Hi All, I am 32 years old married guy without any children living in California. I believe I have had the bisexual urges since my early childhood. But I somehow developed a new fantasy to cross-dress in last couple of years. Since then I have been thinking about it pretty much all the time and been trying to explore it. Couple months ago my wife went out w...
I woke up on Christmas Eve to the sound of someone knocking on the door. It was after nine o'clock. I was in a guest room in my uncle's basement sleeping in a tee shirt and pair of silky black panties with a red floral print. Next to me was another pair of panties that were stiff with my dried cum. Angela had used them the night before to give me a handjob...
"You will make a hot little sissy in those heels and dress." said a man's deep voice behind me. I was startled. I was shopping alone in a boutique and adult novelty store near my new rented apartment. I had just moved in two weeks ago to be closer to my new college, and, I was picking out a few sexy outfits for crossdressing fun. I turned around to see a t...
Summer was winding down to a close. I had just finished my sophomore year of college and decided to take the fall semester off to work and save some money before I continued. I decided to work twelve hour shifts at the university lab to give me some free days during the week on which I could delve into my true desire: crossdressing. Having just moved back i...
I always remember thinking how bland men's underwear was compared to women's. In the animal kingdom, the male usually has the prettiest colors. Not so in people. I suppose traditionally, men's underwear is supposed to be functional while women's are fashionable. I was a late maturing kid. I was probably about two years behind some of my classmates. When I d...
My wife Tiffany had been hinting for a while about my birthday surprise. She wasn't great at keeping secrets, and I normally figured out her surprises in advance only to have to act surprised, but this time she was being super cagey. She asked if I would be able to leave work at noon that coming Friday so I figured we were going out of town for the long week...
My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit. I glanced at the phone....
2) Balls Deep at the Ball The Halloween ball was upon us. I had recently parted ways with my prudish girlfriend so this horny, bisexual crossdresser with a high heel boot fetish and the most recent increment of the student loan siting in his bank account was going all in. Shiny black leather knee high boots with a slender four inch chrome heel were acquire...
Hello again all, I thought I'd write again about my life in heels and stockings. I work at home full time now with days being spent in front of the computer. I take frequent breaks working out on a treadmill and using a stationary bike. I rarely have to go out except to shop. I also crossdress and when dressed I go by Lisa. I have brownish blonde hair and...
I had just had the most amazing first time sexual experience, with the most beautiful erotic lady, I could have ever have imagined, who would introduce me to silk, satin, nylons, and then cover me in lipstick and lip gloss and have me cover her breasts in more and more lipstick kisses before losing my virginity. We had been "relaxing" together for about an...