Sissy Panties Anal Literotica Stories

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Sissy Shopping

by Candour on Sep 25, 2017
BDSM

My first story, finally edited and tidied up. I hope you enjoy it, I enjoyed writing it. --------- You were standing in your local department store in the make up section, looking for foundation. Not too sure what you are doing, and must have looked a little lost as one of the sales girls came up quietly behind you. She was a delightfully pretty 18 year ol...

For Two Dollars More Confession

by Alluring_Crimson_Shifter on Jan 16, 2019
Anal

Ricky looked at his Sarah's panty clad tight ass as she rolled over on her stomach and cocked a knee up in her sleep. Her panties just form fitted her ass crack. Her gorgeous crotch was in perfect form and a few wisps of pubic hair tufted from the edges of her panty bands as a tempting advertisement. There was just a little crease where her pussy crack was a...

My Instructions

by Tess_PartySlut on Sep 14, 2017
Fetish

I often travel away from home for business. I don't mind the traveling but I hate having to be away from the woman I love. But she has helped me feel better about the distance, we still don't like it, but at least there is a little joy during the time apart. You see she is also my loving Mistress, and we have a very adventurous sex life full of experimentati...

On Her Terms Ch. 04: The Party

by econut on Sep 18, 2017
Fetish

Dale was just bending over to pull the laundry out of the dryer when his ass began to vibrate. The sensation caused him to jerk back upright. The vibrating butt plug, operated by remote, was his signal to go find his Mistress. It vibrated quite often throughout the day. His Mistress, Sam, a butch lesbian, had trained Dale to be a sissy slut, and her personal...

Laura Learns Her Husband's Secrets Ch. 02

by lesliejones on Sep 13, 2017
Fetish

I appreciate the feedback from many of you who asked me to resume this story and apologise for the delay in my so doing. My return to this story found me fascinated with the changes occurring in both Jack and Laura. * When Laura had discovered her husband Jack's penchant for surfing the web in search of naughty pictures and stories about women's intimate b...

Dual Use Building Retail Strip

by Alluring_Crimson_Shifter on Dec 24, 2019
Anal

Nancy was recently separated. She had to start a new life and was busy getting an affordable place to stay, and a new job. She stood in front of the mirror getting ready for work. She was a hair stylist, and she loved her silky brunette hair. She looked at the frontal view of her panties and loved how good her pussy looked. "Hello good looking," she said to...

Not the Way I Planned It Ch. 03

by jealouscuck on Sep 25, 2017
Loving Wives

Traci and I had our business and our social life which were both very important to us. Our sexual adventures had taken us to exciting heights. Traci had convinced me that much of our hang-ups come from conditioned responses of our early lives. It was not that we detested society and rules; it was that she believed in reality instead of pretense. Much of her...

The Training of Sissy Paula Ch. 5

by submissive~pet~ on Sep 14, 2017
Fetish

After the fuckings I had gotten from Max my asshole was so stretched, I had to wear diapers all the time. Mistress Carolyn used this to her advantage. She had a few men that liked sissy babies. The men would bring me all sorts of little sissy clothes. Dress me up and have me nurse their cocks as if they were bottles of milk. One day a new man showed up, he w...

Wife in Control Ch. 06

by wifetoy on Sep 25, 2017
Fetish

I will bring you your Magic Wand and Trigasm. And suck on your toes, while you enjoy every spasm. Your humiliated sissy in panties, tights, and stilettos. This is the sixth chapter of my wife's execution of the punishment poem I submitted to her suggesting ways to atone for my inability to control my orgasm. Please read the earlier chapters for the full...

My New Friend Amy Ch. 03

by DRobbie06 on Dec 23, 2019
Fetish

As I drove home that evening I had the replay of the days events running on a loop in my mind. I can't believe I paraded around in panties at lingerie store in front of strange women at the instruction of my new mistress. Hell, I signed a contract to obey her no matter what she says! Then I begged to jack off in front of her. I'm even a panty wearing sissy n...