Monday A year ago. I was sitting in my flat, as a university student just browsing the men on grindr. I was inexperienced at the time and I had only been with one man, and that was just for oral. So, I was intrigued when I saw someone on my page, just nine meters away. A crossdresser, stocky, but wearing a maid costume, with his ass bent towards the camera....
I've never given anyone head before although I thought about it for years. I'm a lifelong crossdresser but closeted. I was never brave enough to approach anyone and I shied away from any offers that were made. Mostly, because when I fantasized about sucking dick it was always as crossdresser, more specifically, in the role of a girl. So when I was 33 I vis...
My name is Raquel and I'm a crossdresser. As my profile indicates, I have been a passive reader of Literotica for at least 15 years. During that time, and even before then, I wrote and rewrote Raquel's stories over end over in my head. If this is your first encounter with Raquel, I encourage you to go back and start at the beginning to understand her stor...
This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...
02 – Am I a pervert? When we got home it was late in the afternoon. We had been gone all day, first to the salon, then shopping, lunch, drinks and the crossdresser store. I was tired but felt very sexy under my clothes. I did not want Beth, my step sister, to know that I totally enjoyed the experience today. I thought that she would think I am perverted. A...
I was again dreaming of the night I would lose my anal virginity. It had been such a constant since last 3 weeks. I had been talking to a beautiful CD named Rachel since last 6 months and with the thought of meeting her in person, I had planned a vacation to China where she was living. The only problem that I had here was I was going to be on the vacation wi...
Editor's note: this story contains scenes of incest or incest content. ***** I'm glad that so many of you are enjoying Raquel's stories. As I mentioned in my profile, I have written and rewritten these fantasies over and over in my head for years. A few of you may not like where Raquel's been or where she may be going in the future, but i hope you can stil...
Hello readers my name is Ashley, I am a twenty year old crossdresser. I started dressing around the age of twelve. This is one of many stories I have written. Some parts are real some are fake, I'll let you decide which. Enjoy. My story begins very normally, one Saturday night some friends and I met up at a local alternative lifestyle club in town. We had...
1 Now the common belief is that any man who wants to wear women's clothes is gay, and that the heterosexual crossdressers who claim to be straight but "just like the feel" of silk panties and so forth, are being, well, less than candid. Be that as it may, heterosexual and homosexual crossdressers are in fact distinct psychological types. To be sure, ther...
I posted a listing on Craig's List for a "cum buddy". I explained that I am a crossdresser and that I wanted to find a regular sex buddy. No commitment, just sex. I love to get on my knees to give a blow job. I had several replies. One was local and sounded promising. I don't rush into meeting with a total stranger. First I always exchange a few emails and m...