Sissy Bride Stories

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The Whore Wife, Sissy CD Husband

by MILF4black on Jul 27, 2020
Transgender & Crossdressers

This story is completely fictional. All characters in the story are over eighteen. Prologue: The Whore wife, Sissy CD Husband "That's it, you little sissy whore, suck that cock." Jennifer told her husband as his head bobbed up and down on the strap on dildo Jennifer was wearing. Her husband, Patrick, lifted his head and the seven inch fake penis slid out...

Fifi La Femme: A Pansy at Last Ch. 02

by pris69696 on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 2- Missing Big Frank Coming Out Telling our wives wasn't easy especially for me who had seduced Shirley's gorgeous hetero husband by dressing up in my wife Doreen's lingerie and make-up and offering him full homo sex as a limp wristed effeminate lady-man. It was my first experience as a queer and when Frank asked me to marry him; to be his gay wi...

My Wife Is The Boss

by Laurasbitch on Sep 17, 2017
Loving Wives

Laura is my goddess! At home she is a great wife and helps me out in every way. In the bedroom, she's ruthless. She talks to me as if I'm insignificant, and I love it. I shake I'm so excited. She confessed her bi-sexuality years ago, so I let loose with my fantasies and she obliges. Laura is in her early 30's, D cup and thick where she needs to be. She's b...

Femdom Wedding

by leomasoch on Sep 17, 2017
BDSM

There had already been the civil ceremony with family and friends present and it was a great occasion, but what Jo and Roger had both really been looking forward to was the other ceremony, the secret ceremony. Here is the order of events for that special occasion: 11am Trinity, as priestess, in head-dress and black silk robes, asks the guests to rise. The...

Magic Dress - Fleur

by SlightlyRude on Sep 24, 2019
Transgender & Crossdressers

CHAPTER 1 I met him in Paris, the most romantic city in the world. We were both spending a bit of time after finishing school. I was taking a year before university, he had just the summer after leaving school and before starting work. Two eighteen-year olds out in the world. He thought I was French and local because of the way I was talking with some othe...

Reality TV

by JJ Neal on Sep 25, 2017
Transsexuals & Crossdressers

I didn't recognize the number, but I certainly recognized the voice and understood the message, 5:30, Jackson, Bride. My Master isn't given to long conversations with me, or any explanations. My role is to make it happen. I met Master Fred in a sissy chat room and he swept me off my high-heels. By way of background my sissy name is Jamie Jo. I'm 44-years...

New Rules

by skinnysailor on Sep 23, 2019
Transgender & Crossdressers

It began several years ago. Shortly after John’s death. I was out for dinner with my best girlfriend, Margaret. “Donna, honey, it’s been eight months. I know you want to keep working, and stay busy, and you love your job, but really, you should get a maid to do the housework. You could come home and just relax. Keith and I love our Sally. She cooks and clea...

My Accidental Orgy

by usmclass on Sep 16, 2017
Transsexuals & Crossdressers

If you don't enjoy stories about oral sex, transwomen, sissy sex, or orgy situations, then you need to check out the Reader's Digest website, because that's all here, and a bit more. ***** Hi! I'm Cassandra. Growing up in the 60s and 70s (in an Alaskan logging camp no less) I became very familiar with men's magazines and Penthouse Letters. Before I move...

The Path to Happiness Pt. 03

by brendachaplin2000 on Sep 23, 2019
Transgender & Crossdressers

I woke from a blissful slumber to the smell of coffee. I was grateful for the sofa that acted as my bed in my squat, but this bed was so comfortable I did not want to get up. As my senses returned to me, I noticed my arse was a little sore, Becky's cock cage would need more lube than a little spit if it was to go back in me. I slipped reluctantly out of the...

A Conversation with a Lady

by OpenMouth on Oct 15, 2017
Transsexuals & Crossdressers

This story was inspired by Gemsissy and her wonderful shopping trips... ***** A select lingerie shop in a small northern English market town. The shop front reads 'Cherie.' I walk in and I'm surrounded by wonderful things by Lejaby, Aubade, Lise Charmel. A stylish woman is behind the counter; she's mid-40s, slim, blonde, tall. She has tanned skin, expe...