Caught Wearing Pantyhose Stories

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Lisa’s Evolution Pt. 02: The Crossing Over

by molotov_teacher on Oct 19, 2020
Fetish

Title: Lisa's Evolution Part II: The Crossing Over Author: Jack Riley --------------- As I pulled into the driveway of Lisa's large family house, I thought back to the previous year's unexpected encounter at our favourite conservation park. Lisa, who had been my friend and 'little sister' for years, had unexpectedly decided I would be the first boy she wo...

Pantyhose War Ch. 02

by PantyhoseSilk on Sep 12, 2017
Fetish

Andrea rang the doorbell again. Lynn's car was still in the driveway, so she probably hadn't gone anywhere this morning. Andrea was about to leave when a groggy Lynn opened the door. Andrea was surprised to see her in a bathrobe, without her pantyhose on, and her hair was a mess. Lynn was always very concerned about her appearance and went out of her way to...

Sweet Memories

by hosey on Jan 23, 2019
Fetish

My ex-gf Vicky was quite a hottie. A cute and fashionable dark blonde with some lovely tits, perfect curves and pretty sexy legs. I knew her through some common friends and I immediately fell for her back then. I was lucky to end up as her boyfriend eventually as quite some guys were after her at the time. In the very beginning of our relationship I didn't...

College Crossdressing Confessions

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

My wife's control over me insures that I have no secrets from her no matter how depraved my hidden desires. She delights in my need to live under her feminizing control. As part of my training, she has ordered me to confess my prior deviant acts to the world. In this series, I confess my past experiences as a panty thieving college cross dresser. I have chan...

My "Uncle" Caught Me in Pantyhose! Pt. 01

by JHouston on Sep 12, 2017
Transsexuals & Crossdressers

"Rick, why are you wearing your mother's pantyhose?" Uncle Roberto asked me with a shocked expression on his face. I did not know he was in the house, I thought I was alone! It was morning on the second week of my summer vacation after graduating high school. My parents were both at work. My dad was a salesperson and traveled a lot. My mother was a school t...

Working Without Pants Ch. 01

by PamCarolson on Sep 16, 2017
Toys & Masturbation

As with the rest of the Literotica site, if you are not older than 18, please don't read. Please ask for permission to post on other web sites or distribute. I'm looking forward to hearing what you think about my fantasy and real life story! Don't be shy, send me an email (I like to hear about happy endings and what I can do to make your day at work very un...

Erika Blossoms Ch. 01

by SmoovB on Sep 19, 2017
BDSM

Note: This is chapter one of a very long story. 28 chapters so far. It is wide ranging and will eventually touch on interracial sex, dom women, lesbian sex, true love, revenge and much, much more. I hope you enjoy it. ***** CHAPTER ONE - Friday Night I had a perfectly good reason for looking in my boyfriend's laptop. I wasn't snooping, honest. I was loo...

My Life

by jimhaullis on Sep 16, 2017
Fetish

Please tell me what you think! I'm I the only married man that enjoys having his wife in pantyhose? Am I the only man who is lucky to have a wife that enjoys role playing? * Start: I'm not sure really sure when it started or how it started but for as long as I can remember I've loved pantyhose. My mom worked at a bank during the day and at night in a rest...

A Favor For Rick

by SexyChele on Sep 14, 2017
Erotic Couplings

Lisa arrived home after a day of marathon shopping exhausted yet happy. Rick was taking her out that night to celebrate the promotion he had received last week. Dinner and then to the symphony – Lisa was still trying to figure out how he got tickets on such late notice. No matter. She had just spent all morning shopping and had found the perfect outfit: shor...

Fixing The Car

by pup12 on Sep 16, 2017
Transsexuals & Crossdressers

I had been cross dressing since I was about 10 years old, I'm now in my thirties and this story is about my first encounter with another man. It all started one day when my wife would be out for the day and I had settled down to surf the net looking for transgender sites, I was only dressed in a black lace garter belt, black hose and high heeled black pumps....