I’d like to share some of my formative experiences with you guys. I’m 29, but I feel like I’ve done enough for a 100 year old. I intend to post more, depending on the popularity.
Here goes…
My first sexual experience was with an older female coworker. We worked together at a restaurant and, after an especially long and frustrating shift, decided to go out for coffee and relax. We ended up on a beach, sitting on a lifeguard tower and making out. After feeling my erection, she reached into my pants and collected some precum on her fingers. To my amazement she licked it off and kissed me. I could taste myself and it turned me on incredibly. She pulled me off the tower and into a beach-side hotel where she taught me how to lick her and make her cum. It was an incredible, but short-lived experience. To my heart break, I found out that I was simply a rebound before she got back with her ex-bf.
My follow-on sexual education continued through encounters with many different women and sex in many available places: back of the car, stall of a public restroom, bed of a married woman… I felt wild and was seeking out one night stands with older, confident women who knew what they wanted and how they wanted it.
With different girls came different experiences. Of the many normal sexual encounters, some were a bit…”strange.” One girl preferred to be fucked in the ass and then loved to pee on me right after cumming. Another wanted me to lick her before and after sex.
A girl I was dating early on, suggested that we buy sex toys. I was thrilled as I’ve never had experience with toys other than the household items I used to masturbate with. Unable to buy things online, we visited a sex store miles away from our hometown. She told me that she would pick out the toys and selected a cock ring, collar, vibrator, anal beads, and a thick and fleshy strap-on. I was starting to guess, but at the time didn’t expect that all those things would be for me. She was a dominant and experienced teenager and I was excited to be the subject of her “experiments.”
When the parents were gone, we began the “experiment.” She dressed me up in her lingerie and tied up my cock and balls with an ACE bandage. Surprised, I asked why. He response was that “I was going to act like a girl and that I wasn’t going to be able to stroke and cum.” I was beyond excited and eagerly sucked her thick strap-on while kneeling in front of her. The bandage was tight and covered my entire cock and balls. Desperate to stroke, I was trying to rub myself with no use. However, the hardest part was yet to come.
After watching me suck for a bit, she ordered me to lay on my back. She slid the anal beads slowly inside of me one by one, stretching me with each ball as they got larger and larger. She laughed as I desperately tugged at the cocoon of my wrapped cock and balls. After the experiment with beads she told me to flip on my belly. As she placed the tip or her strap on to my butt hole, I realized that it was bigger than what I was ready for. It took several tries and her best efforts to get me to relax and unclench.
When the head of the strap on slid inside me, I was shocked with pain. I expected her to stop and ask me if I was okay, but she laughed and slapped my ass instead. Surprisingly, the pain and embarrassment made me incredibly hard.
That’s it for now. If you think I should keep writing, leave me a note. Otherwise, I’ll try elsewhere.
Thank you for reading!
-Paul
Source: reddit.com/r/gonewildstories/comments/f1kcpb/miseducation_of_a_sex_toy