Karen had always known that the world would see her one way, but in her heart, she felt entirely different. She was in her early forties, with a soft-spoken nature, striking auburn hair, and a wardrobe that would put many fashionistas to shame. Karen was a crossdresser, but to her, this wasn’t about wearing clothes meant for the opposite gender—it was an expression of who she truly was, the fluidity of her identity. In he...

The inclusion of the black satin panties into his masturbation routine gave Ian pleasure beyond his imagination, especially when he wore them under his slip. Sometimes he would forgo rubbing himself and lie face down on his bed and slide his lower torso back and forth across the mattress so the sensation of slip and panties against each other was felt by his legs and cock. He was never disappointed when he seemed to finis...

It was four days since I deepthroated Rich to a huge orgasm in the living room of my sister’s house. I wasn’t sure if he would keep to his word and keep my true identity intact but I thought that if he was intending to expose me it would have happened by now. I also had the photo of me holding Rich’s cock in my hand as insurance should he ever threaten to expose me in the future. I told myself I’ll never be in that positi...

In the soft glow of neon lights, a cozy bar tucked away in a quiet part of town was buzzing with low conversation and the clink of glasses. The warm ambiance and chill music made it a perfect place for anyone seeking a little escape. Sitting at the far end of the bar, Karen adjusted her black lace gloves, smoothing the fabric over her wrist. She’d been coming here for a few nights in a row, always drawn to how accepting i...

My name is Sophia and I’m a twenty-one-year-old sissy girl who loves to dress femme all the time. Over the past few years, I have got more and more daring with my feminine side, going out in public dressed. It was on one of those adventures I discovered a nightclub in town that was a hotspot for the LGBTQ community. I would often go there fully dressed and make new friends, drink, dance and have some fun. It was on one of...

Ryan was just starting out on his own, in his early twenties, with his own apartment and living alone. He had a few jobs, enough to pay rent and bills but was barely making it by. He saw an ad for a male or female secretary for a women’s magazine, so he thought he’d give it a try. He went for the interview and saw mostly girls about his age there also applying for the job but there were a few other guys. He was finally ca...

Luke's fingers danced over his laptop keyboard, the dim glow of the screen casting eerie shadows across his room. He was deep in the throes of sissy porn, his cock hard against the constraining fabric of his briefs, captivated by the sultry submissives surrendering to dominating alpha males. His breath hitched with every moan and slurp resonating from the speakers, the scenes feeding his growing desire to explore this for...

July 8, 2024 I am a thirty-seven-year-old crossdresser living overseas in southern Japan and I have recently started going out dressed up. It started funnily one day when I just decided I would put on a skirt while in a park and crossed the road to go into a shopping complex. I wasn't even disguised, and two young women noticed me walking towards them, and shared a laugh as we passed. What a cool feeling, exposing my legs...

The remaining school days seemed to fly by for Ian, and before he knew it, summer vacation was full upon him. He managed to secure a part-time job as a dishwasher to provide himself with spending cash and enjoyed his days playing baseball with his friends, riding his dirt bike, and doing all the things that young men do, but it was the nights that were his favorite part of the day. After an evening of television watching,...