Sissy Pantyhose Stories

12,794 results
Orientation
Length
Source
Infinite Scroll

Kitty's AssKissing LegBoy Pt. 01

by KittyZateez on Aug 28, 2018
Fetish

My LegBoy has been tending to my sexy legs and high heels for several weeks now during repeated teasing and denial sessions. During that time, we have had many delicious and stimulating evenings together, and I am absolutely adoring the way he has been responding to my specialized erotic training! He is just so interested in me, so willing to obey my whims...

Panty Boy Ch. 07

by vieuxbleu202 on Sep 12, 2017
Transsexuals & Crossdressers

I awoke the next morning late; I had overslept and was still in most of the same clothes that I was in last night. I was running late for work but, I had slept really well and Megan was sleeping peacefully beside me. I got up as not to disturb her and went to take a shower. I decided today that I was just going to wear a pair of pantyhose with nothing-on und...

Wendy The Haitian Sadist

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Salutations, dear readers. It has most definitely been a while, hasn't it? The name is Wendy Stefania Polydor, and I'm a young Haitian-American woman living in the City of Boston, Massachusetts. Mother of two, divorcee, college graduate and nurse, I am all of these things and more. I have been delving into the world of BDSM, and more fun things like swinging...

The Proof is in The Pudding

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

When my girlfriend of two years mentioned she liked to watch female impersonators perform, I seized the opportunity to confess my lifelong addiction to cross-dressing. The expected reaction of disbelief was no surprise but her reply of, "Well, let me see you dressed," was although welcomed, a bit of a setback. I'd not planned the truth to be revealed at suc...

Sicily's Lesbian Son Pt. 02

by SubtleDeviance on Jan 29, 2020
Transgender & Crossdressers

Story contains themes of crossdressing, feminization, incest, and anal play Dante awoke with a little tent in his white lace panties, excited about the day to come. He smiled to himself and stretched across the clean white sheets, wearing one of the babydolls his mother bought for him, sheer, white and sexy. His bed had been the only place he could safely...

A Midnight Swim

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

Relaxing by the apartment's pool one Sunday, I relived the previous evenings midnight swim in nothing more than my long baby blue Eva Picone silk gown. The water had felt so good flowing between the silk and my nude body and the walk back to the apartment even better as I had a raging hard on from the clinging sensation of the silk over my drenched body. I...

Isabella's Reversion Pt. 06

by silverbackteddy on Sep 16, 2017
Fetish

Note from the Author: This is a story about ABDL. The first word being Adult. All sexual encounters center around Adults, above the age of 18. This story also contains BDSM, plushophilia, watersports, and various other fetishes. For those that are grammar freaks, please don't comment on my improper grammar use. I could care less. At least it doesn't have L...

Night One

by Tess_PartySlut on Sep 16, 2017
Transsexuals & Crossdressers

I spent the day with nervous jitters, after you told me what you wanted to do. I was to be your sissy slut and venture to the glory holes to suck cock for you. I rushed to the hotel after work, to begin getting ready. I knew I really needed you to complete the Tess transformation, but I would do my best. Three razor blades later, a good portion of the fur wa...

Truth or Dare Takes a Turn Pt. 01

by Cutiepie183 on Sep 14, 2020
Transgender & Crossdressers

I'm sitting at home on summer break, just a few weeks after graduating high school. I hear my phone buzz and glance over to take a look. I can't believe what I'm reading! "Luke Elwood has invited you to his event: graduation celebration party tonight at 8pm." You see I was never really one of the cool kids in high school - I never really had any friends but...

Panty Boy Ch. 08

by vieuxbleu202 on Sep 12, 2017
Transsexuals & Crossdressers

I had to go out of town for a meeting; my ass was very sore from the night before. Those girls had really given it to me; my asshole was left a gaping hole. I could feel the "lips" of my asshole for over an hour last night, all big and puffy and open waiting for more. I felt like a total whore and I loved it. I took three huge cocks and was left begging for...