Mature Mistress Stories

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Orientation
Length
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Infinite Scroll

Livin' with Kathie Lee and Kelly

by DickThePimp on Dec 18, 2018
Celebrities & Fan Fiction

This is a parody This is my follow up to the Kathie Lee Gifford vs. Kelly Ripa story It's been a very fun few months since Kelly Ripa and I moved in with Kathie Lee Gifford. Both women are gorgeous... both are good cooks... both are sweet and treat me great... and both are awesome fucks. It's been sex-o-rama uncensored, every day, since we all moved in tog...

A sissy visits the Headmistress

by maturesubmale_for_F on May 12, 2020
Transgender & Crossdressers

1. Miss Stern delivers both punishment and pleasure I knocked timidly on the heavy door and heard Miss Stern's voice from within, commanding me to enter. I slowly opened the door and walked into the presence of my Headmistress. She was in her mid-fifties and sat behind her massive oaken desk as I came in, studying a heavy file. I stood still just inside the...

The Mistress of Holt House Ch. 09

by Sputnik57 on Sep 12, 2017
BDSM

True to form, when Stainforth was revived in his new surroundings, he was as cocky as when he had passed out. Ruth was had partly manufactured this as it suited her. She would get great pleasure from breaking him. He was at first made to think that this was still some choreographed game. The women had also drugged him to maintain an air of non-anxiety within...

Mature Bliss Ch. 03

by MarcusWoolf on Sep 14, 2017
Fetish

My family had planned to be at the beach all day, but on my way to lunch I saw them in the lobby. My mother and my stepfather were clearly arguing, talking through clenched teeth in order not to scare the children or make a public scene, but my small stepsisters looked pretty sad and miserable all the same, and I think my mother had been crying, for her eyes...

Ella's House of The Way Forward Ch. 03

by Sputnik57 on Sep 18, 2017
BDSM

Will was in a strange trance-like state as he was led from the assessment room; he was told to put his trousers and shirt back on, he did so; he was told to go with the lady outside who had been summoned by bell-pull, he did so; he was told to strip again whilst overseen by three stern women in the bath-house, he did so. Will had not been imprisoned, but fel...

At Her Disposal Ch. 07

by Sputnik57 on Sep 17, 2017
BDSM

Fiona Brown slipped a finger through the slick wetness of her cunt, as her masked pet was choked back on the leash as he masturbated on his knees. She stood in regal triumph in the comfort of her room at the Palace, the East End publication presented to her by the astute women slavers, open at the picture which confirmed the extent of her dominance so graphi...

The Royal Succession

by crunchyspag on Jun 26, 2017
Erotic Couplings

The greatest upset in your short life has happened. Your older brother, chosen to be the heir, has perished. Shortly thereafter, your father, the king, died of grief. You have now been hastily removed from your church education, the traditional upbringing for the second son in your kingdom. One long and bumpy carriage ride later, you arrived at the castle wh...

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Infernal Stud

by QuillandInk on Jul 3, 2019
NonHuman

Author notes: Have you ever had a dream where you were summoned to another plane to impregnate another man's wife? There's next to no plot in this story, I literally just expanded and filled in more details on a weird dream I had. So, I would recommend suspending your disbelief to fully enjoy this story. As always, your feedback and thoughts are welcome;...

Lucky Jack Learns to Obey Ch. 06

by Sputnik57 on Sep 17, 2017
BDSM

The women took great pleasure in treating him like a small child as they stood around him, their full mature bodies displayed and their excited nipples brushing against his flesh as they all padded him dry. They smiled as his cock stood erect while his balls were towelled dry; each mothering him methodically and purposefully, bringing him down to the require...

A New Life - Month 01 Pt. 01

by subtlelee on Sep 18, 2018
BDSM

In the confines of my cage, i lost even more track of time than i did at home ... and yes, it did strike me that i had already come to think of Mistress's house as my home. There were no clocks; the lights were raised or lowered without warning, but never too bright or completely dark; i was fed at what appeared regular intervals (the food was bland, nearly...