"Pushing the envelope dressing, pays off..."
It was late spring, almost summer. It was too hot to wear my usual jeans and tight shirt, covered with a coat, to the adult book store. I was also getting bored with the same outfit every time. Since I...
"Taking the next step in the bookstore while dressed..."
After several positive experiences with sucking dick, including swallowing, I started going to the adult bookstore once or twice a month. As always, I would stop at some obscure spot and change into my female clothes. Then, I would put...
"Tilley gets pimped out"
A couple of weeks ago I’d sent a message to Mistress Jane saying that I’d managed to arrange a free weekend at the end of the month. Mistress Jane had promptly replied that she’d check her diary to make sure...
"A man takes cross-dressing to the next level..."
There are two types of cross-dressers. The first are those who dress all the time. They are usually quite passable since they spend a great deal of time and effort. The second are wannabe women who live in a world...
"I did have to walk back to my car with cum stains on me"
I haven't been dressing much lately. I haven't been doing anything fun really. I've had a lot going on, and just haven't had the time. Friday night when I got home from work, I just plopped down on my couch...
"Transforming into a sissy..."
We had been texting for a few days following our date, even spending a few late nights sending erotic messages to each other. Jackson seemed desperate for another date and I couldn't stop thinking about his cock.I lay sprawled across...
"The sissy adventure continues..."
By the end of the first week, I had completely transformed into a girl. I no longer wore men's clothing and my daily routine now consisted of showering, shaving and practising my makeup techniques before deciding on what outfit I...
"A crossdresser learns about feline sensuality"
Jack seemed more than surprised when he set eyes on me. I was soon aware that he also seemed quite pleased. As I stood in front of him dressed in sheer pink silk, looking like a true bedroom seductress, I...
"Moving from becoming a cross-dresser to being a cross-dresser."
I sat in front of my computer and started surfing transgendered sites when I came across an article on psychiatrists specializing in cross-dressers, transvestites, and transsexuals. Some of their treatments included a psychological evaluation, hormone therapy, group sessions, and preoperative...
"A pretty teen crossdresser's search for her identity"
Events in our lives can often change us in ways we never expect. In my case I certainly felt different as a young boy. I possessed very real, mysterious, unexplainable, emotions that I can describe only as feminine needs, in...