Sissy Transformation Stories

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Infinite Scroll

Clitty Transformation - One Month In

by DivinaTellsAll on Jan 1, 2019
BDSM

Exactly one month ago, on a cold Saturday night in Dallas, Madame Vega and Goddess Kimberly evaluated what I had previously referred to (my entire life), as my cock. This evaluation revealed what I already knew at heart. It was far too tiny and small to be used as a cock, or even considered a cock. I begged them to allow me to embark on a quest that would...

Sissy Starlet

by Queen_Diana on Nov 18, 2020
Fetish

First Sissy tell me. Who are you? Jenn- A tall long and blonde sissy. Platinum blonde locks that go all the way down to her back, glossy pink lipstick, long manicured nails, a model face, and killer ass and legs. One of the favorites for this year. Racheal - A brunette Sissy, with wonderful perky titties and plush ass, dark skin and luscious lips. Kim - An A...

James' Transformation Ch. 1

by Dragonia on Sep 14, 2017
Fetish

James Jones was nervous. He had been working on this deal for the past six months and now finally it looked like it might complete. James knew that if it didn’t then he would have blown the biggest deal that his small company had ever brokered. To make it worse he had sunk everything into this deal, and that’s what made him nervous. He glanced at his watch;...

Sissy Powers Ch. 07

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

We moved into the living room, and Clara and I sat together on the cough while motioning for Barbara to grab a seat in our armchair. "So, first of all, congratulations!" Barbara began with a smile, looking pointedly at Clara. "Me?" she asked, slightly confused. "Yes, you!" Barbara laughed. "It's not every little slut who's lucky enough to be with a focus...

Sissy Powers Ch. 03

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

When I awoke the next morning, I very carefully got out of bed without waking Clara. I had a plan, and it was all to do with what would hopefully be a great surprise for her. I just hoped she'd love it the way I thought she would! If it even worked, that is... I snuck off to the living room, and set up my ritual space. There were candles burning, soft instr...

Sissy Comes Clean

by Cuckyboy3 on Oct 6, 2020
Fetish

Reflections after Mystic: On the scenic drive back home from a fall getaway vacation with my lovely wife, I pondered quietly how the excursion would be remembered as a first of a kind. I had begun the trip with the expectation of a quick and routine spanking followed the next day by an epic sex experience. Three days later, however, I emerged having not onl...

Sissy Nicky

by call_me_dana on Sep 2, 2017
Fetish

"Please don't make me open the door like this," Nicky begged to Angie. "Then you should have had your chores finished before I got home like I instructed. Don't keep Sonya waiting." Nicky slowly moved to the door as the bell rang again. Nicky could feel himself blushing as he opened the door. Sonya was standing on the porch and he could see the look of sho...

Uurf Ch. 02

by Beatnic_jazzman on Sep 16, 2017
Sci-Fi & Fantasy

Sissy returned with great fuss, from the moment the carriage was heard there were calls for servants to carry the purchases in. Three armfuls were brought, passing me in the hall, before Sissy appeared arm in arm with Macteth. Her dress showed more of her than any but I had seen, she had a tight frilly top that ended just below her breasts throwing them up...

Teacher Transformation

by Writer2000 on Dec 23, 2017
BDSM

Nasty Teacher, naughty girls Mr Smith really was an unfair teacher. He let the boys get away with murder, but he was extremely strict with the girls. He would punish the girls at every opportunity for the slightest misdemeanour, giving them detentions and extra homework. As well, he was in the habit of putting girls down whenever he could, making sly ambigu...

Marriage Transformation Ch. 07

by jealouscuck on Jan 9, 2018
Loving Wives

Elizabeth and Chris were now enjoying sex more than ever. Chris started out with all the bluster of young man suffering from some ingrained ideas. He had no sexual experience and truthfully knew that his cock was not up to standards. He would fuck his young wife and then roll over and go to sleep without any concern whatsoever about her pleasure. He didn't e...