Category: Crossdressers

“How do you think we get in?” Caroline turned to Leah. “Don’t know,” Leah said, looking up, “But this is definitely the place.” She turned the card over. On the reverse was a miniature map showing how to reach the venue. Up here in the mountains it was easy to confuse one road with another, but the map was very […]

It had never gotten easy for her to raise a growing boy all by herself. Lisa just came home from work, a couple of hours earlier then normal thanks to a big account being finished completely. She had also received a big bonus, which always was a good thing in her household. Her son Frank had had his eighteenth birthday […]

I had this cute boyfriend for awhile. He was 23, literally half my age. I meet a lot of younger guys, and if they are cute and have a little bit more going on in their minds then the average man, I take them to bed. My friends tease me about being a “Trans Cougar”, but if younger men find […]

I met Ivy only three months before me and mom moved in with her and her dad. Our parents had what many would have considered a shotgun wedding had they known about my mothers pregnancy. They went on numerous dates together and we even had a family date a couple weeks before the wedding. My mother, Monica married her dad […]

Fridays were always busy for her. Too many classes. Fridays should be the easiest ones to get a smooth start to the weekend, but it just turned out it was the most difficult one for her this year. Especially because of the last lecture. If she was going to make it through, she needed a boost. “You free?” she texted.

I’d returned from the track, showered, changed into something more comfortable, and descended three floors to the hotel bar. I was sitting at it, having a drink, when a man came up and sat next to me. We struck up a conversation. It turned out he was staying at the hotel as well, on the same floor, three doors down. […]

The intercom buzzed and I nearly jumped out of my skin, they were here! Very drunk and very, very horny one night I was finally in the sweet spot where the lust had overwhelmed my inhibitions and posted an ad looking for a maid. After a lot of emails and a few disappointing near-misses, I finally met Bianca. She’s 23, […]

In the four-ish months that had gone by since Lily’s pregnancy had been confirmed, things had changed just a little in our lives. Maybe more than a little, actually. Steph had moved in with Lily and I by the end of September, and now our first Christmas together had arrived. We’d all decided to have it entirely to ourselves this […]

I’m going to beat you all to the punch and start out by stating that my level of crossdressing is ridiculous. Meaning you will have to call it something else and I would appreciate it if you could be as kind as possible. And I’m not saying my look is ridiculous, it’s my frequency that is ridiculous. To give my […]

Here I am, parked outside the most luxurious hotel I’ve ever seen. Why am I here? Let’s just say I’ve been chatting with this guy online and things took a turn for the kinky. I’ve lived a straight life for the most part. My name is Jace Navarro and I’m a college freshman born and raised in a big conservative […]