Nylon Stockings Crossdressing Stories

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Young Amber - Slut Girlfriend

by badboylax on Sep 25, 2017
Mature

My name is Mike. I'm 45, 6' tall, 180 lbs and in very good shape. I'd say I look ten years younger than my chronological age. I am recently, and rather amicably, divorced from my first wife who just didn't meet my emotional and sexual needs. I'm not sure if she is happier, but I certainly am. Let me tell you why. I'm much happier because my new girlfriend...

Jenn and Sabine 01

by Sabineteas on Sep 18, 2017
Exhibitionist & Voyeur

It was the next day, after the embarrassing but oh so rewarding paces that Jennifer had put me through. As much as I really didn't want to go where she wanted me, deep inside I really did want it. All those years ago when Melanie had me in her thrall seemed so much fun and exciting viewed from my perspective of 16 years later. And Jennifer was a woman, so i...

Truth or Dare Sissy

by maxy007 on Sep 12, 2017
Transsexuals & Crossdressers

It was your usual high school gath. At the time I was just an innocent 18 year old enjoying life with some friends. My name is max, and this is the story of how a small 20 person gathering turned me into a sissy. It was mid-year of the final year of high school, and my friend Isabel was holding a gath on Saturday night. It was a welcome break from study, a...

How to Have an Affair Ch. 04

by KeikoAlvarez on Sep 15, 2017
Loving Wives

It seems that my sex life is like waves breaking on the beach-they build up, crash with a lot of energy, and then withdraw. Sometimes, though, there is a dangerous rip tide-I call it PMS. I'm not sure what it was that set me off. But I can remember how I wound up at the hotel. "Fine!" I shouted, furious at some look he gave me or stupid thing that he said....

My First Time

by iser21 on Sep 19, 2017
Transsexuals & Crossdressers

I have done wallpapering for about 5 years. I do this on the side for pin money. Also to pay for some of the woman I have on the side. I have been married for a few years and my wife does not enjoy the kinky and sexy things I do. So that only leaves picking up woman. I was sitting home alone on a Saturday watching an XXX movie. I have this thing for panties....

Punishment: The Whore's P.O.V. Ch. 02

by LadyM12 on Sep 12, 2017
BDSM

The ride home was short; but terribly, agonizingly long. You didn't speak a word to me, but I could see the tension in the muscles of your jaw. I was in for a long night. You didn't open the passenger door for me when we arrived home, and I felt foolish sitting there while you walked past me. You didn't wait for me at the front door either. I was no match...

My Journey to Becoming a Hotwife Pt. 02

by Darwen on May 6, 2019
Loving Wives

Three months later. I am an office manager for an insurance agency. Our company is rolling out new computer software systems. I was being sent on a training course in order to pass on the training to everyone else at our agency. I arrived the evening before the course started. Checked into my room and hung my dress and skirt, then got ready to meet my fri...

Kate's Journey 05: "Hard" at Work

by alexromana1997 on Jun 4, 2019
BDSM

Kate and Michael shared a lovely breakfast at the Marriott before she left the next morning. She could not stop looking at him over the poached eggs, capers, salmon, and fruit bowls. He made her feel so special. She was simply madly in love. And was fully looking forward to seeing him again. Soon. ... Kate made it home by noon, but her heart was still in T...

Measured

by ChloeWritesX on Feb 6, 2018
Exhibitionist & Voyeur

As I make my way through the Covent Garden crowds I see you waiting for me. So like you to arrive early. You might think that your average looks make you blend into the scenery, but just the sight of you is making me shiver already. The goose bumps are probably visible on my arms and bare legs below my soft blue cotton dress, if you look close enough. Which...

School Daze

by Croony on Dec 29, 2017
Fetish

Abbottsford College, situated in the City of London, was a prestigious all boys finishing school that catered for teenagers from the age of sixteen to eighteen. The pupils were mainly from rich and titled families who wanted their sons to experience the strict regime and make them into better adults. David Bryden was the headmaster that dealt with disciplin...