested we go for a hike to this secret place he knew up in the woods. Being young and inquisitive and with no one else around to play with, I readily agreed.

After about a 15 minute hike up this long path we branched off to an area that was a a clearing quite high up overlooking where we lived and we could see the path from were we started our hike.  We were absolutely alone and secluded.  He suggested we rest for a while after our hike and enjoy the sun and solitude.

After about five minutes of just resting and idle chatter, he started asking me questions of a sexual nature that mostly went over my head because of my age and inexperience.  He then started fondling himself and asking me if I ever played with my penis or ever had anyone else touch me down there.

Being as naive as I was at the time I couldn't understand much of what he was talking about or where the conversation was leading.  I suspect he realized I wasn't mature enough to participate in what he wanted to do so he proceeded to go solo.  He undid his jeans and proceeded to take out his cock and fondle himself until he had a large, very hard cock that he was rubbing up and down.

I was mesmermized by what I was seeing and just lay in this clearing and watched with awe what was happening.  After playing with his cock for a period of time, he started getting more and more agitated and vocal.  Finally he became frantic with the rubbing up and down of his cock, and then I was in complete awe when this burst of thick white liquid started propelling itself from his pee hole and spewing everywhere.  After a volley of perhaps 7 or 8 large spurts the eruption slowed but continued releasing a stream over his fingers and hand.

Needless to say, I had a lot of questions but, unfortunately got little in the way of answers as my companion was now anxious to leave and shed himself of me.

Fast forward a couple of years and I was now working in a small grocery store aftrer school and on weekends.  It was my job to help stock the shelves and carry out groceries for customers.  One of the other lads was a sixteen year old boy named Joey who used to pay a fair amount of attention to me.

One day I was in the basement straightening up cases of product when he came down, sat down beside me, and started talking about girls and sex and started rubbing himself.  Being older now and having more of a sense of things, I was taking quite an intertest in where this might go when he reached over and started rubbing my thigh and up to my crotch.  I was starting to get excited and just let it happen.

He then proceeded to undo my pants and pull them down to my knees along with my underwear.  He started playing with my cock and sure enough I became hard and he began masturbating me.  I will admit to enjoying what was happening and any movement I had in me was from squirming from the intense pleasure.  It didn't take too long before I had my first dry orgasm.

This happened quite often and that was the extent of what he did.  No reciprocal expectations from me.  No pleasuring of himself.  

For the first few times I felt a sense of guilt and would try to do my chores when he was busy elsewhere, but he caught me more often than not.  

However, the more this happened, the more I seemed to find excuses to be in the basement.  I got to the point where I would be very disappointed when he didn't meet me and I was forced to pleasure myself.  It certainly wasn't as pleasureable as going through the experience of having someone else do it for you.  This activity went on for a period of a couple of months until I finally achieved my first ejaculation of a few drops of mostly clear cum. 

I have to admit, from the first time this happened, until I finally achieved my first cum, this experience was one of increasingly intense pleasure and one that started me on a lifetime of seeking sexual release through mutual mastrubation and other sexual experiences with members of both sex.

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