As A Teenager

My best friend Jason and did everything together growing up. We would spend summers together getting into all sorts of trouble, including looking at all my dad’s porn.  My dad had a huge collection of Penthouse and Hustler, with the occasional Playboy thrown in.  But that was pale in comparison to his movie collection.  He had all the classics.  

I’m not sure when we first jerked our cocks off together, but I remember the first time watching a movie together.  I had grabbed a couple of my dad’s VHS tapes and headed to the basement.  My parents were at work so I was normally at home by myself.  I had just hit play on the VCR when I heard the doorbell.  I was already pretty hard when I headed upstairs.  It was Jason and I didn’t even say anything when I let him in.  He went straight to the basement. 

By the time we got to the basement he had already pulled his shoes and socks off and said let’s go. We had been jerk off buddies for years. I’m not sure when it started, we knew it was wrong but we just seemed to jerk off together a lot. It wasn’t even weird or uncomfortable.  

So, I’ve submitted a few stories, but a little about me.  I’ve only actually made love with 3 women in my life and the 3rd is my wife of 25 years.  Before then, I fooled around with a lot of different people.  Mutual masturbation and some oral with anyone from a baby sitter, to co-workers.  I do struggle with guilt, probably because I’m Catholic, but I can’t seem to stop. Since being married I’ve only been with my wife, but have masturbated online with a few women. I think there’s only a hand full of days I haven’t rubbed one out in my life.  

Back to this story.  Jason was pretty much naked and ready to go as soon as I hit play.  I suggested we go as long as we can before starting.  That lasted about halfway through the first scene.  My cock was hard and my precum was flowing. No need for lube, I just used my precum and slid my fingers around the head, then wrap my fist around my shaft and slowly stroked it to the base and back up feeling my hard wetness.  Jason started right after me.  

Jason didn’t take long before he came in some tissues.  Then he reached over and started to rub my cock in a nice steady rhythm. I put my head back and just let him take over.  It feels good to jerk off, but when someone else does it for you… it didn’t take long and I came all over his hand.  He had started to get hard again while he was rubbing me. So I told him to lay down on the floor and started to rub him.  Feeling his cock in my hand, it’s hard, yet soft and smooth at the same time.  I grabbed his shaft with my left hand and ran the palm of my right hand around the head.  He started to buck his hips and said he was about to cum.  

That’s when I looked to see Jackie.  She is Jason’s twin sister. Blond hair blue eyes, B cup breasts with amazing pink nipples that where always hard.  She was sitting on the stairs watching.  Jason shot his second load all over my hand his stomach and chest.  

Jackie had started to get undressed and sat on the couch and started to rub her pussy watching the tv.  Jason and I just sat there talking and watching both the tv and his sister.  We had masturbated together many times before, but had only recently started masturbating each other.  After she came, she had Jason and I sit with our balls together and held our cocks together and jerked us off at the same time.  Feeling his dick against mine as she rubbed us together… I reached out for her pussy and slid the tip of my fingers into her wetness and then rubbed her clit.  As she was bringing Jason and I closer to coming she started rocking back and forth.  We all came pretty close together.  

We got to spend most of the summer playing around and watching porn together.  Sadly they moved a few weeks before school started.