Dress Stockings High Heels Wife Stories

270,753 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

From a Husband to a Dutiful Sissy Ch. 03

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Three: My sissy maid lifestyle becomes more set in reality. Morning comes and I carry on my new sissy morning ways, shower, shave, makeup and dress up in my maids dress, this morning a pink satin one over pink pantyhose and pink patent 5 inch spike heel pumps. I dutifully prepare breakfast for my Mistress Helen and get a bowl plain porridge for myse...

Outed By Ebay

by Marcia_Fredricks on Sep 16, 2017
Transsexuals & Crossdressers

I've been an opportunity crossdresser since I was a child. By the term opportunity crossdresser, I mean whenever there was an opportunity to dress in women's clothes, I did. As a child, and later as a teen living in my parent's home, it was difficult. In college, living in a dorm, it was near impossible. The only time of my life when I had free reign was aft...

Surprise, Durprise!

by BethanyJ on Sep 16, 2017
Transsexuals & Crossdressers

1 - Surprising an old friend It only started out about a year ago. Actually, really, it was much longer ago. But two years ago things REALLY got going. It was when Mike, my brother-in-law, asked me to have a look at his computer, the CDR wasn't doing what it should. So one evening when his wife, my wife's very best friend and business partner, was visiting...

Picking up Sis (in-law) Ch. 14

by ninja-mon on Sep 25, 2017
Exhibitionist & Voyeur

The sex has never been better! Since involving my wife in my fun with the rest of her family, our sex life has really gone to the next level. Lori (my wife) still doesn't know everything (like, she doesn't know I fucked her mom!), but she does know a lot. And now, she will do absolutely anything to please me, because it pleases her, too. Recently, she gave...

Tricked Into Pegging And Sucking!

by Everyday2 on Sep 25, 2017
Transsexuals & Crossdressers

It all started about two months ago when my wife and her two girl friends turned the tables on me and the two husbands of her friends. We had been getting together as a group for dinner parties with a theme for a long time. Always it was the guys who decided what the theme for the party was, and we had done football, hockey, pirates, Disney, monsters, etc. Y...

Wanderlust

by 08abbey on Sep 13, 2017
Loving Wives

I know I had some problems with tense. I hope it doesn't ruin the story for you but this is the kind of critique I am hoping for. Enjoy. Encourage me to write more Walking backwards through the party I bumped into her, she was absolutely stunning, instead of frowning she was smiling, she had beautiful blue eyes and without taking my eyes away I was dying...

Picking up Sis(-in-Law) Ch. 12

by ninja-mon on Sep 25, 2017
Exhibitionist & Voyeur

An even dozen chapters. In honor of this, I've decided to give you a real treat! During the last eleven chapters, I've completely avoided saying much about my wife, Lori. After several years of marriage, we've had lots of exciting sexual moments, because she's no slouch in the rack, and she loves sex. Plus, she's always catered to most of my sexual whims. Bu...

Slut: The Cheater Pt. 01

by NeilMc123 on Oct 12, 2017
Exhibitionist & Voyeur

I walked into the trendy nightspot, heading to the far end of the bar, where I could see Suzi and Jim were waiting for me. I'd been friends with these two for over ten years, and would meet up on a regular basis, mainly to lust after and flirt with Suzi. Jim didn't seem to have jealous bone in his body as I flirted openly with his delectable. Suzi was a sh...

Maid to Last

by prettypolly on Sep 15, 2017
Fetish

It was 10.10 am on a Thursday in April. My wife was away at work in the city and wouldn't be home for another 12 hours at least; there was some big take-over bid and lots of paperwork to sort out. She was bringing cases of work papers home at the weekends too for the past two months and I hadn't really had any free time with her for ages. She was a tall, fit...

I Love Basketball!! Ch. 01

by ninja-mon on Sep 2, 2017
Erotic Couplings

My wife Lori is an assistant girls' basketball coach at our local high school, and I frequently go to watch her team's games. One of her girls, Emma, an 18-year old senior, has a mom that is a real knock out. Her name is Trish, and we frequently sit at least near each other for the games. Trish, who's about 38, always comes to the games on her way home from...