Sissy Panties Caption Stories

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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:...

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...

Internet Meeting

by Stillherer on Sep 16, 2017
Fetish

We met on the net. How modern. He was shy and nervous, very much like I was though if anything even more cautious. Being a closet cross dresser with a life outside my apartment door my main aim was discretion and major fear -- discovery. Charles appeared to be perfect for my yearning to fulfill my fantasies and spice up my solo adventures. We chatted online...

Hotel Mix-up

by Woulditkillyou on Sep 13, 2017
Loving Wives

This story deals with Cuckolding, sissy, and impregnation. Please do not continue if any of these subjects offend you. This is a work of fiction, meant to be enjoyed. Please click back if this does not suit your style. In a fantasy, there are no STD's, and pregnancies become nothing once you stop reading. Sorry it is so long. I get carried away with the deta...

The Intern Ch. 02

by FrostShard on Sep 14, 2017
BDSM

I didn't see Mengxia again for the rest of the day. That didn't mean she wasn't on my mind though. In fact, I thought of little else all day, and found it really hard to work. Towards the evening, I received a Snapchat from her captioned "Missing me?" showing a low selfie of her face, her full lips and the top of her cleavage. It got worse a few seconds lat...

Exploring My Fetish

by fetishguy81 on Jan 7, 2018
Anal

Note: This story plays off of my previous 2, taking place after both of them. You won't miss too much but you can get more of the backstory by reading my other 2 stories first. ***** I developed to rather uncommon fetish's in pretty uncommon ways through out my life. My first was a fetish around salon capes and haircuts in general. When I was younger I dre...

Pretty Chris-tine Ch. 02

by jealouscuck on Sep 26, 2017
Fetish

My wife, Sharon, and I were lifelong friends. We eventually began dating and then got married. The idea that eventually shaped part of our sex life was her grandmother remarking that I was too "pretty" to be a boy. She thought that my complexion and clean looking face was attractive. One time as a lark, Sharon asked me to let her put makeup on me. I initiall...

Lilly

by CumSlurpingCuckold on Sep 16, 2017
Loving Wives

My name is Louis. I'm White and I love my Vietnamese wife so much, but Lilly calls me "Daisy Lou, a Dick-sucker" nowadays, and she's 8 months pregnant from a Nigger-man named Jerome. She keeps me in her panties; it makes me feel good, feminine and servile. Since she doesn't wear panties anymore, now that she's a Nigger-loving wife, she told me I should wear...

A Deal Offered

by LockedSissySubmissive on Sep 25, 2017
Fetish

I was sitting in the kitchen drinking coffee wearing my dressing gown when Emma left for work. We'd had a pleasant morning chatting about the various inconsequential matters that married people chat about but she had to leave for a meeting and looked fabulous in a smart dress suit and jacket. Even after almost two years of marriage I was still totally smitte...

My Friday Night: Switch

by honey28 on Sep 5, 2017
Fetish

Driving home on Sunday night, my phone rang when I was stopped at the light waiting to turn onto my street. Seeing Nick's name, I put him on speaker phone. Before I could say anything, he very loudly declared, "I want to lick your pussy." Hearing that deep, sexy voice usually makes me melt, but I had to giggle. Note to self: never answer his call on speakerp...