Our crossdressing (cross-dressing) stories feature tales of either gender (usually male) dressing up in the clothes of the opposite sex, for reasons of sexual gratification.
Crossdressers are akin to the transvestic fetishism, which is a sexual fetish for the clothing of the opposite gender.
The crossdresser can be of any sexual orientation.
It's been a while since I've been with a man, and never by myself for an entire night, except for with Rob. So it's no wonder I'm in a sissy daze as we're holding hands during the thirty-minute drive from the Monterey airport to his home in Carmel. I've b...
I walked into our bedroom. Jess, my wife sitting on the bed. Beside her were some of her sexy lacy underthings, items I had been wearing in secrecy. “Please don’t lie to me,” she said. “You have been dressing like a girl, using my clothes, haven’t you?” M...
I had a four-bedroom house, just me. I knew him from a local bar. He needed a place to stay for the summer, so I rented him a room. I did not do it just for him, however. He was always pulling these hot-looking babes and we ended up having a few parties w...
Except for the burning sensations around my chin, upper lip, and groin areas, I guess I survived my hair removal day better than expected. I probably would've freaked out if I'd been awake during the all-day electrolysis procedure, but Brenda knows I'm a...
We stumbled into the bedroom, falling on to the bed locked in an embrace. Kissing, groping. Aoife stood up and let her skirt fall. Exposing red haired pussy. Aoife climbed onto the bed, squatted above my face. “Eat me, make me cum” As Aoife lowered hersel...
I usually wake up depressed on Monday mornings, but can you really blame me? I feel so pretty and sexy when I'm Mandy Parker on weekends that I just about gag every Monday when I have to go back to work as boring Mark Harrell. But yesterday everything cha...
Hi all, I’m Fionn pronounced Finn. I grew up in 70s Derry, Northern Ireland. I was a wee quiet catholic boy from the Creggan. Reaching the milestone of sixteen in 1981. Not long after I met Aoife, she was seventeen with an “I don’t care"-attitude. We got...
I had reached the point where the only time I wasn't Elizabeth was at work. “I know you hate wearing male clothing,” Joann told me one morning as I was getting ready for work. “It’s like you are cross-dressing as a man. I want you to quit your job so you...
I woke up, it took me a minute to remember where I was. Sarah’s arm was draped over me. It felt good, but I had to pee. I slid out of bed, trying not to wake her. As I peed, my butt felt sore, and a little weird. I rubbed my butt and felt the end of the p...
Just after my twenty-first birthday, I started tending bar a couple nights a week, more for something to do than for the money. In my mind, it was better to be hanging out at the bar making money than hanging out at the bar spending money. I worked Monday...
It was too good to be true. My daughter, who lived about three hours away, needed someone to house-sit for her for a couple of weeks. I was quasi-retired and able to do what work I did from “home” (read: anywhere I could get an internet connection). My wi...
As I woke up the next morning, the events of the past two days started to rush through my thoughts. I couldn’t believe all of the changes that had happened to me while being with my neighbor, Eddy. I was sixteen, and Eddy and I were tasked with spending o...
"Mom!" Jill shrieked. The shower she was taking went from pleasantly warm to scalding hot. Her brother, David, flushed the toilet on her and ran away laughing. Unfortunately, Jill made the mistake of leaving the bathroom door unlocked. His mother, Joann,...
We were standing around talking when Susie’s husband Peter, and Patty’s husband Joe, wandered over. I took a deep breath. They had each known Bob for years. Joe said, “What are you girls yapping about?” “Oh, just girl talk,” replied Patty. “Who’s your pre...
Walking across the gym hand-in-hand with Jamie, I give her a little smile, and she squeezes my hand. I held my head up, despite what I had just done. Entering our locker room, I felt like a weight had been lifted off my shoulders. We had pulled it off; I...
