Mature Anal In Stockings Stories

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Anal Sex with Stranger on a Train 03

by SusanJillParker on Sep 19, 2017
Transsexuals & Crossdressers

On the way home from work, a man has anal sex on a train with a stranger. Without even turning around to look at him, she reached her hand around behind herself to touch him, to feel him, and to hold his cock in her warm hand. With her holding his cock in her hand while slowly stroking him, as if giving him a not so subtle sign, this sexy bitch was ready f...

Dawn's Anal Awakening Ch. 05

by kinkbugs on Dec 24, 2019
Anal

Dawn was very pleased with herself. Her first semester at Wheaton College was progressing very nicely. Her classes were all introductory and with a bit of time in the library, it wasn't difficult for her to get decent grades. She got along with her coursemates, and she enjoyed the newfound freedom of living away from her parents. Particularly the freedom...

The Backdoor

by Goldeniangel on Sep 12, 2017
How To

This is my how-to on enjoying anal sex. If you can't tell from my stories, I have a bit of a thing for anal. I love it, I love reading about it and I love doing it. And I think it's quite possible for EVERYONE to love doing it! The first step is to work your way up to it. I wouldn't suggest going into your first time of anal without having had at LEAST a...

The Struggle Ch. 04

by doberinca on Sep 14, 2017
Transsexuals & Crossdressers

Author's Note: This is the fourth story in the chain "A game within a game." Special thanks to NJLauren for her considerable editorial assistance. Characters: Rob - main character Helena - his wife Marion - widow; very much in love with Rob Cathy - friend (psychiatrist) Kim - friend (local doctor) Kate - sister of Helena Carmen - friend; member of the c...

Dawn's Anal Awakening Ch. 07

by kinkbugs on Apr 21, 2020
Anal

Dawn helps a bullied older student. 8======D ( ) ; ( ) Dawn Simmons, anal slut extraordinaire, sighed as she tapped her pen against her lips. She was sitting at the varsity's coffee corner, waiting for her tutor to arrive. It was the second semester of her first year in Wheaton, and she was having a little trouble with the statistics class. She was great...

Wild, Wild Week for Vicki

by walterio on Sep 16, 2017
Sci-Fi & Fantasy

INTRODUCTION Vicki Diamond was a woman of means due mainly to the divorce of her wealthy husband. At 36 years old she was the picture of health and sexuality. She looked more like a woman in her twenties with long blonde hair and a 34-24-35 figure. At 5'6" she weighed a trim 120 pounds. She was a workout junkie and had her own fitness setup in her home. She...

Stepmom and Me Ch. 04

by JhMcKn on Sep 12, 2017
Fetish

This takes place in the early 1950's when women still wore full fashioned stockings almost everyday. Smoking and drinking by women in public places was now more acceptable after WWII. All persons included in this story are over the age of eighteen and some words are purposely misspelled if intoxication is suspected of that person. - - - - - - - - - - - - -...

Loopholes Ch. 02

by ZenZerker on Mar 7, 2018
Anal

Author's note: This is a work of fiction. All characters are eighteen years or older. Don't expect realism and you won't be disappointed when you don't find it! Enjoy! ***** Even though he didn't attribute any strictly transcendental meaning to it, Sunday still felt somehow sacred to Nick. It was the day when he allowed his lazy side free rein, the mornin...

Skirt-Watching

by ilovebananas on Mar 18, 2020
Transgender & Crossdressers

For those unaware, I live in a household with six adults living in it, plus several cats and dogs. The head of the house is a man some years older than myself, Adrian. Adrian is married to Monique. Adrian and Monique both sleep with Ronan. We have another couple in the house who are not part of this polyamorous set-up in the form of Matt and Cody. Then there...

Jenna, Sophisticated Lady

by jennashoes on Sep 14, 2017
Erotic Couplings

Where should I begin?? This is my first post and I am not sure how I should go about it but I feel like sharing some recent events that occurred in the past few months. A little bit about myself. My name is Jenna, I am 40, married with 2 kids. I am 5ft6in tall and weigh 130lbs. Brown hair in a bob haircut and brown eyes. Good curves where they are needed i...