Category: Transgender

I should have known it was too good to be true. Nothing in life comes that easy. Can you blame me for hoping though? All I wanted was to be the winner for a change. Not that, you know, I wasn’t. I was athletic, I was popular, I was successful. Things didn’t come easy for me, but I worked my […]

I hope this is not too fragmentary but I must describe the dream I experienced last night. Married for fifteen years, my wife Karla and I enjoyed a happy existence together but faced a dilemma when my aunt experienced some health and financial challenges and it became apparent the only answer was for her to move in with us. As […]

My roommate, Chris, an unintellectual dolt of a pampered little prince whose daddy practically owned the school. On scholarship, I was assigned as his roommate in part to tutor him in the evenings. Chris had no interest in school but every interest in sex. Seeing as we were at an all boys school, he often felt frustrated. The first time […]

I began to stir from sleep as the sun finally began peaking through the window, though I wish it would have taken its time, because I couldn’t remember the last time I slept so well. I’m not sure if it was the feats of a dinner from the night before, or this amazingly comfortable bed that I’m not financially well […]

I tried to make it last, really I did. But I was just too turned on. I’d been on the verge of coming from the moment she’d fumbled with my zipper. This was the hottest girl I knew, the one I’d been lusting after for as long as I could get hard. And now this goddess was kneeling between my […]

I loved putting on makeup, it was my favorite thing about being a crossdresser, my favorite thing about trying to be a woman. I could change from an average guy in the neighborhood to a beautiful model in forty minutes. It used to take over two hours. I lived with my mother in Secaucus, New Jersey in a fourth-floor apartment […]

Let me tell you what’s ridiculous. It’s ridiculous that my roommate feels the need to wake me up every morning by gently shaking my butt cheeks instead of my shoulders. And what makes it more ridiculous is his need to reach under the blankets or to pull them off completely before he wiggles my ass back and forth. Ridiculous, I […]

“Pardon?” “I said, I want you to reincarnate me in a generic fantasy world with a game-like system as a voluptuous futanari succubus with big tits and irresistible smile.” “Wh-wh… hah?” the blonde, scantily-clad goddess with full lips and giant tits appeared to be malfunctioning. “You can’t do it?” the old man asked, disappointed. He thought the meaning of the […]

I posted a story before about getting fucked in the ass by my roommate and his date. This is the story of how I turned into my roommate’s fuck toy in the first place. I had only recently finished college and moved into an apartment away from my parents. I have always enjoyed having my ass played with and penetrated, […]

I didn’t want to be here in the first place. I hate clubs, loud music, dudes fighting over the chance to get laid, and overpriced booze. However, I was a good wingman so I came, my buddy, Chris was going through a “dry spell” that he was determined to break. I never understood why he thought that way, I never […]