Crossdressing In Pantyhose Stories

668 results
Orientation
Length
Category
Source
Infinite Scroll

Stacy and Matt

by mattpantyhose on Jan 28, 2020
Fetish

Matt's bliss ended almost as soon as it had begun. The girl he had met and who not only was pretty and smart, but also enjoyed his crossdressing decided that career was her priority after merely few weeks of their relationship; the two broke up as she moved to a different distant city. Matt still had a good job, amazing boss and sympathetic co-workers, but d...

Michele and Buster: A Tranny Tale

by MicheleNylons on Sep 14, 2017
Illustrated

This is the continuation of my True Stories series, where I tell my readers about my real life adventures as a part time transvestite. In this instalment I will tell you about Buster, an admirer with whom I have I met up with a number of occasions. I warn you now that the story contains graphic sex, use of alcohol, mild bondage, use of recreational drugs and...

Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Just Do What The Nice Man Says Honey

by Michele Nylons on Apr 22, 2025

Julie Cashmore followed her gentleman caller downstairs and escorted him to the front door. She opened the door and looked both ways up and down Clifton Road and seeing that the street was deserted she nodded to her gentleman caller who bustled past her most ungraciously and quickly strode away. He did not want to be seen leaving 32 Clifton Road; none of her...

Sacrifice

by Michele Nylons on Apr 29, 2025

Wendy McLennan looked at herself in the mirror and was happy with what she saw. Looking back at her was an attractive young woman wearing a black microfiber longsleeved minidress, sheer black pantyhose and four-inch black high heels. She had a pointed witch’s hat on her head and was holding a straw broom. Her makeup was dramatic: blood-red lipstick, heavy bl...

Pretty Chris-tine Ch. 03

by jealouscuck on Sep 26, 2017
Fetish

After I had learned to openly share all my fears and inhibitions with my wife, Sharon, we really began to enjoy our sex life even more. In the last chapter, I told about how she encouraged me to dress up "pretty" for her. This was not our entire role playing event, but rather a very titillating one we both enjoyed. And now, I totally enjoyed our evenings and...

Freaky Fuckday

by GayTripper on Sep 18, 2017
Sci-Fi & Fantasy

This is a bodyswap story with a twist. The erotica in this tale focuses exclusively on straight sex (a rarity for my works, I know) though there are homosexual elements to the story because of how the plot develops. If you're looking for an instant erotica fix, this probably isn't the story for you but I guarantee it pays off eventually. This is my first ent...

Marriage Transformation Ch. 09

by jealouscuck on Feb 6, 2018
Fetish

Once Elizabeth had experienced Dan's big cock, Chris watched for any apparent changes in her attitude toward him. A few nights after the big event, Elizabeth came out of the bedroom dressed exactly as she had been for Dan. Chris looked at her and wondered what was about to happen. She approached him and began kissing him. She took his pants down and sucked...

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

Isabella's Reversion Pt. 04

by silverbackteddy on Sep 11, 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...