My best friend “Chance” lived across the street from me during high school. We were together a lot and often found ourselves home alone while our parents were at work. We were both very athletic and stayed physically active with sports and recreation. Chance was about 5’11” slim with an athletic build. I was 5’7” 150 lbs with a muscular physique as workouts were my main hobby. Sometimes when we found ourselves alone we would pop in a VCR tape of “Amber Pays the Rent” a porno with a very sexy blonde who paid all of her bills with sexual favors and she was very enthusiastic. At first we were kinda reserved and would watch for a while and then I would tell him I have to go home to take care of this boner. After about 5 times of this happening we had a serious discussion and finally we agreed that it would be much better if we just jacked off in front of each other while Amber paid the rent. I was so excited. I’m not gay but I am a chronic masturbator and felt very aroused at the thought of sharing these experiences with my best friend while watching some hot porn videos.
We took advantage of our new agreement several times. It was very satisfying to drop our pants and stroke together. Often times he would be on the couch and I would be on the floor below but closer to the TV since I love porn. Now I wish I would’ve watched him more but alas my focus was on Amber most of the time. Sometimes we would be on the bed together watching Real Sex show on Cinemax. It was freeing to be able to masturbate with my best friend. Our interactions could have gone further to include oral but at that time I was not sure about that. Looking back that is a decision I regret as our satisfaction would’ve been astronomical.
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