Chastity Pantyhose Stories

13,374 results
Orientation
Length
Source
Infinite Scroll

Milky Boy Ch. 05

by Subone1 on Sep 16, 2017
Toys & Masturbation

I drove home still in a warm afterglow from that excellent milking. I realized that there was something very appealing to my submissive side about being milked like that on my hands on knees. It brought a smile to my face as I pulled into my driveway. I walked into the house with my briefcase turned toward me so my wife didn't see the "got milk?" bumper stic...

B'n'B with Laundry Thrown In

by wordyone on Nov 20, 2018
Fetish

My name is Fam and having spent a couple of years as an online camgirl I had enjoyed so much fun answering the demands of visitors to my private room. It really turned me on playing with the minds of submissive puppies who were seduced by my feet and legs dressed in stockings, pantyhose and sexy little ankle socks. Many guys longed to grovel at my nylon enca...

The Roommate Pt. 12 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Chastened, Josh/Lori nursed her wounds for days, and little was said between her and Miranda, except when the dominant asked how Lori had opened her chastity when with Cassie. "I bought a master key on the Internet," answered Lori brightly. "Actually, my penis is getting a little irritated by the plastic over such a long time." "Give me the key. It obvious...

Platonic Chastity Ch. 02

by Cagedcompliance14 on Aug 24, 2020
BDSM

The roomates arrangement progress and they enjoy a night out... and then the rest of the night in. Platonic Chastity CH. 02 Taylor was unable to sleep in much past 7 in the morning due to the pressure created by the cage and Jacci forcing him to retire to bed early the night before. He was never an early riser but between the ache in his cage and 11 hour...

Milky Boy Ch. 06

by Subone1 on Sep 16, 2017
Toys & Masturbation

They left me alone the rest of that day and also that night. I drove to work the next day (Wednesday) with the chastity device in place, happy that my wife hadn't noticed it yet. Of course, the way our sex life had been going lately, she may not notice it for a while! When I walked in, my secretary was already at her desk. "Good morning, got milk?" she said...

The Pantysissy Diaries Ch. 03

by JPantyboyVSL on Apr 23, 2019
Transgender & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...

Stocking Sperm Challenge Ch. 02

by wordyone on May 7, 2019
Fetish

The second part of the story of the Stocking Sperm Challenge will make better sense if the reader is familiar with the original story. * Naturally, Ruby was enjoying telling April every saucy detail about what she had just put me through at my first and failed attempt at the Stocking Sperm Challenge and the history of my unsanctioned meddling with her inti...

Six Month Anniversary

by slutslave201 on Sep 17, 2017
BDSM

It was 6 months ago today that Domina Kathryn accepted me as a personal slave in training. This had come after months of serving She who MUST BE OBEYED & WORSHIPPED. At the time She told me that there were many possible roles I could assume in the future ranging from a vanilla appearing husband to a fully transformed woman. I was told that it would take at l...

Sissy Chantel, New Reality Ch. 11

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Eleven: Sunday Fun Well now that our Masters and Mistresses have left us here in the locker room, with all twelve of us sissies now freed from our chastity, our sissy dicks are getting quite hard. We have been allowed a period of sissy sexual freedom. For the next 45 or so minutes we are to engage in a sissy orgy to relieve our pent up sexual desire...

One Friday Night Ch. 02

by AndreaJordan on Jun 8, 2020
BDSM

At eleven o'clock on Saturday morning, Laura crossed the hall and knocked on her neighbour's door. She was both excited and terrified. She held a note signed by Brad in one hand, and keys in the other. When she got no reply, she did as the note instructed. She unlocked the door and went inside her neighbour's apartment. Laura was wearing a pale red knee-le...