Mature Women Spanked And Punished 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...

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...

Disciplining Mom Ch. 03

by lesliejones on Sep 19, 2017
Fetish

Karen found herself increasingly annoyed at the undercurrent of resistance that her mother, Marian, appeared to show to the little lady's dominance over Marian that arose from the mother's need for shelter and support. Karen's good friend Emily had put Karen in charge of Emily's own older sisters, Leslie and Linda, largely because Emily savored the feelings...

Spank Me Again, I've Been Very Bad

by SusanJillParker on Sep 19, 2017
Anal

After a dozen years, a retired teacher gives his student the spanking she deserves. Barely 18-years-old and in the way of so many women my age, for as long as I can remember, I had a crush on my teacher, Mr. Martin. Actually, it was more than a normal crush. It was a sexual fantasy, even an anal fetish of sort. It all started when he spanked my ass with his...

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...

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...

Punished by Parents-in-Law Ch. 05

by Alfamann on Sep 26, 2017
Fetish

My Parents in Law thought it would be good therapy for me if I put pen to paper and recount some more of the humiliation and punishment I have received at their hands. Good for the soul, they said. As if I need to write it down. The images are firmly embedded in my memory bank. And probably on my backside as well. Well, let me continue. Firstly, my darling...

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...

Older Girls Need Spankings Too

by smazylarchen on Sep 12, 2017
Mature

Hello" I'm Gale, Tom's wife. Oh, was I just spanked hard and disciplined. I cried. And I really hurt. I've written because we're in a dfferent state of affairs and need advice. We're a couple in our 60's and my husband is ill. I've known that he's always wanted to spank me, but I never wanted it. The few smacks I ever received hurt, so we never engaged in it...