Sissy Transformation Girls Night Out Stories

1,000 results
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Infinite Scroll

Girl's Night Pt. 01

by DifferentBreed on Sep 14, 2017
Fetish

Normal Monday, Fisher is sitting at the breakfast table across from Sophie when she sighs heavily, staring at her laptop. "Whats the matter baby?" he asked, with as much concern as he can muster before the caffeine from his morning coffee has kicked in. "I need a girls night," she said simply, looking up at him with her big beautiful brown eyes. "Yeah," h...

Daniel and Jamie's Romantic Night Ch. 03

by lockedinsteel on Apr 24, 2019
Fetish

Daniel woke with his arm under someone. As the fog of sleep lifted, he remembered vividly the day before. His wife taking complete and total control over him. His ass being turned cherry red by the spanking to end all spankings in order to teach him his place. His lips on his wife's girlfriend's pussy to suck out his boyfriend's cum. Two hours on his knees e...

Discovering Mistress Sarah's World Pt. 03

by oneguy4fun on Sep 12, 2017
BDSM

Chapter 7: A Brief Digression Mistress Sarah sat naked, in a stiff padded chair in front of a large vanity. She waited patiently for her two sex pets to return. It was time for Joe to learn how to properly dress her for a night out and she wanted him in full sissy attire for the event. May had been charged with the task of getting him back into his dress....

Southern Tide Vol. 02

by Soft1017 on Apr 3, 2019
Interracial Love

Chapter One A full year had gone by, and things had fallen into normalcy for Cat and Dale. They had recently settled down into a charming new home together, and were taking off as a couple. They were happy and in love, and Kiara knew that they would probably marry soon. She on the other hand, was miserable and envious of Cat. Even though she had been the mo...

Lost Love

by HLD on Sep 12, 2017
Erotic Couplings

"Hi, honey," Terra bounced into the room, reading the scowl on her cousin's face. "What are you thinking?" "Oh, I don't know," Nichole sighed. "I'm just in a funk." "It's about him, isn't it," Terra said softly. "You can't stop thinking about him, can you?" "I try, but I don't think I'm ready to let go," Nichole said. She pointed towards the big bay windo...

Jamie's Story Ch. 03

by Michael142 on Sep 13, 2017
Fetish

To the readers: This story has become a longer saga than I ever intended it to be when I first conceived it. In this penultimate chapter, Jamie finds that his (and his alter ego Jill's) new-found freedom to date around after breaking up the Anna, is coming at a cost. Thank you all for sticking with this story. The next chapter, Chapter Four, will offer some...

Huntress of the Fallen

by GayTripper on Oct 6, 2020
Erotic Horror

+++++ Huntress of the Fallen +++++ The following tale is my entry in the 2020 Halloween Story Contest. It acts as both a sequel and the final act of a trilogy that began with the 2016 Halloween Contest First-Place Winner "Sisters of the Fallen" and continued in the 2019 Halloween Contest First-Place Winner "Redeemers of the Fallen". I hold no expectation of...

A Ski Bunny is Born Ch. 05

by Nikki H on Sep 25, 2017
Fetish

Hi all you Ski Bunny fans! Here is the next chapter in our European tour. This one should have been entitled 'Ski Bunny does Berlin!' Sorry its taken sooo long but hey, a girl's gotta have a life too! Here we go, I really hope you all enjoy it... A huge rainstorm tainted our morning arrival in Berlin, and as the train pulled into Bahnhof Zoo station the...

Ladies That Lunch

by Effie100 on Sep 17, 2017
BDSM

Chapter 1. Simon's wife had always admired the ladies at their local tennis club. They were all of a certain age, and when they got together socially there was a quiet serenity in their companionship. Beautifully dressed, without exception, they met every Tuesday and Saturday for lunch in the Pavilion restaurant for a long, lazy lunch full of chatter and la...

That Girl and her Fairy Godmother

by Androgynousother on Mar 23, 2020
Romance

This is the second version because for some reason the first bit was reproduced half-way through in the original, sorry about that -- this should be it mind you... This story started as a single concept and kind of got away from me, it's very long but that's the way it went. A large part of it is by way of a suggestion that I have often written stories and...