Males Wearing Lingerie Stories

186,273 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Was He Becoming A Cross Dresser Ch. 02

by Alpha2Bravo on Sep 15, 2017
Transsexuals & Crossdressers

Chapter 2 I COULDN'T RESIST I was retired and that's how I ended up cleaning house and running errands for the family, I didn't mind, I didn't have to get up too early to go to work! I still was a part time contract recruiter for the company I had worked for 22 years and was expecting a big bonus for two 2 recruits very shortly and decided I was going to s...

Patti Cake Ch. 05

by betamale08 on Jul 16, 2019
Transgender & Crossdressers

After hanging up... My mind was a complete jumble of mixed up thoughts, all twisted and turned like the thick vines in a rainforest, each going somewhere -but where I had no clue and nor did I know how to untangle any of it. Where was all of this going? That was the question I had... I was a bit panicked now so, in doing what any 37yr old guy would do...I...

A Hard Day's Work Ch. 01

by EDI2222 on Sep 1, 2017
Group Sex

It had been a long day at work and I was tired. I dragged into my apartment, briefcase in hand, ready to just shower and sleep. But I knew something more was waiting for me. Or more to the point a few someones. I can't really explain my affinities for certain people and certain fantasies but they truly intrigue me. As I was saying, I walked into my apartment...

Nicole Desired Ch. 01

by NicoleAlldredge on Sep 13, 2017
Transsexuals & Crossdressers

Helen and her two daughters enjoyed themselves as the private lingerie fashion show introduced them to the latest fashions. Helen had always shopped at Lydia's lingerie as there was no better place to find exquisitely sexy lingerie. At the end of the show the women handed the head clerk the order sheets they had filled out. The orders were retrieved by the...

Total Woman Journal 06

by bhuff on Sep 15, 2017
Novels and Novellas

The remaining weeks sped by, filled with advanced exercises for the residents. The girls were inventive as they individually, or in covert teams, staged enticing setups for Ned to act out his immediate impulses. Ned was tantalized constantly by everyday activities that were duplicitous sexual provocations. Real or role playing activities mimicked such scenes...

Pokeslut

by AzorAhai on Apr 6, 2019
Fantasy

Introduction to Pokeslut: Pokeslut is an alternate universe to the Pokemon games we all know and love but with a twist, the women in this Pokemon universe are not seen as equals to their male counter parts and often if a female trainer loses in battle they must pay the trainer in either sex or cash. It varies from person to person, some guys will just let yo...

Open in Reader

Summer with C Ch. 21

by morefunnaked on Sep 16, 2017
Group Sex

We cooled it off for most of the following week, getting to the beach each day at lunch for an hour or so, but otherwise it was rather uneventful. On Friday I gave C a sheer white g-string to wear and it was quite the sight as she walked along the lakeshore. Even from a few feet away it was quite clear that she was sporting a bald beaver and her slit was fai...

Sissy Shopping with Princess T

by Subboi23 on Apr 1, 2020
Fetish

I excitedly pull my tight red lacy panties up over my small, limp penis. They feel so nice. Tight, but soft, containing the perfect amount of room to hold my little package. My penis does not attempt to get hard despite the pleasure, if anything it seems to shrink a bit in order to fit more comfortably. This was my first time seeing Princess T without her in...

Just a Few Pics

by chas962 on Sep 12, 2017
Loving Wives

Chapter One - While It's Not Too Late My wife (Elizabeth) and I had married young and were relatively inexperienced. As the years unfurled we discovered the wonder of sex with a truly loving partner and our union gave us two wonderful healthy children. As middle age approached I began to experience physical problems which began to make lovemaking a frustra...

Le Sexe Superieur Ch. 08

by ValoryG on Apr 17, 2018
Transsexuals & Crossdressers

Walking into an active convention center is a whole new experience; it's my first time. Crowds of unfamiliar faces. People looking so busy and occupied. Reminds me of a political convention where business and socializing mix. I tail Peyton, all the time locked into my tight bra, thong and high heels. Every movement reminds me I'm wearing them. Peyton has me...