Crossdressing Stories

Stories about crossdressing and feminizing for pleasure. Seductive audio downlads about crossdressing just added. We are always taking new submissions! Please email your story to us at Contact Us and it might be published. All stories will be published anonymously.

Lisa's Trip To The Lingerie Boutique

I still remember the exact way my heart pounded against my ribs that afternoon — sharp and insistent, like a drumbeat in my ears. I was standing on a quiet side street in front of a little lingerie boutique.. read more >

I Am A Sissy Trainer XXX 18+

I’ve always had a thing for turning straight boys into my personal sissies. There’s just something so deliciously taboo about taking a manly man and slowly breaking him down... read more >

Dear Diary, My Trip To The Makeup Store

Dear Diary,

I’ve been waiting for this day all week—no, all month. Just thinking about it makes my heart hammer and my skin tingle. Tonight, I’m going out, really going out, dressed as her for the first time..

Ava's Confession

Since I was six years old I don't know why I put on my older sisters dress and she caught me read more >

Tony's Spanking

Erica's Updated Confession XXX

Like I have said, I continue to see my college roommate. Recently, I got a package of new red thongs from him and an invite to meet him at a hotel. read more >

Sandy's Confession XXX (18+)

Ever since a young age I was a femme type male although I had small breast with a womanly figure I hid under my baggy clothes... read more >

Mark Gets His Punishment

Mark, a 35-year-old man, lived a double life. By day, he was a successful software engineer, respected by his colleagues. But by night, he donned women’s clothing, reveling in the silky feel of lingerie against his skin and the allure of high heels. read more >

Angela's Confession XXX

It was somewhere around 2022, shortly after the unfortunate pandemic and i was on a sexdating site, when i suddenly got a reply from an unknown person, i was crossdressed... read more >

Jinny's Sissy Slut Training XXX

Mistress Jade lounged on her plush velvet chaise, sipping a glass of merlot as she awaited the arrival of her favorite sissy, Jinny. The bell chimed, signaling her pet’s entrance. Jade smirked as Jinny timidly entered the room, eyes downcast, hands clasped demurely in front of his crotch... read more >