1. How I started Cross Dressing and other first times


    Date: 7/22/2015, Categories: Fetish, First Time, Taboo, Author: pantiesdave, Rating: 100, Source: xHamster

    make myself cum that way. It was not until I had my red panties on and I was grinding my cock and balls into my bedroom’s shag carpet while looking at a stolen Playboy that I blew my first load! And man was that a mind blowing thrill as I am sure we all know. No hands, just the pressure of grinding. I was in love with that feeling and, like everyone, did it as much as possible. Somewhere around there the red panties disappeared. I am guessing they didn’t make it through the wash one day. I guess I wore them out! But that started my quest for that same feeling. At first I found I could replicate the feeling of my red cotton panties with a speedo swimsuit I had! I was a competitive diver so I had to have them and these green and white ones were a size or two too small. After I had stretched them out too much, and in a quest for the tightness around my cock and ass, I would wedge them up my crack and pull on them. I even created a way to hang myself from two door knobs by the sides of the swimsuit for the ultimate pleasure, and had many orgasms that way. I would slip one side of the suit over one handle, pull the other door open and slip the other side over that handle, slide the suit into my crack and then lift my legs. Ecstasy! They were great, but I realized I could not wear them to school all day. I stopped diving so no more speedos for me, the green and white ones wore out as well and all I was left with was standard boy’s undies. Boring. One more incident happened around ...
    this time. We were swimming at of my cousin's places. This f****y had 3 girls, all older than me. The middle girl was the hottest, I think she was about 17 at the time. Dark hair, cute face and a very hot toned body. She knew I had a crush on her. We were at the side of the pool, I was standing up and she, for some reason decided to jump up and sit on the side of the pool. As we were chatting, she was most likely making fun of her little cousin, she adjusted her body position. And I swear, she pretty much spread her legs for me! She lifted one leg up, put her foot on the side of the pool with the other leg still in the water while sitting. Then the arm moves from in front of her to the top of her knee, she stretches open and BOOM, full crotch shot for her little, impressionable cousin. Now she had her swim suit on, a dark blue one piece, but I clearly remember seeing little hairs poking out of the material! I was stunned into an embarrassed silence, and I think I was getting hard as well. At first I could not figure out what it was! And I clearly remembering just starring and starring. It was not until much later that I understood what pubic hair was, and I guess it makes sense that a girl in the late '70s or early '80s would have a lot of pussy hair! I still fantasize about that day. What would have happened if I was more mature. WHY did she expose herself like that? Was she just really comfortable and not concerned about a little k**, or was it the opposite? Did she know ...
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