Transgender Stories

An acquaintance had recommended that I get in touch with Miss Courtney as she would be perfect to guide me through my first trans experience. I had, for a long time, fantasied about being with a trans woman. These desires kept bubbling to the surface and I knew before long I needed to act on them to at least ether get it out of my system or pursue those desires further. I had arranged to meet Miss Courtney at a local bar....

Kay and I had hooked up for the first time at party, been all over each other in the taxi back to her place. And well, just getting through the door had been quite spectacular. We were laying on the floor by the door, me naked, her panties and mini skirt soaked through for her juices. The cab driver hadn't been able to keep his eyes off us, even asked if he could join us. Kay had said no but I'd got his number. He'd be ov...

Kay and I never planned to become lovers, it just sort of happened. We moved in the same social circles and knew a lot people in common, but the two us had never really paid that much attention to each other, just casual acquaintances. Seems a little odd now, after all we both had a well established reputation for spending far too much time in other people's beds, but we'd never hooked up for some reason. I think both of...

As first dates go, it couldn’t have been much better so far. I’d been in the big city for work and even in the dimly lit hotel bar nobody would be able to tell. She looked amazing in a black dress and heels, conversation flowing as freely as the drinks. It aroused me knowing she had a matching black bra and panties on beneath her dress, along with thigh high stockings and a garter belt. She had made sure to send me an ima...