Mature Women Spanked Stories

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Sissy Lesbian Rita Meets Lisa

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my two already published stories: 'Miss Johnstone's Lesbian Sissy Slut' and 'Further Training as Sissy Lesbian'. I sincerely recommend reading these stories first as it provides background for this one. My stories have been well received and I would like to thank you all for the positive response! Enjoy and please ta...

White Women are Goddesses Ch. 07

by Samuelx on Sep 16, 2017
Interracial Love

The name is Eden White. I'm a six-foot-two, red-haired and green-eyed, kind of chubby and big-bottomed white chick living in the city of Boston, Massachusetts. I'm a BDSM fanatic. There, I said it. Currently, I'm in therapy. I'm sitting in the office of Dr. Carol Brown, a tall, regal black woman in her early forties. She's simply beautiful. A graduate of Spe...

Further Training as Sissy Lesbian

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my story 'Miss Johnstone's Lesbian Sissy Slut' and I sincerely recommend reading that story first as it provides background for this one. Enjoy and please take time to give me some feedback! Theo 3. Intermission: Further training Following the loss of my sissy virginity just after I had turned eighteen years old,...

Plantation Porn

by Samuelx on Sep 12, 2017
Group Sex

Right now, I'm having the time of my life. What am I doing? Introducing a strong, mature Black woman named Mathilda Jean to the joys of Race Play and Interracial Lesbian BDSM. It's what she wants, deep down. That's why I've got her on all fours, face down and ass up, as I spank her big Black ass. My name is Joy O'Shea and this here is my story. I'm a five-fo...

White Mistress For Black Sluts

by Samuelx on Sep 1, 2017
Group Sex

My name is Madeline Jean-Christophe Bradshaw. I'm a plump White chick in her early fifties living in the city of Nepean, Province of Ontario. I stand five feet eleven inches tall, kind of curvy, with short blonde hair and pale green eyes. I worked as a Professor of Economics at the University of Ottawa for two decades and recently retired. My conservative hu...

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...

Fun in the Pool Ch. 02

by buttcheeks777 on Sep 18, 2017
Mature

This is a story that involves some forced sex, group sex, dirty sex, and also anal sex with mature women. If you're not interested in that please don't read it and then leave negative feedback. If you are interested, please leave me a message, I'd love to hear your naughty thoughts. It's also not meant to be a great piece of literary prose. It's meant as a f...

Mrs. Miller Pt. 02

by EmilyJames51 on Jan 13, 2020
Mature

There is no underage sex or violence in this story. ***** That night both my husband and I were very happy but tired. We talked for a little while about the day's exciting events at Brian's house. I was pleased that Bruce was so cheerful. I loved him very much and it was clear to me that he enjoyed being my little Messenger Boy and doing what he was told b...

My Standard of Beauty: Black Chick

by Samuelx on Sep 13, 2017
Anal

I love fucking mature Black women in the ass. I say this with pride and love because I am a Black man who loves Black women. Timothy Saint Hillaire is the name. I'm a big and tall Black man of Haitian descent living in the city of Nepean, Province of Ontario. I'm twenty four years old, currently studying business administration at Algonquin College. And in t...

Happy Presidents Day Ch. 02

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

My name is Myra Jan Brown. My friends call me M. J. Who in hell am I? A fifty-something Black woman living in the Washington D.C. area. A graduate of the United States Military Academy at West Point and a former member of Special Ops. These days, I'm part of the Surveillance and Securities Department at the White House. The White House is party central these...