Mature Mistress Stories

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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...

Going Out With Mistress Jessica

by pussylove69 on Sep 17, 2017
BDSM

This is the next day following our first evening with Mistress Jessica. So read “Two Slaves for Mistress Jessica” first. What happened before: I had agreed to meet an online-friend for the first time on her 25th birthday and to please her as a willing sub together with a mature lady. It was quite late when we awoke the next day. Elisabeth and I kissed an...

Caught By A Strict Lady

by pussylove69 on Sep 25, 2017
BDSM

Acting persons: Sandra Blackmore (53); Po Ling (18) Po Ling was on an exchange programme of her school in Hong Kong and had the chance to spend a whole year in Bristol. She was a shy, young girl of 18. She was only 1,65 m in height and her body was all quite tender and slim. Her breasts were firm and round like small plates. They were not very big, but per...

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,...

The Cuckold is Black This Time

by Samuelx on Sep 11, 2017
Transsexuals & Crossdressers

After months of hesitation and much soul-searching, a momentous decision finally got made. The big Black dude burst into Mistress Chocolate's den in downtown Ottawa, Ontario, and told her of his rather unusual request. The six-foot-tall, gorgeous Black Canadian female dominant listened to him, and then agreed to make his most forbidden fantasy come true. It...

Miss Johnstone's Lesbian Sissy Slut

by maturesubmale_for_F on Apr 20, 2020
Transgender & Crossdressers

1. Becoming a lesbian sissy slut I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...

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...

Hollywood Noir Ch. 01

by Sputnik57 on Sep 12, 2017
BDSM

Larry Parker had just put another shift for Candid Films Inc.; as a filmstrip editor for a small-time porno outfit, he had seen his fair share of sleaze, and was bored with the same old scenarios of 'stud meets bimbo by chance and ends up filling her well-used gash with cream'. He yearned for something a little more erotic, and had been peddling his talents...

Kathie Lee Gifford vs. Kelly Ripa

by DickThePimp on Dec 11, 2018
Celebrities & Fan Fiction

It's a fuck parody... It ain't real "Why is this bitch here James? You know I hate her. She took my job and she's a puny little twat." Kathie Lee asks me... upset she's sitting mere feet from her arch enemy. "Puny little twat? Where'd you learn that one grandma?" Kelly... pissed off. "Why would you wanna fuck her anyway? She's a walking STD advertisemen...

Mother Knows Best Ch. 01A

by Sputnik57 on Sep 26, 2017
BDSM

Rex knelt in his schoolboy uniform with semen dripping from his temporarily sated cock. As Sylvia and Martha sat comfortably and smiled in anticipation at the coming show, Sylvia commented on how refreshing it would be to see other women dominate her son-in-law to complete submission; the three mature dominas were delighted to oblige. Rex was now ordered to...