Training Eileen Stories

37,048 results
Orientation
Length
Source
Infinite Scroll

The User Ch. 18

by D.C. Roi on Sep 15, 2017
Novels and Novellas

"I'm leaving now, ma'am," Eileen told Arlene. "Are you sure you and Mr. Atherton don't want me to stop by tomorrow and cook some meals for you." "You have the weekend off Eileen," Arlene told the maid. "Enjoy yourself, spend some time with your daughter, take it easy. William and I will survive, I guarantee it." "You sure, ma'am?" the maid asked. "Get out...

45 & Golden

by Lady_El_Lehcim on Sep 13, 2017
Loving Wives

Everyone knows that the 50th birthday is a "milestone" birthday, as it marks the beginning of the "golden" years. Eileen, however, was about to turn 45 years old in a week. Her circle of close friends had already celebrated their 45th, and they all declared that before the year ended, they would celebrate together "helluva" style! Eileen was looking forward...

Irish Hospitality Ch. 03

by Villan2242 on Jun 1, 2020
Erotic Couplings

Ireland and Kinsale. Eileen got them on the motorway, heading south, Tom snoozed for the beginning of the journey, as Eileen and Vera quietly chatted. He thought his luck had changed, Eileen and Vera were two very attractive women, both a little older than his usual taste in females, their bodies were dissimilar but both were desirable, Eileen was slightl...

Silence: A New Beginning

by barbarian queen 2 on Sep 11, 2017
BDSM

Eileen sat on the sofa reading. Silence was in his accustomed place on the floor leaning close to her knees. He, too, had a book. His concentration was frequently interrupted as she played with his hair. Silence smiled and leaned his head into her touch. Her hand caressed, her fingers tangled in his hair and combed through the midnight softness. Silence fi...

The Book Tour Ch. 02

by spinningwheels2 on Sep 16, 2017
Mature

Note: Please consider reading the first chapter of this story. It can be found here: http://www.literotica.com/s/the-book-tour In the first chapter, Nathan and Marissa, in their mid 40's, rediscover each other after 25 years. ***** Marissa and I spent the first few days of the tour locked down in our hotel rooms in Vancouver and Calgary. What I remem...

Naughty Elderly Neighbour

by SPJ1964 on Aug 22, 2017
Fetish

This is only my second story on literotica, the first one was fact & involved the first threesome my wife and I had this year. This one is not fact but pure fantasy and has evolved out of a recent fetish I have developed for the more mature lady. This fetish has been born out of reading stories on this site, looking at porn on the Internet and a flirty old l...

Sweaty

by bassbelly on Sep 3, 2017
Erotic Couplings

Mike was a huge man. He was a welder at a prefab steel shop in Buffalo. His wife of four years, Eileen, was also a welder at the same shop. She was a big woman, twenty eight years old, five foot eleven and a hundred and seventy pounds. Big Mike dwarfed her. He was six foot eight and two hundred eighty pounds. Together they made an imposing pair. Both of them...

A Tale Of Many Mistakes Ch. 01

by likegoodwine on Jul 14, 2020
Loving Wives

I would like to thank Kirk2004 for his help editing this first part of the story. Of course, all that is only fiction although I inspired myself from a friend's experience and took a lot of liberties with it. All the sex scenes are with normal people and contain no acrobatics, I know because I rehearsed them all ;-) Part 1 – Down the drain My cock was slid...

The Deal Sammy Made for Rent

by TheLastBrothelontheLeft on Mar 2, 2020
Fetish

Whimpers escaped his lips. In between, he breathed in air in gasps and moans. Each one muffled by the pillow that his face was buried into. Behind him sat a beautiful person. A pair of hands gloved in white latex. They had slender effeminate facial features. Their body was lean and muscular. They seemed almost ethereal, bathed in the dim light of the bedroom...

Base Heat

by 99_percent_oral on Sep 13, 2017
Loving Wives

Eileen left the restaurant at the mall and headed for her car. It was 3pm and her stop hadn't been for food. Rather, she had sat at the bar with her husband Tom and consumed three measures of liquid courage. She had hoped she could complete her objective there but the only other patrons were three middle-aged men. She was nervous and excited, but was not dis...