Sissy Nails Stories

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A Sissy's Life

by Queen_Diana on Jan 27, 2020
Fetish

A Sissy’s Life by Queen Diana Slutty pink lip gloss? Check. Ass cheeks practically hanging out of a scandalously short pink skirt? Check. Pink tube top, butt plug, and thigh high stockings? Check. “Check, check, and check! That’s everything!” I giggle. Looking over at the body length mirror. Writhing with satisfaction, as I realize, what a pretty little sis...

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Service Day 01: Sissy's Breakfast

by SissyHubbyD on Aug 7, 2019
Transgender & Crossdressers

His alarm goes off at 6 AM that Saturday. On any other Saturday he would ignore the alarm and sleep in until 10 or 11, but not today. Today is Service Day, and he couldn't be happier about it. He gets out of bed quietly, careful not to wake his wife as he does so, and tiptoes out of the room and down the hall to the empty guest room. His outfit for the day...

Reversals Ch. 12

by RachelClark on Sep 18, 2017
Fetish

Samantha Comes to Dinner Eric's eyes went wide with dread as he stared towards the front door and froze. The very idea that somebody other than Julia would see him wearing nail polish was completely paralyzing. "Well, what are you waiting for? Open the door for our guest," Julia said firmly. He started walking to the door, the panic making his hands tremb...

Subliminal Obsessions Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

*Before... She settles into a rhythm hard, steady, deep, hitting my spot inside as I moan and watch the flasher as it shows high speed pictures and all those words and phrases. Sissy. slut, bimbo, be a girl, be calm, be happy, suck cock, be happy, get fucked ne happy, sissy, slut, bimbo, live for men, live for cock, be happy, be a girl, be calm, be happy,...

The Public Adventures of Mark Ch. 03

by rik581 on Sep 15, 2017
Transsexuals & Crossdressers

"Come on Mark," Cindy said as they pulled up in front of the nail salon in the shopping center. "Time to get your nails done," she laughed and patted him on the shoulder. Cindy was so good at this public humiliation game that she played for Mark. It was because she cared so much about him and knew it was such a deep passion and turn on for him once she got h...

Halloween Pool Party Pt. 06

by sissymissyct on Sep 14, 2017
Fetish

I was exhausted and slept until 5pm when I was awakened by a gentle kiss from Miss Annie. She took off my headphones and rocked my shoulder a bit. "Come on my sweet sleepy sissy, it's time to get you up and about. We have a fun evening planned for you baby girl". I rubbed the sleep from my eyes and saw Miss Annie's beautiful face looking down at me. "lets ge...

Alt. Queen of the Left-hand Turns

by maxdname on Sep 16, 2017
Romance

See that beautiful girl in the poster? When I first met her she was a simple hillbilly girl from Appalachia sleeping with stock car drivers in order to get a pit pass. Look at her now: she's a blond and a model with her own TV show that earns her more in a year than most stock car drivers will earn in a lifetime on the circuit. A national racing magazine i...

LeAnn Turns Dan into Desiree

by desireethtttv on Sep 12, 2017
Transsexuals & Crossdressers

I'd never shown my friends my true personality. Always in the forefront was a normal guy who loved girls and all things boy, when in fact, with each passing year, the things that excited me were all things feminine, including actual men and their boy parts. This remained status quo, until I met LeAnn. Introduced to the long haired blonde chick by a mutual f...

Dominating Sugar Daddy

by LittleDickSissy on Jul 3, 2018
Erotic Couplings

The sissy cuckold was at the ATM withdrawing cash for his Mistress. He needed cash for her nails, her new dinner attire, and makeup. As he made his withdrawal his little dick dripped precum in his purple lace panties. He always got turned on every time his Mistress provided strict instructions to him, and of course whenever she played without him. "Now tell...

Suspected Affair - Confirmed

by 69Jance on Jun 1, 2020
Transgender & Crossdressers

Second Part of Suspected Affair After confirming my suspicions, I was looking forward to seeing what was next with a hot wife and a pair of handsome twins. Actually though, from what Maxwell said, they all were looking forward to bringing me out of the proverbial closet and see what is next for their new sissy. Maxwell had said "We should go meet Heather a...