Maid Outfit Stories

58,781 results
Orientation
Length
Source
Infinite Scroll

Maid The Wrong Bet...

by Lea1234 on Sep 25, 2017
Transsexuals & Crossdressers

Part 1 Around the end of my last high school year, my curiosity for crossdressing had just emerged, but I didn't explore the fantasies too much as I thought it was just a phase. The following fantasy is something I have dreamed about for years... A friend of mine, Peter, was into the same video games as I was, and we made a bet on who would win the next ga...

Ginger the Living Sex Doll

by njcaptionlover on Sep 16, 2017
Transsexuals & Crossdressers

Growing up I've always felt like I was born the wrong sex. That I should have been a girl rather than a boy. However, living in a traditional family where I was made to suppress these feelings. The majority of my teens were spent trying to be boy and not the girl I wanted to be. After turning 18 years old, I moved out of my parents' house and decided to li...

Hotel Treat Ch. 01

by SinbadD8192 on Sep 15, 2017
Loving Wives

I am sat back in my hotel room, my heart racing as the adrenalin runs through my body while I try and run through what the 'surprise' is in store for me. Earlier that day I was at work when I received a mysterious note in the post telling my that as a special treat one of my dreams was going to come true and that I would have my wife to thank afterwards. I h...

For Their Pleasure Pt. 03

by DanteDidIt on Sep 16, 2017
Transsexuals & Crossdressers

I expected to find Henry when I awoke from the previous night's haze of sex and even more sex. Henry had used me in so many different ways and brought me to climax after climax. He pleased me in more ways than I had ever been able to please a girl when I was Alex. Was I ever meant to please a girl? Or was Alexis always who I was meant to be? The haze started...

Teasing Tuesdays Ch. 02

by ExoMani on Sep 16, 2017
Mature

We had been playing "Teasing Tuesdays" for a month, when Angela stopped by my apartment. "Greg," she asked, "would you please do me a special favor?" "Sure, Angela, anything," I answered without hesitation, "What would you like me to do for you?" "Well, it's Eric's birthday, two weeks from yesterday," she said, "and I was thinking about giving him a set o...

My Birthday Experience Ch. 01

by Whitechocolatier on Sep 19, 2017
Exhibitionist & Voyeur

I have been looking forward to this night for a while, Rich my husband, had been arranging my birthday experience. I knew it was going to be special, he had spent a few weeks organising it and I knew he was getting very excited about the whole thing. We have been married for about a year now and we have a great sex life. In the past few months we have been...

Replaced Ch. 02

by chas19839 on May 23, 2018
Fetish

I wasn't anywhere close to having the house where I wanted it when I heard the crunch of tires on gravel in the driveway. Vince and my family had been gone for over three hours. They must have gone for a walk or maybe shopping after lunch. It was such a strange sight seeing the four of them walking from the car to the house. It felt surreal. I opened the do...

Allyson

by carvohi on Sep 16, 2017
Fetish

Allyson hadn't been this happy in her whole life. She was about to become the brand new wife of Mr. John Bennett, or more appropriately John Bennett Esquire. At twenty-three years old she was an almost newlywed living in a brand new home in new town in the northwest. Allyson was a fresh graduate from a small liberal arts college back east where her hard work...

The Dress Up Party

by Stusion on Sep 13, 2017
Erotic Couplings

This is a short story I wrote in response to some feedback I had got, enjoy! The word got around about a dress up party on the weekend at a girls' house whose parents were away for a few days, the theme wasn't any thing specific but as long as you got dress up you were allowed in. I thought of going as a character on a fighting game I have played and it did...

Naughty When Alone

by BananaAnn on Sep 12, 2017
Anal

'What was her secret?' she wondered as she wandered through the store. Something about pretty pink lace bras and panties and posters of hot Brazilian models made women feel comfortable about purchasing their underclothes. It was a secret. She smirked at the Perfect 10 pouting down at her from above the rack of outfits. Running her fingers down the soft sil...