Milf Mistress Stories

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Orientation
Length
Source
Infinite Scroll

Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Dark Elf's Shirohebi Slave

by EstebanMamono on Sep 16, 2017
NonHuman

Intro: A story of my setting called Dunia, shamelessly stealing the name of Lescatie and geography of our world. After Megiddo, year 21 "Now, where to find a research paper interesting enough to tickle the fancy of my yokai students..." Quiet thumps of hooves echoed on the corridor where a Hakutaku teacher, a woman of great beauty, A graceful humanoid fac...

The Gentle Master

by Sedonia Guillone on Sep 19, 2017
Sci-Fi & Fantasy

Kingdom of Pierra, 3,548th year of Galen, Planet Adamah of the Weiran Solar System CHAPTER ONE Ariana slipped into the queen's chambers just after midnight. The guards on either side of the ornately-carved wooden doors stood to let her through. They did not ask her to announce herself, for Ariana was Queen Maya's favorite slave, and was allowed to come and...

The Cabin Ch. 10

by Katiekatsman on Sep 25, 2017
Fetish

A week ago these four couples had never met. Now, after a morning and afternoon of preparation and shopping to prepare, the party commences. It's a time of celebration; a time to commemorate the beginning of a new way and a new life for six of the eight. I wonder if it's the beginning of a new life for all eight of them? I guess you will have to read to find...

A Learning Experience Ch. 10

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

--- Changes. Less than a year of time has flown by... and yet it seemed to stream back a millennium. How exactly do you describe such changes as those I had experienced? The answer of course, is you can't... to my gentle readers, who have been pulled along by my words, thank you for sharing what I learned, what I felt... what I lived. But I had changed... an...

Next Generation Christian Kingdom Ch. 04

by perl10 on Sep 17, 2017
BDSM

This is a story of an alternate reality where there is a branch of Christianity that has rejected the dogma normally associated with sex. Posted 23 Oct 07 -- Revised June 09 Chapter 4: What Are Words For "That was quite an experience last night, wasn't it?" asked Laura. Marcia had just woken up, and looked over at Laura. Laura was sitting at the vanity...

Jenny's Submission

by Dragonia on Sep 12, 2017
Fetish

Jenny had only known Bill about a month and she felt great, it was going well, and after a string of failed romances and wastes of space she had been out with before it was nice to meet Bill. Bill was a mechanic; he did mainly restoration work on older cars. He would spend all day under the bonnet of a car if only Jenny would let him. They had a sex life,...

Acquiring the Taste Ch. 02

by Steven_Jewell on Sep 17, 2017
BDSM

Chapter the Second, in which Steve and Miriam go on their first date, and a very special item is added to Veronica's wardrobe. * The letter was handwritten on stationery, the heading of which read, "From the desk of Carlton Gardiner, Jr." It was framed, and it hung on the wall at the end of the hallway, underneath a picture of the man himself. It was the f...

Sweet Gwendoline Ch. 15

by Schlank on Aug 21, 2018
BDSM

Lyndsay's enthusiasm for becoming my mistress seemed to grow more with each passing day. She threw herself into getting approved as a member of the Vineyard, and then began planning her first visit there with me as her lesbian sex-slave. Since I now had a bodyguard who followed me everywhere, Lyndsay told me we needed to prepare her for my field trips to th...

A Look Into My Mind: Uncle Sissyboy

by rickiee_2002 on Sep 25, 2017
Fetish

The telephone was ringing and the voice on the other end was my sister-in-law, Arlene. She asked me, in her usual cold manner, if she could speak to my wife. "Hi Rich, can I please talk to Debbie". There was something about her that I could never really stand, but she was my wife's sister, so I always kept a smile on my face when I was around her. "Arlene, c...