Mature Women First Time Wearing Stockings Stories

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Letter to a Mature Wife

by Eileen48 on Sep 13, 2017
Mature

Thursday My Dear Eileen I am looking forward to seeing you tomorrow after 10 days away . I am really looking forward to making love to you. Since you first let the guys have you, our sex life has been fantastic and a big bonus for me was being able to take that big mature ass of yours that I had lusted after for so many years. I have been faithful to you...

Meet My Secretary

by peterpeck on Mar 12, 2019
Mature

Allow me to tell you about Jane, my curvy, mature secretary. She possesses a figure so devastatingly ample and seductive it drives me mad with desire. My name is Scott Williams, a 35 years-old divorcee and managing director of Williams Electronics, and I've harboured a fondness about Jane's body for a very long time. But, there is a big but – and I'm not t...

Mrs. Crowley's Magnificent Ass

by JRob on Sep 12, 2017
Mature

When I saw Mrs. Crowley at the supermarket I had to smile. The woman who worked down the hall from me looked as good in her recreation clothing as she did in her business attire. That was quite a compliment, because she was always impeccable with her work clothing. Prim and proper, nothing out of place, everything put together quite nicely. She was in the...

Clementine in Hand-me Downs

by Clementine_TV on Sep 16, 2017
Transsexuals & Crossdressers

Clementine was quite eager to see 'M' again at his house. Their time together at the office was so impersonal, no-one there could have guessed that Clementine had any type of off-hours relationship with "the boss!" Clementine rang 'M's doorbell and he quickly opened the door and let her inside. At first he did his usual (what she called "inspection") routin...

Irma's New Toy

by Sputnik57 on Sep 15, 2017
BDSM

He had seen her before, there at the department store, and he had given her more than a fleeting glance as he bought a newspaper on finishing his coffee before work at the store near where he worked. She had had an immediate impact on him as she strutted past, mature, attractive and so confident. Their eyes had met as she left the store, a prim smile giving...

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...

Dirty Talks

by revert on Sep 12, 2017
Mature

-Nelly. -What? -Show me your pussy. -I have no pussy. And for women near 40 is only cunt. -No. You have a pussy. I checked. -I wear stockings? -Why? -Don't you love stockings? Isn't there? -I want to see your pussy Nelly. -Sorry. It seems I lost my ability to understand reality with you. You think I am crazy? I will naked? -Yes. You must...

Dressing Room Slut

by geronimo_appleby on Sep 14, 2017
Illustrated

Inspired by Chocolate Harlot. All pictures used have been reproduced with kind permission. * * * * * I unloaded the gear from the van, time was getting on, and there was a lot to do before the set. I was a roadie for an up and coming band and tonight was to be their biggest venue so far. I humped the guitars, drums, amps, lights etc into the hall that the...

Diana's Self-Liberation Ch. 02

by nortythorts on Sep 13, 2017
Mature

All characters are fictional and it isn't autobiographical! The reference to the lad being a nerd is intended to be his own, and other people's perception so please don't think there is any attempt to stereotype! _______________ Thomas struggled all day to concentrate on his work. A couple of times colleagues had to nudge him or repeat themselves and rai...

Autumn Leaves

by luvjuice43 on Sep 19, 2017
Group Sex

Writer's Note: This is a story for adults over eighteen years of age about adults over eighteen years of age. While the story line is true the dialog has been compressed for the sake of time and space. Safe sex was not an issue in the early seventies but should be a concern for everyone today. * Linda and I stood at the door waving good night to Chris, ou...