Sissy Ballet Stories

9,798 results
Orientation
Length
Source
Infinite Scroll

Double Trouble

by Tomsparty on Sep 13, 2017
Transsexuals & Crossdressers

My mum split from my dad when I was sixteen and after a succession of boyfriends she recently started dating a guy called Vern. Big Vern as I called him worked in the British Army, stationed in the North of England. They met through the internet. The first time they saw each other mum and I travelled up by train and stayed at his house in the barrack grounds...

The Office Sissy XX

by pennyjonestv on Sep 15, 2017
Transsexuals & Crossdressers

It had been one of those days where you wish you had chosen flats and support tights. But no, that wouldn't have felt appropriate for the new head of human resources. Impressions are everything in this business. Back to back meetings from nine am to seven pm had taken its toll on my calves, my back and for that matter my mood. It was one of those days I get...

The Molly Virus Ch. 04

by Sissyhalo on Nov 14, 2017
Transsexuals & Crossdressers

*Jackie... I used to be called Jackson and I had Jeri as my roommate and she or I thought at first was transitioning. I was never much into being a homophobe and stuff so it was just me kinda leaving things alone. Until Jeri and I started fucking. She's really fucking great in bed too and it was pretty hetero too with me the guy fucking this trans black g...

A Sissy Saga Ch. 05

by Snurge on Sep 15, 2017
Novels and Novellas

Miriam opened the door and poked her head through the gap into her daughters bedroom. "Sorry to call on you at such short notice darling, but the water boiler's buggered and I have no other choice but to ask Hardwick to go and have a look at it. I've no idea how long he's going to be, so could you take his first session?" Jennifer roused herself from the bo...

Trust Ch. 03

by noglory on Sep 16, 2017
Fetish

Chapter 3 -- Getting to know you... It was fortunate that the time leading up to meeting Emma were filled with activity because otherwise I don't know how I could have coped with my excitement and anticipation. I purposely stayed out late every evening to avoid further thoughts of Bryony invading any self-pleasure. After waking up much earlier than normal o...

Emery and Alice

by fantaseeboy on Jan 27, 2020
Transgender & Crossdressers

When my uncle, my only living relative, passed away in his sleep from an aneurysm, I returned to settle his estate. I hadn't been in that part of the country for nearly a decade. I had been in middle school when my mother passed and I was forced to move in with my aunt on the opposite coast. My uncle had always been the oddball of my mother's family. But he...

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...

How I went from Domme to Slut Ch. 05

by Ms_Allison on May 29, 2018
BDSM

Over the following few months from my first night waiting tables at the club things continued and amber and I fell into a comfortable rhythm with things. The first Friday of the month amber would wait tables during "men's night" and on the third Friday of the month I would wait them for the Ladies. When amber waited tables I was typically dressed in somethin...

A Sissy Saga Ch. 22

by Snurge on Sep 15, 2017
Novels and Novellas

By mid-afternoon Open Day for many was adjudged over, but while prospective clients and the purely curious were encouraged to depart the most valued of Miriam Hancock's supporters were skilfully spirited away elsewhere for tea and cakes. While the men went to the gymnasium, the ladies were assembled in one of the classrooms on the second floor where the desk...

Paige and Spalding

by justincbenedict on Jul 4, 2018
BDSM

Dear Mom, Thanks for the lemon bars. It'll help me stay awake during my property class. Tell Rylie that I'll bring back her mohair coat, don't have a cow. So you were asking me about how things are going with Spalding. I was so glad you and Dad liked him when you came up to school. I agree he's cute and has a good sense of humor, and Dad said Spal was obv...