Submissive Mature Woman Stories

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Sir’s Open Letter

by SirCarl on Sep 16, 2017
Letters & Transcripts

Girl I am interested in talking with you. I have been looking for a live-in female slave who is looking for, needs, and wants a strong Dom/Master, who is a disciplinarian that can and will put you in your proper place while giving you that wonderful feeling of being surrounded by your Master's loving, caring, and protective arms. If you have recognized your...

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...

Toilet Slave Pt. 01

by TaleTeller4035 on Sep 26, 2017
BDSM

My ad had run for over a month with no response. I had almost given up when I received an email from the site telling me I had a message. I clicked like a madman to reach the site and read the message. Look, I'm a submissive male. I've known this for many years, but all I've done is wank to pics and vids of S&M scenes. I finally had the guts to seek out a d...

Ella's House of The Way Forward Ch. 09

by Sputnik57 on Sep 18, 2017
BDSM

Gray's morning before visiting the drapery shop began with his further just reduction at the hands of his betters; he was led from the bed on his leash by Hope; his cock rising immediately at the silence of her stern authority, and then fully erecting as he was taken to her toilet. His balls tingled with submissive anticipation as she sat on the toilet pedes...

Eradicating Knotweed Ch. 04

by Sputnik57 on Sep 17, 2017
BDSM

Her sense of mischief and dominance rankled with a feeling she could not quite control as Miss Hunter led her prize by his shiny new collar and white leash on to her bedroom. She was eager and he had a job maintaining any sort of dignity on all fours as she led him like a lamb to the slaughter. Though he had pleased her well a short time ago, she was very mo...

Angel's Search for the Perfect Dom Ch. 01

by Sampson Burns on Sep 19, 2017
BDSM

Chapter 1-The Search Over the past several weeks one of Literotica's volunteer editors has assisted me in editing several stories written by this novice writer. In gratitude I wanted to do something for her in return. So with her permission I wrote a story with her in mind. This story is 6 chapters long and is dedicated to a very special person, angel love....

Linda, The Babysitter Ch. 06

by Cram213 on Sep 26, 2017
Mature

The following morning, I knew that it was going to be our last day alone together and that I needed to take full advantage of it. Whatever we did today may have to last me for a while. As I walked downstairs from my bedroom, I heard some noises coming from the TV room. Puzzled, I cracked the door open and poked my head in to see who was up there. As my eyes...

Two Slaves For Mistress Jessica

by pussylove69 on Sep 19, 2017
BDSM

I had met Jessica on the Internet. She had been reading my stories and sent some feedback. We loved or mail exchanges and became somehow friends, exchanged pictures. She also told me that she had another friend too. It was a married woman of 52. They exchanged some dirty mails, had phone sex and had even met once so far for a hot night. For her 25th birthday...

The Mature Lady

by TonyMA70 on Mar 27, 2018
Mature

It was Friday afternoon at 5 PM time to leave A2Z Toy Works business office for the weekend. Loretta Greene the 59 year old widow shut down her computer, while she thought of the weekend and the minimal activities she could engage in. Her two sons were grown and they lived about 3 hours from her one in NYC and the other in Boston. Her sons were 31 and 28 yea...

Truth Is Stranger Than Fiction

by CindyUSA on Sep 15, 2017
Transsexuals & Crossdressers

This story has sexual content. If you are not over 18 then do not read. The names in the story has be changed to protect the real people who have been mention. The story is real. The truth is stranger than fiction. I am 58 year married white guy dressed in the standard dress for a crossdresser. You know black thigh high fishnet stockings with black suspen...