Category: Crossdressers
Sissy’s New Gym – His Name is Tyrone
Carl – one of the guys that I’d been sucking off for a few weeks – had a 9″ cock that reminded me of my first lover’s cock. When I mentioned that to him, he surprised me by responding “Oh, you mean Tyrone?” I didn’t know who he was thinking of, but when he said he watched Tyrone fucking me […]
Submissive and Breedable
“Hey bro, you’re looking really submissive and breedable today.” “Fuck, that’s cringe, dude,” Mitchell said. We both burst out laughing. “Okay, now you go.” “God, that one’s gonna be hard to top,” he said. “The cringe is just so powerful.” “C’mon, man. I’m sure you can think of something.” “Uhh… here we go. I want you to impregnate my boy-womb, […]
The Deer Woman
Orson Calloway studied the Indian woman as she bathed in the stream. Refilling his canteen was his original intent, but when he saw her, he hid his horse and scrambled up a nearby tree as quickly and quietly as he could. She looked to be cooling off from the heat, but it could have been a trap. He knew all […]
Gender Bending Investigations
“You’ve got to be kidding me.” I threw up my hands and fell back into my chair. Walt just stared at me stone faced. I glared back at him. It wasn’t possible. Hell, it was crazy! What kind of madness was sweeping our agency that he’d even think to suggest such a thing? “No, Max, I’m not.” He pulled open […]
The Babysitter’s Secret
“Thanks for doing this, Alex,” Mr Stevens said as he shook my hand. “Bye Mr and Mrs Stevens!” I called out from the front door as my neighbours waved before stepping into their car. They were celebrating their anniversary with a night away and I’d volunteered to babysit their young son. Timmy was a good kid, so even though most […]
The Family
Kerry had some tough decisions to make. His roommate John had left him in a lurch. They had just renewed their one year lease for their two bedroom apartment when John lost his job and decided to move back into his parents house. That wasn’t an option for Kerry. His foster parents kicked him out of their house 2 years […]
Memoirs of a Transvestite
We were twins, born in the year 1900. Not identical, but close enough, especially wearing the same dresses. It seems funny now, in the Sixties, but it was quite normal for little boys to wear dresses then. I don’t remember it exactly, but I was told I cried when Nanny tried to put me in a sailor suit. My sister […]
Girls won’t Be Girls, Sometimes
“Hey! You guys haven’t been raided yet?” I yelled. The laughter stopped, but the music continued to blast away. Suddenly it fell to a respectable level, and I heard Todd’s voice. “Mike? That you, man?” We walked through the living room, strewn with handbags, jackets and the throw pillows from the sofa, but otherwise deserted. Everyone seemed to be in […]
Subverted Expectations
I couldn’t find a story that could quite scratch the itch I had, so I decided to write it myself. I hope you enjoy reading it as much as I enjoyed writing it! Feedback is welcomed and appreciated! I expect to get the next chapter out very soon. That is when the story will really heat up. Brief plot summary […]
Jo, T-Girl Goddess!
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of ten years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door a moment later signalled her friend’s arrival. Jo cast […]