Incidents In A Cross Dressers Life. Part 3 free porn video

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How I wish I knew more about cross-dressing when I was young and attractive.

I had an Auntie James who cross dressed with his friends but I was way too shy to ask about it. It was not until I was home on leave from the Marines that I had my first experience with dressing. I went to Rocky Horror Picture Show with James and his friends who were all dressed up. Some of them were very hot. We went to a coffee shop where all the Gays go after the bars close. A lot of Gurls where hitting on me. I have to admit I was very hard bodied way back then. I still remember what James told the gurls and some guys…"He's a breeder." I love that phrase!

To back up a bit, early on, well… puberty hit and I discovered that washing the Willie was great fun. I would lock myself in the bathroom on and off 5 or 6 times a day to whack-off. Hell, I would masturbate any time and any place when I thought no one was looking. I then graduated to fingers and anything else I could stick my ass. Mom almost caught me a few times. Maybe she knew but never said. Then in Junior High, I discovered porn. Trading cut-out pics was all the rage. Oh My: Penthouse and Playboy. I found some of my 1970s Centerfolds in an old book I had as a teen. They are still HOT! I was not sure why but I knew what I liked. I still love muff diving! I can breathe thru my ears.

Somehow???? I found a pair of my Moms pantyhose. I was intrigued! At first, I just sniffed the crotch. One day I tried them on and boy was it GREAT. I could have pounded a 10 penny nail threw 2 feet of concrete with my pecker! I came so hard that my face, tits and the wall were dripping with cum. I had to try everything that was femme. Next it was her common white panties. Then I went for the lipstick. God was that hot. I can still taste the first time: PINK.

Then it was getting the legs over my head so I could cum in my mouth. Never did get to where I could suck myself off. Oh to dream! I used to save my cum to use as a lubricant. I never did explore the "width" of my anal probing LOL. I still like the taste of my cum. I will suck the seed right out of its' pussy deposit. Licking it off a pair of tits - pure heaven.

Back to the femme stuff. Then it was the bra. She had big cups but I did not give a fuck. I was too busy polishing the Bishop! Panties, pantyhose and bra at the same time, WOW! I had long hair then and I'm sure IF I would have asked James, he would have given me guidance and plenty of gurls to teach me everything I need to know. I might have even passed (all 6'4"). I had no thought of sex with a guy or gurl. I'm not sure when that developed? My first BJ was when I was sleeping over at James and I woke up with my cock in someone's mouth! It sure beat the shit out of beating-off!!!! I was still homophobic and ask him to stop. Dumb shit me! In hind sight….. It would not be for another year when I went to University and had my first real blowjob from a girl I was dating. I still had a thing for pantyhose and would wear them under my pants. It was then I graduated to a vibrator and vibrating egg. I would insert the egg and go to class. I did not get serious until some years later when a fuck buddy asked me if I had a fantasy. I said dressing as a woman. She then spent the afternoon with me shopping. See other stories and my first pics. I was hooked but no longer pretty!

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My friend Cristina and I were just sitting around watching porn. It's something we do for fun now and then. Believe it or not, it has never led to anything. A scene came on where a guy was put in a wig and satin nightgown and fucked by a beautiful blond dominatrix with a strap on. We laughed at what an ugly girl he made and somehow it came up that I had a girlish look to me. She said that I would look much more like a girl in the wig and nightgown than the guy from the movie. I just...

Bi Cross dresser thats me part 2

A week later Chris and I met to go cloths shopping. We met at a coffee shop in a town a hour drive from me. She greeted me with a warm hug followed by a deep kiss. Our obvious age difference drew some judgmental stares from a lot of the other patrons. Chris sensed the fact that I was uncomfortable. She whispered in my ear "If only they knew all of the cum I licked from your ass". We grabbed two coffees to go and headed out."So Eric said I needed to get something kinky to wear the...

Fun with a cross dresser

I had a really good experience with a cross dresser yesterday. A mutual friend had recommended him after enjoying his services so I got in touch and he immediately responded by inviting me to go and meet him. It was most enjoyable. I have never been with a CD before but he seemed okay. He is late 50s and very slim. It was really quite strange. He came to the door in a dressing gown and invited me into the lounge where he explained how he had got involved in all of this by dressing up in his...

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