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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.
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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..

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Ava's Confession

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 >

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

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 >

The Taming Of Sissy Jinny

The Taming Of Sissy Jinny
The plush carpet of the hotel suite muffled Mistress Jade’s heels as she strode into the dimly lit room. The air was thick with anticipation, the only sound the soft click of her heels and the distant hum of the city below. She surveyed her domain, a smile playing at the corners of her crimson lips. read more >

Ashley Lovelace Gets Stuffed

After I got finished shaving and showering, I proceeded to get ready to dress up for my date night. First, I slipped on my gaff so I could tuck away my sissy little clitty. Then I proceeded to slip on my matching set of black lacy bra and panties.  read more >