Chastity Cross Dressing Stories

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Infinite Scroll

How She Met the Mother

by TheBigLove126 on Sep 12, 2017
Celebrities & Fan Fiction

"Isn't she adorable," the young blonde stagehand whispered to Cobie Smulders, pointing out the short brunette reading her script. They were a few minutes away from filming the last scene of 'How I Met Your Mother' for that day. "What...I mean yeah she is," Cobie responded as she stared at the woman. "Who is she, one of Ted's flavors of the month for next se...

Of Lords and Ladies Ch. 04

by peachesmelba on Sep 18, 2017
BDSM

Picking the girl up and cuddling her next to him he let her cling to him and sob as the first spate of tears passed. Holding her next to his skin and murmuring soft encouragement to her she finally subsided to hiccuping gasps while he gently wiped the tears from her face. Kissing the tip of her reddened nose he asked, "What's wrong Kitten?" although he suspe...

Jim & His Sister-In-Law Day 2

by BlackHat on Sep 11, 2017
Erotic Couplings

Continued from Jim and His Sister-In-Law-Day 1 Preface: Monday my sister-in-law, Bea, and I saw Sally, my wife, and Jack, Sally's brother/Bea's husband, off at the local airport. Sally was to help Jack with a big business opportunity. They would be gone until Friday and Sally's instructions to Bea were for her to take good care of me! For the rest of the d...

Royal Theater Presents... Ch. 02

by twohadows on Feb 7, 2018
BDSM

Lights Out I finish adjusting my garters – tighter because my skirt is admittedly a bit short at half way down my thighs – and with one look in the mirror I am out the door. My heels click on the concrete as I make my way to the car. Today is for shopping and I am treating myself by going to a posh clothier's district; a sort of mini Rodeo Drive that isn't...

Ronda Rousey vs. Danica Patrick

by DickThePimp on Nov 20, 2018
Celebrities & Fan Fiction

This is a sleazy fuck parody... It ain't real Hollywood, CA. 1:30 pm A Photography Studio I had rented out a very expensive studio to do a photoshoot... or so I thought... that would make a lot of noise... and make me a lot of money. It was a double photoshoot between two of the biggest name women in sports... former UFC and current WWE Women's Champion Ro...

Addicted to Attention Ch. 09

by Barbara on Sep 14, 2017
Exhibitionist & Voyeur

Kent had refurbished the entire room since they had bought the bungalow. Rick and Kent were standing near the far wall, wearing tight leather trousers and open shirts, with medallions hanging over their chests. Margaret was seated on the floor at Kent's feet, naked like Monique and also displaying breast and genital jewellery. I recovered my wits and I nervo...

An Evening of Art

by nakedjohn on Sep 17, 2017
Exhibitionist & Voyeur

The origins of this story go back to my college days. If I needed some extra cash back then, a pretty quick way to get it was to model nude for the Figure Drawing classes on campus. I was in pretty good shape from playing on the hockey team, I was not at all ashamed of my naked body, and the pay was pretty darn good for a couple of hours of work. Plus, the A...

2161 Virtual Reality Slut Pt. 02

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

As my eyes slowly opened, I was surprised to see that I was no longer lying in bed with my two lovers. Instead, I was sitting in front of a large well-lit mirror. If I could trust my reflection, I was a buxom redhead, with pale skin dotted by freckles, and zero tats. The diminutive goth girl was gone. It took me a moment to adjust to this new body. Naturall...

The John and Susan Sex Diaries Ch. 01

by Lancalot on Sep 16, 2017
Romance

There was a knock at the front door; I moved to open it knowing full well who it would be. I opened up and there she stood, my Susan; five foot, four inches of prettiness, large breasts and more than one person's fair share of pure, unadulterated sexuality. Why she fancied me is one of life's mysteries, but I wasn't about to complain. I had dressed exactly a...

Growing Up Ch. 01

by Jack1107 on May 30, 2018
Mature

Bob was on the last days of his Easter holidays. His final term at University would start on Tuesday of the following week. He had done a lot of revision work during the holidays and was confident that all his hard work would be fruitful. He was missing Kate; she was one of his lecturers, he had been having an affair with her for the last two years. She was...