For as long as I can remember, I've always been "intrigued" by women's clothing. I would wear my sister's clothes, and I once stole one of my mom's nightgown's out of the laundry and wore that to bed every night. I had no idea that others did this. We're talking mid 70's, no internet, small midwest town full of farmers. The entire world I lived in told me how gross it was to be gay and men in dresses were perverts. This was something I had to keep hidden and couldn't tell to anyone. I grew up thinking I was the only one in the world that was "gross and perverted". I legit thought there was som… Read more

In 2018, I met a guy on FB who was local. He was an older gentleman around 70, very thin, and to be honest, not at all attractive. I'm not attractive either and to be honest, I'm in it for the cock, not the looks. He has an average cock, about 6 inches, normal girth, nothing to write home to mom about. It is rock hard, veins bulging, and it looks so delicious! Now with me, I want you to get the best experience possible. I want to give you pleasure better than any woman can! I do it all! I take his cock and stroke it, kiss it, lick it up and down the side, and make him even harder! I then put… Read more

For a brief time I had a KIK group called "York Crossdressers" that I created in an effort to find more local men to hook up with. I was able to hook up with 4 different guys from there. In fact, I had my first BBC from there (That's another story to tell). This one guy, I'll call him Ralph because he kind of looks like Wreck it Ralph, slid into my DM's asking to get together. He checked all the boxes. He was a hairy, burly bear with a 5 inch uncut cock and a cute smile. He was also shy which made him even more adorable. I normally don't get feelings for guys I hook up with, but this man melte… Read more

Hooking up with married men as a crossdresser will always come with a risk of getting caught. Most of the time we don't know anything about the men we're with, including their names, so it stands to reason we have no idea what is going on in their own personal life, nor do we usually care. In 2017, I had a regular who would come over a couple times a week to face fuck me. I knew nothing about him other than he was married. I didn't know his name, what he did for a living, or even what town he lived in. He couldn't get fully erect and his cock was small, 4 inches at best partially erect. Now… Read more