Tail Plug Maid Stories

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Orientation
Length
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Infinite Scroll

The Manse Ch. 03

by myimaginaryfriendme on Sep 13, 2017
Fetish

I woke up on my second full day at the manse with an extreme need to pee. I walked out of my bedroom and down the hall to the bathroom. I was just remembering the open layout of the bathroom, wondering exactly how this was going to work when I walked in. Across the back wall where the shower heads were lined up, I saw a woman lathering herself with soap. It...

Me a Machination

by Thotherum on Sep 2, 2017
Erotic Horror

The first words I heard were the emanations of a woman. The flicker of my thoughts adjusted as did my eyes. This world started upside down. My toes felt the damp cold air and the mud that stuck to them. The rush must have been the blood in my head and the thud in my heart acutely keeping time. She had placed a hand on my knee checking for warmth, perhaps t...

The Halloween Bunny

by Oupa99 on Dec 2, 2019
Exhibitionist & Voyeur

This is basically an erotic love story and of course all characters are over 21. It will definitely not start out as a love story, but it will get there. Please vote often (fives are most welcome) and of course please leave constructive comments. PS -- If you have fantasies, ideas, etc for new stories please let me know, that includes twists on existing sto...

Anal Etiquette Ch. 01: Politics as Usual

by CypherWest on Sep 15, 2017
Group Sex

Ashley and I were married upon her graduation from high school. By that time, I had finished up my degree and had a job as a staffer for a local politician lined up after my internship was done. The conditions for the marriage was simple: Ashley and I were to be married now and when Ashley's younger sister, Annie, graduated High School, we were to be married...

Training

by emma_sub on Sep 14, 2017
BDSM

"Emma I want you to begin your education, your training. I want you to stay with Mistress Louise for a few days. You have things to learn." I looked at the floor. I knew he was right but scared that he didn't think I was good enough. I knew I had to - it was only training. Things I hadn't done, things I could practice, to be better for him. He wanted me to...

Vegas Sissy Wedding

by Sissytilly on Jul 6, 2020
Transgender & Crossdressers

Story: Abbie looked up at the clock as she continued thrusting her hips back and forth. Half past 3. 'That messes Wolfie's plan touched down half an hour ago' she thought excitedly, 'he'll be her soon.' As she continued her thrusting she thought back to the start of her holiday... —6 hours earlier— Abbie had arrived at the hotel in Las Vegas with her fian...

AliExpress and Sissy Downfall Pt. 07

by His_fag_wife on Apr 9, 2018
Transsexuals & Crossdressers

Please for goodness sake don't read this story if extreme use of submissive males by dominant males and dominant females offends you. This is pure fantasy and at the darker end of the spectrum of stories on Literotica, please do not read if this is not your sort of thing. Otherwise I hope you enjoy the spiral of depravity. ***** Charlie was alone in the ro...

A New Life Ch. 01

by Struck21 on Sep 14, 2017
Transsexuals & Crossdressers

My life change the day that I won the lottery. I had lived my life as a loner, with little to no contact with my family. Both my parents passed away when I was long and I was estranged from my only sister. When I won the lottery and it was announced publicity, family found me. I disappeared again taking some time off from a normal life to pursuit some of my...

X.S.X Experiment

by njcaptionlover on Apr 4, 2018
BDSM

All characters are over the age of 18 years old. ***** Hello. My name is Justine, and I'm a 25 year old single male whose fetish curiosity had finally gotten the best of me. My owner granted me permission to recount my story. I started collecting Playboy magazines at an early age. When I had my first computer at the age of 18, the world of porn opened...

Chastity is Seductive

by AlinaX on Sep 12, 2017
Fetish

Mrs Darcy was an imposing woman, beautiful and elegant, but strict and unsmiling. Dark hair and dark eyes. A hint of Irish in her accent at times. I had never met her before, but I recognised her from the TV. She had a recurring role as the vengeful ex-wife of the hero of a long-running period drama. She never smiled there either. She was standing behind me...