I’ve always been aware that I have had (and continue to have) a more adventurous sex life than many of my peers. I’ve known this for quite some time and have only occasionally questioned it. I have been told that I’ve been blessed with good looks, but I am humble and anyway that alone doesn’t cut it. Small doses of minor fame have occurred, but in this day and age, hasn’t that happened to everyone? Most people would agree that I am basically a quiet and private person, yet I readily seek and indulge attention. Just looking at my careers and circle of friends reveals this to be the case. I have always been comfortable with myself and never sought to be part of the popular crowd. One could conclude that it was the years of leading a nomadic life, moving around the world, that led me to become comfortable and self-confident with my individuality and somewhere along the way my shyness morphed into some kind of mysterious appeal.
My sexual exploits have always been fairly private and only alluded to in certain forums. Fear of character misinterpretation, judgments, shock or even worse, construed as gloating have prevented me from opening up and exposing this part of me until now. I’ve decided to share my revealing and sorted, yet exciting and apparently adventurous, torrid tales here. The stories I will share are true and any opinions I might express are solely mine. Only names and places have been changed simply because nobody is innocent.
Early on, even before I knew what it meant, I was very interested in sex. My parents were not some wild and crazy sex fiends, but they weren’t prudes either. Dad subscribed to Playboy and they weren’t hidden under the bed or in a closet. It was there for the reading and I would page through them at a young age, not knowing anything more than these were just pretty naked women. I recall fantasizing about licking the whipped cream off the model on the famous album cover by Herb Alpert & the Tijuana Brass. I had no clue this was a sexual thought. When the girl who looked after me when my parents away wore a pair of jeans with a patch on it that said “kiss my ass”, I remember thinking to myself that might be a fun thing to do. I didn’t know she was wearing it as an insult.
Eventually, I became aware of what sex was and I quickly began filling my head with everything I could about this topic. My parents had divorced so no longer was Playboy an easily available research tool. My major source material was now Mom’s subscription to Cosmo. Weird as it may sound, I learned a lot from that magazine. What woman wanted sexually from men, what annoyed them about my gender and lots of tips on how a woman could get more out of sex. One article I committed to memory was on female masturbation tips. This was like the holy grail of my early studies. This article was the education I needed. Now I was confident I could jump start that engine once I got under the hood. I was quite fascinated by this. I shoplifted a copy of The Joy of Sex and read it as well as digesting every bit of information I could from a paperback copy of The Hite Report. This information was never shared with others nor was it discussed among my friends. I was keeping this to myself and I was slowly starting to put my education to work.
When my family moved yet again, I was almost 15 and I had already applied some of my schoolings at my last two residences but nothing like would happen when I met Lisa D.
The D. girls lived down the street in the huge house with the pool. Liz was a senior in high school and her younger sister Lisa was my age. I didn’t get to know Lisa until about a month after we moved in and that was the first day of 9th grade. I was once again the new kid and Lisa introduced herself to me. We would talk at the bus stop, but I was the kid with the I don’t give a shit attitude who early on made a few flippant remarks to John Jerkanellis scoffs and insults that were hurled my way and had safely cemented my status as the “outsider. Lisa, it turned out was part of the elite popular gang and dated John Jerkanelli, so acknowledging me in her social circle was taboo.
I didn’t hold this against Lisa as she was nothing but nice to me at the bus stop and occasionally would invite me over to her house to study and listen to music. Unlike the rest of the rah- rah gang, Lisa shared some of my music taste and we would often listen to records together. It was during one of these listening sessions that the topic of sex came up and I suddenly discovered that I was far more sexually experienced than Lisa and was even more shocked at how unaware she was of some things. I began explaining things to her and it clearly caught her interest. I revealed what I had studied and I was pretty receptive that perhaps more than just having me explain this was on her mind. She scooted over to kiss me one day and soon this progressed into me being “her little secret”
When summer began, our secret sessions consisted of me applying everything I read about manual and oral female stimulation to my willing friend. Suffice to say, I spent much of June with my face between her legs. I would make mental notes of her bodily spasms and clenches. I would pay attention to not just her clit but also the other parts of her genitalia that she liked to have touched. I would have her show me and tell me what she liked. I’d mix up the paces with light and strong touches, knowing that contrast was paramount. I quickly learned that to really give head meant learning how to incorporate her *whole* body into the act. I would caress her breasts, the inside of her thigh, and the small of her back. My goal was sensory overload and not just beating the crap out of that one-inch area of genital flesh. I loved it and couldn’t get enough of it…even if it was a one-way street. Lisa had made things quite clear that she was only going to do those things with Jerkanelli and then when the moment was this fairy tale perfect setting. I was baffled a bit, but I accepted that and didn’t complain, as I was quite enjoying my tasty pudding treat.
One steamy July afternoon, I made my way up to the house only to be informed by her sister Liz that Lisa had gone with John Jerkanelli down to the shore with his family. Thoughts of exploring Lisa’s naked body were silenced and I had planned on turning around and heading back home when Liz offered the invite to use the pool.
It was a stinky hot day and the idea of a dip was inviting so I ran back home, changed into my swim trunks and promptly returned. There was Liz with her friend Lori sitting around smoking pot and as usual, the parents were never home (I never saw them and I question to this day, whether they existed). It didn’t take long for the girls to begin the inquisition.
Liz knew for a fact that something more than listening to Cheap Trick records was going on between me and her sister and she seemed to relish in the fact that her sister was being bad. I still didn’t tell Liz anything, but apparently, she knew something was going on with me and her sister. She must have told her friend Lori because when Liz went inside to take a phone call, Lori told me what they had assumed I had been doing. I confess to Lori that things had not progressed to the degree they assumed and it was pretty much me making out and orally pleasuring Lisa and nothing more. Lori gave me a look and made it quite clear that she could make me a very happy young lad if I was game. Hmm, I wasn’t Lisa’s boyfriend, so why not and let it be known that anytime she wanted to start down that road, I was ready.
The conversation continued and then Lori made the move. I was now kissing her and exploring her body in the pool and vice versa and then Liz returned.
What are the two of you doing? Liz yelled and then jumped into the pool with us. There I was naked with Lori in an obvious state of arousal and now had Liz with me as well and she starts kissing and fondling me as well.
This was way too much for my 15-year-old brain to handle. What is going here? Is this a cruel prank? Are you girls sure you should be doing this? Liz and Lori just laugh and rubs their breasts in my face as the both stroke my cock.
I was stunned and in shock. Lori grabbed my hand and assured me everything is fine. She proceeded to take me into the house and up to one of the rooms in the home. Liz and she resumed what we started in the pool and there I was, naked with two women. Each taking turns Lori fucking me. It was turning into one glutton filled feast of pleasure.
I knew this was a one-time thing and I wasn’t going to ruin it by begging for more. I thought I peaked and how can I ever top this? I’ve peaked at 15!! Little did I know that there was a lot more in store in my future.
I would occasionally get together with Lori, but Liz, being Lisa’s sister, wasn’t going to hook up with me again and I knew it. I would still get together with Lisa, but they soon grew less and less frequent as I was expanding my circle of friends and she was feeling guilty about having me as ‘her little secret.” I don’t think she ever found out about that afternoon. Years after I had graduated from college, I ran into Liz again, but that is a whole other chapter.