Mature Woman Stories

226,474 results
Orientation
Length
Source
Infinite Scroll

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...

Mature Women

by Wes99 on Sep 13, 2017
Humor & Satire

I know that I'm not a young man anymore but I don't consider myself as old. I prefer to think of myself as experienced. Those experiences have given me many things to reflect on and there is one subject in particular that always has the effect of making my dick harder than two-week-old road-kill. It's the subject of the sexuality of women…no, not just any wo...

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,...

Cougar on the Prowl

by TitfightAugur on Jan 6, 2018
Fetish

*** Patricia stretched lazily, gazing at her latest conquest as the young, muscular guy continued to sleep off his exhaustion. He'd certainly earned a bit of rest after his hard work the previous night, having managed not one or two or even three, but full four rounds or hot, steamy sex. Which, incidentally, was the reason why Patricia always went after you...

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...

Mum's Girlfriend Ch. 01

by Jack1107 on Jul 6, 2020
Mature

Jack had just started his Summer holidays from University, in September he would start his final year. He would have to study during his holidays, but he would also help mum around the house. He had the grass to cut and keep the garden tidy. Jack lived with his widowed mum; his dad had died three years ago, mum was an Accountant, she worked in a bank, she wa...

Marty's Quest Ch. 01

by sin2win500 on Sep 14, 2017
Mature

For Marty, being nineteen meant two things for his summer; He'd be bored and he'd be lonely. Most of Marty's friends were still away, finishing off their respective freshman years. Some of them would even be spending their summers in other cities, getting apartments and working summer jobs in their college towns. Not Marty, he'd been home for a week and was...

First Time Posing Pt. 02

by TonyMA70 on Dec 11, 2018
Mature

Submitting the photos It was Monday morning before the Carter family knew it. Sunday was one of the best days the family has had. Charlene had this feeling of well being that she hasn't had in a long time. She feels closer to her husband and son than she has in a long time also. She was making breakfast for her husband and humming a happy tune when he came...

Black Women Crave White Cock

by Samuelx on Sep 12, 2017
Interracial Love

Sex is a powerful force, folks. Never underestimate what it can make you do. My name is Martine Saint-Pierre. A big and tall Black woman of Haitian descent living in the City of Ottawa, Province of Ontario. I have a secret to confess, folks. I am that not so rare mature Black woman who has a perpetual craving for White cocks. Make that young White men's cock...

The Minister's Wife Ch. 01

by Jack1107 on Apr 17, 2019
Mature

It was three in the afternoon when the doorbell of Jack's Penthouse rang, Jack was an investor that covered all the markets, he was very good at it and was making millions every year from it. He had a big deal this morning which had netted him just over a million and had switched off his computer monitors. It was a beautiful day, the sun was shining, he was...