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First Time Jacking-Off

Posted by: Age: 18 Then, 68 Now Posted on: 25 comments
19 likes 97 views Category: Masturbation Male Solo Tags: masturbation, solo, first time, orgasm, jack-off
I was a late bloomer who did not know the joy of masturbation until I was 18.  This is the story of my first time.

Here is a bit about my background:

As a pre-teen child I had done a little "I'll show you mine if you show me yours" play with the girl next door who was my age.  But other than show/look, it never went any farther - no touching each other.  And my male friends and I never broached thesubject of jacking-off.  Though I had heard the term it was only in the form of an insult hurled at those we didn't like - "he's a realjack-off!"   I had no conception that boys may do anything sexual with other boys or that a boy could do anything like masturbate.  

In addition, I was raised Catholic and to the Catholics preached any form of sexual activity other than that of a husband and wife to procreate was a sin.  This was drummed into us and was deep in my psyche.

Throughout junior and senior high school I was very much an introvert with little self-confidence so didn't date or go to dances.  In 12th grade I finally had my first girlfriend but she was as sexually naive as me so our relationship consisted of holding hands and kissing.  Then after graduation I went to one college and she to one in another state.  And other than wet dreams, I had no experience with sexual release.

How my life of joyful masturbation began:

So here I was an 18-year-old college freshman, a virgin who didn't even know how to jack off!  College was a new world for me: guys talked about sex, guys had sex in their dorm rooms (even though we had gender segregated dorms) and I learned that "jack-off" meant more than a derogatory term to hurl at other guys.  I guess I learned the “jack-off motion” (the somewhat open fist moving up and down) from the other guys on my dorm floor. 

Like most guys my roommate and I put our favorite posters on our dorm room walls.  This being 1970, one of them was the famous Farrah Fawcett bathing suit poster with her nipples pushing against the top of her suit.  Another was titled "Glamorous Sandy" and was beautiful blond, topless standing on a beach with her beautiful tits staring out at you.  I would look at theseand could feel my cock grow but didn’t do anything with it, or really know to do anything with it. Until one evening when I had just taken a shower in the communal shower room and walked back to my dorm room with just a towel around my waist.  My roommate was gone - I think he went home for the weekend.   Looking at Farrah and Sandy started to cause another erection and since I was still drying myself after the shower, I was rubbing my cock with the towel.  It felt really good, me rubbing my cock and these two beauties smiling at me from the posters.  I sat down on my desk, opened the towel, wrapped my right hand around my shaft and started rubbing rubbed my dick, using the jack-off motion I had seen.  I jacked faster while I stared at Sandy's beautiful tits.  My cock felt warm, so I kept it up, going faster.  All of a sudden I started to feel a funny tingle in my groin (I didn't know it was the beginning of an orgasm).  This kind of scared me so I stopped.  But not for long.  My hard cock still felt great, the tinglingdid too, so I rubbed some more.  Faster.  Harder.  Then the tingle came back this time stronger, starting in my groin and bursting out to my stomach, chest, my entire body!  It felt fantastic!  Now I got the full-on, ultimate tingle and WHAM, my first self-induced orgasm and eruption.  Spurt after spurt of cum sprouted from my dick. 

It felt so good.  But with the Catholic upbringing and the sexual morals taught to me at home, I thought I had done something really bad – certainly this is a sin!! 

That’s when I came to the realization that nothing that felt this fantastic should be a sin.  And even if it was I didn’t care!  So Idid it two more times that evening.  By this time my cock was raw and I had to stop.

So this was the first of many thousands of enjoyable orgasms that jacking-off has provided me over the past fifty years.  And yes, my wet dreams did go away – they were no longer necessary!

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