Caught Wearing Frilly Pink Knickers Stories

266,857 results
Orientation
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Infinite Scroll

The Seven Dressing Sins: Pride

by purekink on Sep 25, 2017
Transsexuals & Crossdressers

I'm not really sure how I ended up like this, but what I can tell you is the spark that lit the fire was three little words. No, not those, although Becky told me how much she loved me all the time. No, the three that pushed me onto a gentle downward slope of depravity and decadence made up one of Becky's favourite phrases. "Make me proud." Whenever she s...

Silk and Cotton Ch. 03

by Drmaxc on Jul 13, 2020
Fetish

Silk and Cotton Chapter 3 Two men who worked from home. Two men with strong sex drives. Two men with lovely wives. Two men with secret -- well, not so secret from each other -- desires to do very many things with the other's wife. Two men who had worked very hard all morning but now lunchtime was approaching were thinking not so much of cheese and biscuits...

Velvet: A Story of Obsession Ch. 02

by frillypanty on Sep 16, 2017
BDSM

Velvet's Story, Part 4: Absolute Submission and a New Personality Neither of us needed a reminder that out Mistress would soon be home, or that we'd better be ready when she did arrive. The consequences of our not being prepared to open the door as she climbed the few entrance steps were only to well ingrained in us. How things have changed since I was my...

Sissy Finds a Friend

by Quietoldie on Apr 10, 2019
Transgender & Crossdressers

Andrew likes to wear women's clothes in the privacy of his home. He finds he's more comfortable dressed as a woman, and wearing frilly clothes makes his cock stiffen up nicely. He's been married to Wendy for ten years now. She discovered his fetish by accident six months ago and has come to accept his need to cross dress. When she returned home early one da...

Saying Goodbye

by stac2918 on Aug 29, 2017
Fetish

This story all took place on what was a very sad week for me. Joanne had been a good friend of mine for years, we had never been together as a couple, we had kissed and fooled around a bit in various different situations but we had never gone as far as to call ourselves a couple (much to my disappointment). I had asked Joanne if I could see her before she m...

Magic Dress - Angela Pt. 01

by SlightlyRude on Feb 11, 2019
Transgender & Crossdressers

My name is Arthur, and I am the boss of a medium-sized engineering firm which I founded. But as I write, I am Angela sitting at home in a nice dress. The one that my wife Iris and I always refer to as That Dress. (Please note that what I am about to tell you starts some time ago, when the Internet was more limited and certain things were less available and o...

The Nemesess Ch. 01

by ProfessorPlums on Sep 15, 2017
Fetish

Correspondence from older (50-70), dominant ladies most welcome. * Chris was a not quite famous scientist who had made his contribution and was waiting for the rest of the scientific world to decide just how important that contribution was. This meant that he had time on his hands! He had never been romantically involved -- mainly because he was a secret...

The Vicar's Temptation Ch. 01

by Misslexia on Sep 1, 2017
Fetish

It was nearly six months since Alan had taken up the post of vicar of St Stephen's Church. It had taken a while for him and his pretty young wife Jenny to get used to life in the country after a spell in the inner city, but he was beginning to adapt. One of the biggest adjustments was the size of the vicarage and the live-in domestic staff. Mrs Brown acted...

Buying Heels

by OpenMouth on Sep 16, 2017
Transsexuals & Crossdressers

I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer black briefs, which have a tiny red bow and a little silver k...

Domestic Obedience

by Effie100 on Sep 17, 2017
BDSM

Chapter 1. An ordinary detached house in a plain, unremarkable suburb, 65 miles from London. 44 Green Meadows was built, along with hundreds of others after the war. Rows and rows of neat, adequately maintained windows and neatly manicured lawns. Apple blossom trees evenly spaced outside every other house, and a post-box on the corner. You can hear the blac...