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Learning to Cum

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11 likes 7 views Category: First Time Tags: first time, buddy, masturbate, cum

My buddy Shawn explains how to masturbate


Shawn and I had been friends going way back. 

 

Shawn took after his dad - short, thick and blond.  He was never fat but always on the heavier side. He lived down the block and by the time we were teens we practically lived at each others houses and it wasn't uncommon to just walk into each other's houses. We knew that we both masturbated, it was Shawn who had told me what to do with the hard-ons that I had increasing had pop up. At this point we had never done anything together, just talked about it and gave advice on what felt good.

 

 

He told me how he had "discovered" how to jerk off.  He was watching the movie "Showgirls" with his step-sister Nicole. Now in retrospect, that was not a movie that he should have been watching.  But Nicole had gotten a copy from a friend of hers and their parents were out so it was the perfect time.  As you'll recall the movie has a number of sexy scenes and he said he had a boner through most of it.  It was getting to him and he was squirming around sitting on the couch with Nicole.

 

 

After the movie ended, she made some comment about the sex scenes and how hot they were and that he should go take care of his problem.  He asked what she meant.  She laughed and told him to go jerk off so he wouldn't poke out her eye with it.

 

 

He was still confused and she laughed even harder.  She told him to go to his room and take off his pants and start rubbing his boner.  That it should come naturally after that. With that she went to her room and Shawn did in fact figure it out from there.  

 

 

The next weekend I was over and we were watching "Empire Records".  There are two scenes that made my cock stand up. One where Renee Zellweger does a little dance only wearing the store apron and later Liv Tyler gets down to her bra and panties.  Neither scene actually showed anything but both made me squirm.

 

 

After the Liv Tyler scene, Shawn said he was going to go take care of his boner.  I didn't get it and he explained what to do and told me to use the upstairs bathroom while he used the one in the basement.  I wasn't convinced about this but I dick was still hard so I figured I may as well try.  I went upstairs and was just getting to the bathroom when I ran into Nicole and one of her friends, Becca. I was wearing some loose shorts and my hard dick was obvious.  They both stopped while I passed them and Nicole leaned over and said "Have fun!"  Then both started giggling and went to the kitchen.

 

 

I was embarrassed as hell but my cock was a hard as ever.  I went in to the bathroom and dropped my shorts.  I followed what Shawn had told me and started moving my hand up and down.  I was amazed at the feeling and kept going.  My foreskin was really tight (and still is) and this was the first time I ever tried to pull it back while I had a hard on.  It hurt a little but if I didn't pull it back too much it the feeling just kept getting better.  I was starting to feel like I was had to pee when suddenly Nicole's friend banged on the door and asked if I was going to be much longer because she had to piss.  I stuttered that I was almost done but I lost the hard on and opened the door to a grinning Becca.  She asked how it was and I again just stared at her and mumbled something or other.  

 

 

She pushed past me and said "I didn't hear you flush or run the water so where did you squirt?"

 

 

I told her I didn't squirt anything.  She responded that it was too bad and better luck next time.  Then she shooed me out the door so she could pee.  I was still awkwardly standing there when I heard the hiss of her piss hit the bowl. I turned and went back downstairs as I started to feel my cock stirring again.

 

 

Shawn was sitting on the couch and asked me how it went.  I told him it felt good but didn't understand what Becca was talking about squirting.  He laughed and said I didn't do it right then.  I didn't like that and asked what he meant.

 

 

He asked if I started to get a feeling, almost like I had to pee.  I said yes but that Becca had needed to bathroom so I had to leave.  He said well, that sounds about right but that next time I should just keep going and to have a tissue or something.

 

 

At this point it was time for me to go home so that was the end of it until that night.  I was in my room after supper and started thinking about what had happened and about Nicole and Becca.  My cock started to get hard and I decided I wanted to see what would happen.  I went into the bathroom and got completely naked. Seeing my body in the mirror with my hard cock sticking out made it even more fun.  I ran my hand up and down the shaft, pulling my foreskin down as far as I could without it hurting.  I kept going and when I got that feeling once again.  This time there were no interruptions and I kept going.

 

 

Suddenly time seemed to stop as I pulled my foreskin back and I had my first orgasm.  My cum just exploded out of the head of my dick and the feeling was just overwhelming.  I'm honestly surprised I stayed standing as I sprayed the sink and counter with my cum.  After what felt like hours the squirting finally stopped and my body just seemed to collapse onto the floor.  I sat there with my cock out and dribbling the last of my cum onto the floor.  The head of cock was so sensitive it hurt to touch and I was worried I had broke something.

 

 

Eventually it all went back to normal and I got up to have a shower.  After the shower I realized I had to clean up all the cum I had spread over the sink, counter and floor.  As I was wiping up the cum I could smell it.  I was using toilet paper to get it all off the counter and inescapably got some on my hands. Even back to this first time orgasming I started wondering what it tasted like.  I brought my hands up to my face and breathed in the intoxicating scent.  My cock responded by getting hard again.  I soon came for the second time in my life, less then 30 minutes after the first time.

 

 

Two orgasms and I was hooked. It became part of my daily routine. 

 

 

When I met up with Shawn the next day I was almost vibrating telling him about it. As time went on and we got more practice we would trade techniques but we just never thought to do it together.  A couple months later I finally tasted my cum after almost getting caught by my mom.  I could never tell Shawn about that, it just didn't seem like the type of thing he would understand.

 

 

A few months later I would find out how wrong I was.

 

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