Sissy Tim Stories

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The Training of Sissy Paula Ch. 2

by submissive~pet~ on Sep 14, 2017
Fetish

Mistress carolyn patted me on the head and said i did good. Then she sent me home. The chastity belt still on me, and the cucumber still in my bottom. I logged on line yet no e-mails from Mistress carolyn. It was 4 days before she sent me another e-mail. Hello my pet i bet you thought i had forgot about you. i replied with a yes Mistress i was be...

Casey's Submissive Journey Pt. 01

by corduroysissy on Dec 14, 2017
BDSM

Karen walked into the bedroom and Casey thought he would have a heart attack. He was reading a book in the corner chair and looked up at his lovely wife. She was wearing a pair of dark red, mid-wale corduroy jeans. Casey had a corduroy fetish, corduroy turned him on a lot. He'd purchased many pairs of corduroys for her over the years and she knew the red o...

Sissy: That Time of Year Again

by caprine on Sep 14, 2017
Erotic Couplings

[This is a work of fiction. The story is an unadulterated and unabashed attempt to tickle male fantasies and perhaps some female fantasies as well. As such, the story may or may not totally conform to reality. All locations, events, and characters are entirely fictitious and any resemblance to actual persons, living or dead, is purely coincidental.] *****...

Sissy Boy Secretary Ch. 06

by Hotenuf4u on Sep 19, 2017
Fetish

When we got to the car Elaine said, "This won't do, you are missing something Sissy Boy. Kneel down here," as she pointed to a place just behind her car. I immediately knelt down, hoping no one would see. "Lisa my little Slut, remove your stockings and garter belt," it wasn't a question. As Lisa was getting done removing the items, smiling at Elaine as she...

Sissy Cuckold Husband

by bisissystephenie on Sep 16, 2017
Fetish

If you don't like sissy, cuckold, bisexual men stories, then please don't read it only to complain. You look stupid! ***** Like many husbands, I've wanted to see my wife fuck other men. I like the idea of being a cuckold. I had thought my wife Pam had been fucking a man but I had never seen it. One afternoon a friend of ours came over while my wife was at...

Sissy

by TxRad on Sep 14, 2017
Mature

I came in from work about noon on Friday. I had been gone for a little over two weeks. Pulling in the driveway, I noticed that my daughter's car was gone but her best friend's car was parked in front of the boat on the far side of the carport. You talk about a pair to draw to; those two were it. My daughter is tall, dark, and slender, Sissy is even taller, b...

The Training of Sissy Paula Ch. 6

by submissive~pet~ on Sep 14, 2017
Fetish

My Mistress goes to a lot of trouble to fix my nails, hair, and makeup. Once she is done she tells me to follow her. I follow her to the car as instructed. Paula take off the panties. Yes Mistress Candy. Now for a very special long trip Paula. Where are we going Mistress Candy? You will see in about 3 hours sissy. O.K. Mistress Candy. Now I want that assh...

Uurf Ch. 02

by Beatnic_jazzman on Sep 16, 2017
Sci-Fi & Fantasy

Sissy returned with great fuss, from the moment the carriage was heard there were calls for servants to carry the purchases in. Three armfuls were brought, passing me in the hall, before Sissy appeared arm in arm with Macteth. Her dress showed more of her than any but I had seen, she had a tight frilly top that ended just below her breasts throwing them up...

Halloween Pool Party Pt. 07

by sissymissyct on Sep 14, 2017
Fetish

I was allowed to sleep in late the next morning. Probably so there was time to get the medical room set up for the day's events. When Annie came in to get me up it was past noon. I was allowed a couple sips of water but that was all. My nipples and crotch were sore and that was to be expected. I couldn't see my sissy clit pulled back snugly and permanently b...

Another Submissive Slut - Ms Shawna

by Stillherer on Sep 19, 2017
Fetish

Ms Shawna had rung. I had been summoned. As expected I was dressed as ordered and waiting nervously in front of the building when her taxi arrived, late. Ms Shawna was excessively infusive in greeting me as I climbed awkwardly into the back of the cab with her. The driver was a leering foreigner, with a manic smile who was far more interested in sneaking a l...