Mature Spanked Stories

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Infinite Scroll

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,...

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...

Mom Sent Back to School Ch. 05

by StoryTeller07 on Sep 26, 2017
Fetish

Spanked in front of neighbours Rose looked at her eighteen-year-old daughter, Janice, and cringed. Janice was having great fun teasing her step-mother, while the woman had to endure playing the role of schoolgirl. Janice pretended to be the mother, and it was proving to be highly embarrassing for Rose. Embarrassing her step-mother wasn't the only reason J...

Spanking Ann

by AnnGoode on Sep 17, 2017
BDSM

It was a Tuesday evening and Jenny and Kate arrived for a girl's night with Ann. They always tried to meet up once a week. Ann and Jenny had been best friends since their school days. Kate was Jenny's daughter. Jenny had told Ann some time ago how much Kate liked and respected her. "She is always talking about you and how you take so much care in your appea...

Angel's Search for the Perfect Dom Ch. 05

by Sampson Burns on Sep 19, 2017
BDSM

edited by angel love Angel slept like a baby and did not even wake up until 11:30 Sunday morning. She lay in bed for a while extremely contented both as a woman and as a submissive. She let her mind wander over the past night and the wonderful feelings she had experienced. Never in her life had being a submissive been so emotionally and physically satisfyin...

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...

Punished Asian Shoplifter Ch. 07

by asianspankee on Sep 19, 2017
Fetish

I'm in for a big surprise when I return to your office for my 6th punishment session. I find out that I'm not alone, but this time not only will Rick and Tammy and Mrs. Jones be present, but there are also other spankees beside me! I recognize one of them as the same asian boy I saw before as he walked out of your office after a session. There are also two p...