Fun when the parents were gone
I met my best friend 'Mark' in 6th grade, just after I had moved to Florida and we soon became really close friends. By 7th grade he and I went over to each others houses every weekend. I enjoyed going over to his house more since his parents were less nosy and they had a finished basement that opened out onto their backyard, where they had a pool and a hot tub that was under their back porch for privacy. We were innocent kids who played computer games and sometimes I stayed overnight at his house. Then puberty hit and our curiosity began driving our actions and our relationship changed dramatically.
It all started when Mark purchased that year's Sports Illustrated Swimsuit Issue while we downtown at a Car Show. He kept it hidden from his parents and we would look at it in the basement after his parents went to bed. We had talked about masturbation before and had admitted that we both did it, so we took turns jacking off with it alone in a backroom in the basement while the other kept watch in the main part. We were too embarrassed to do it in front of each other yet.
That all changed when Mark started to tell me how he would try on his mom's lingerie and jerk off when his parents were gone. Mark's mom was very hot, and she would often walk around the house in her swimsuit before going swimming in their pool. I would always get a hard on when I saw her sunbathing. Mark showed me her lingerie collection one day when his parents were gone and I decided to try some of it on with him. I went into the bathroom and slipped on a black teddy I liked and then rather sheepishly opened the door at Mark's insistence. He had put on some lingerie as well and stood there. I just sort of suddenly asked him if I could feel what it was like to have my dick sucked.
To my surprise, Mark agreed and got down on his knees while I leaned against the footboard of his parents' bed. My dick was rock hard and sticking straight up in all its glory as Mark slowly slid it inside his mouth and then began to slowly suck up and down my shaft. It felt amazing and I was so turned on by all the taboos we were committing. I didn't want to cum in his mouth so I stopped him and then he asked me to blow him. I got down and looked at his cock in my face and hesitated for a moment as if I were about to stick a knife down my throat. I was truly scared. I gulped and stuck his dick in my mouth and began to lick and suck his shaft. I loved it and soon starting sucking it like it was a lollipop.
We went into an extra bedroom that served as a den and proceeded to jack ourselves off. The sight of Mark's cum shooting out of his dick onto his chest made me explode immediately. We then carefully put his mom's lingerie back.
We then started to regularly jack off together and we used to rub each other's bodies and particularly play with each other's asses. I loved it when he furiously jerked me off and I had the best orgasms. My cum would really fly a foot into the air and land all over us and his bed. We continued to suck each other off and soon took the action to his hottub. We loved to watch each other jack off and would sit on the jets, which felt great. We would also position ourselves so the jets would shoot directly on our cocks, giving us extremely intense orgasms. I really got off when we would do it his room with the music on and just his sister was home. She never suspected a thing.
Mark's family had a video camera, so we got the idea to tape ourselves jacking off and modelling lingerie. My favorite piece to wear for the videos was the black teddy; I loved the way it crept up my crotch. I also likes another blue teddy that had garters, which really made me hard. After we had filmed for a while, we would stroke each other's cocks and suck each other off while watching the tape. My favorite was when we taped him jacking me off until I came all over myself.
The pinnacle of our masturbation experiences came when Mark discovered a tape his parents had made of his mom stripping and masturbating with a large vibrator. She was wearing a white teddy that allowed her easy access to her clit, which she rubbed furiously with the vibrator. I couldn't get enough of watching her writhe in ecstasy as she masturbated. She was so hot and I couldn't believe my eyes. I got off so fast when we would watch that tape.
After high school, I never really saw Mark again, though I still have the memories of our masturbation explorations. I am only interested in girls, but I still have a lingerie fetish to this day and I had the opportunity to film myself having sex with my girlfriend once. I still get hard thinking of all the 'bad' things Mark and I used to do, and look back fondly.