Sissy Caught Dressed In A Rubber Baby Romper Stories Stories

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Be My Baby

by Tomsparty on Sep 16, 2017
Fetish

Naked, you stand before her. 'Come to Mummy,' she coaxes. 'You called me and here I am. Take this step, why don't you?' She held out a pair of pretty white knickers towards you. 'These belong to you.' You stare back, unable to tear your gaze away from her warm, motherly face. Two eyebrows plucked to feminine arches; two bright blue eyes fix you in a hypnot...

Wet Dream Pt. 03

by sissymissyct on Jan 28, 2020
Fetish

Gayle finished ordering items on line and checked the cam to be sure Georgia was asleep. The wetness in her panties told her what she needed to do. The payback for all those years that bastard cheated on her and how he had no idea what was coming to him, just made her pussy so wet. She was soon in bed enjoying her favorite toy. "I can't believe I slept so l...

Sissy at Sundown Beach

by BabySophie420 on Jul 15, 2020
Fetish

Jake felt a tug on his arm. He looked up to meet his Mistress's stern gaze. "Come along Jessica, I won't ask again," She said teasingly. Jake shuffled towards the door leading outside. Each step he felt the thick diapers between his legs and he heard the rustling of his lace ruffles on his bright pink romper. His pacifier bounced on his chest as he waddl...

PIXIE Sissy Stripper Ch. 04

by EROTICbearscribe on Jan 20, 2020
Transgender & Crossdressers

Author's Note: There is a category switch in this chapter. The beginning chapters can be found in GAY MALE. Seeing as what happens in this chapter, the new category is TRANSGENDER & CROSSDRESSERS. ***** THE PINK BOY was located in the warehouse district across town in an eclectic area known for its nightclubs and specialty bars. Within a six block radi...

Hello Cassie

by Murf1957 on Apr 29, 2025

Hi. My name is Cassie. This is my story. I hope you find it entertaining, but if you don’t, well, it is what it is. I didn’t plan it, never could have predicted it, and though some of the events that changed me and allowed me to be who I have become were difficult, I will always be grateful for the realizations and change they ultimately brought to me. They...

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Katelyn's New Sissy Pt. 01

by bluesbirds on Dec 25, 2018
Transgender & Crossdressers

I remember she made me try the Sissy Peni-Pacifier in the store. It was a humiliating day outing, meant as "my" Christmas gift. Dressed up in a tiny bright red sexy elf costume with marabou trim around the edges that ended at my sissy clit, black fishnet stockings and 4" black heels, with a ridiculously large shiny red bow in my hair, surrounded by mirrors a...

House Rules Ch. 09

by EROTICbearscribe on Jan 22, 2020
Transgender & Crossdressers

AUTHOR'S NOTE: This story contains characters and references to events in two previous stories I have written: Just Across The Hall and PIXIE: Sissy Stripper. It is not necessary to have read these two story chains. This chapter of House Rules could stand on its own for entertainment purposes. If, however you want context, please read the other two stories f...

Panty Posers Ch. 03

by EROTICbearscribe on Sep 14, 2020
Transgender & Crossdressers

It was early on Sunday morning. I awoke needing to pee and slipped out of bed, doing my best not to wake Daphne. I could hear him breathing deeply next to me most of the covers on his side as usual. My roomie was lying on his stomach, his head under his pillow. He looked so sexy lying there. I felt the warm rays of the sun on my back as I breathed in his cu...

Mommy and Goddess

by force_transitioned on Sep 12, 2017
Transsexuals & Crossdressers

Andrew never saw the noose. He was uncomfortable around his new mother in law - his wife's new step mom. And rightly so - he was, after all, going through the woman's intimates since the day she entered their lives, some two years ago, shortly after the marriage. Had he overcome his guilty reaction, he may have noticed a recurring theme in their conversa...

It's a Sissyful Life

by sliderx on Aug 23, 2015
Fetish

John sat in the basement, football on the TV, 4chan on his laptop. The game was pretty much a blowout, so he wasn't really paying attention. He was, however, greatly interested in the adult gifs (although 90% of the entries were webms) page he was on. There were a few threads that were catching his eye, girls playing with their asses, deep throat, but he was...

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