Crossdressing Stories

Cory checked into the hotel under his own name, his voice steady in a way that surprised even him. “Just one night?” the woman at the front desk asked politely. “Yes,” he replied, sliding his card across. But even as he said it, he knew that wasn’t entirely true. The overnight bag at his side held more than just a change of clothes—it held a possibility. read more >

She slipped into my room so quietly I thought she was a dream. Her daphenous gown billowing in a subtle breeze like some scene from a movie. She smiled as she crossed the room with her coy little shy girl smile... read more >

I was at the swimming pool with a couple of friends. I was 23 at the time, My Cousin, Mark, and my friends John, Steve and Henry. We were all drinking beers and were relaxing... read more >

I knew I shouldn't get in his car. But I was desperate. If he outed me, if he told anyone about what he saw...So I stepped closer to the white Honda and could see his stern expression laid out across his face... read more >

I am Sasha, a 30-year-old MtF transgender woman. My girlfriend, the dominant and assertive Chloe, loves to feminize me and push my boundaries... read more >

The afternoon sun filtered through the sheer curtains of Tess’s bedroom, casting a warm glow on her vanity table where an array of makeup and lingerie lay scattered. At 25, Tess had perfected the art of transformation, and today was no different. She began with her hair, long red tresses... read more >

Sven, a 53-year-old trans woman, stood in the bustling lobby of the IT conference, her heart pounding with anticipation... read more >

I woke up with my wrists already bound to the four-poster bed frame above my head. The silk ropes were soft against my skin but impossible to break free from. My heart raced as I looked down at myself.. read more >

The heavy bag swung with a satisfying thud as my fists connected. I was trying to blow off some steam, but nothing could shake the feeling of being trapped. At thirty-three, I should have had my shit together, but here I was, still letting my girlfriend Heidi walk all over me... read more >

The house was quiet, too quiet. Roy lay sprawled on the couch, his eyes glued to the TV screen, fingers mashing buttons on the controller. The room reeked of stale pizza and sweat. His mother had been working late again.. read more >