Training Eileen Stories

37,048 results
Orientation
Length
Source
Infinite Scroll

Irish Hospitality Ch. 04

by Villan2242 on Jun 1, 2020
Erotic Couplings

A rude awakening. Tom awoke to find himself alone in Vera's and Eileen's outsized bed, lying on crumpled sheets, slowly opening his eyes focusing on the ornate ceiling above him, realising he was naked, uncovered and sporting an erection. He sensed it before seeing, that he was being watched........ Bridie and Megan, were standing in the adjoining room door...

Denise and Eileen Pt. 02

by Pocketrocket2 on Nov 2, 2020
BDSM

Denise and Eileen Neighbours Extraordinaire Pt 2 In part 1 we met Denise, a forty something divorcee, struggling with injury following an accident but who commenced a new female led relationship with her young house mover Daniel. His training carried on in the subsequent weeks and Denise was delighted how he took to being her submissive house boy, although...

Preparing for Halloween Pt. 02

by usemetoday1962 on Jan 22, 2020
First Time

I was so excited about sleeping in pantyhose and the nightie I didn't fall asleep till very late. Then I was awoken by Sue's big ass on my face! She was rubbing my cock and balls through the pantyhose and her ass and pussy all over my face. I spread her ass cheeks and started to lick and suck her asshole. She suddenly turned and pushed her cunt into my face,...

Bryan's Training

by Quietoldie on Sep 16, 2017
Transsexuals & Crossdressers

A good friend has helped me with this story. Thank you Mary. ***** "I've made arrangements for you to go around to the Grangers on Wednesday evening darling." Bryan's wife tells him one morning over breakfast. "You're not doing anything that night are you dear?" "No, I don't think so. Why? What do they want to see me for?" Bryan said. He'd noticed that E...

The Group Ch. 03: Steve's Surprise

by DarkDeliciousDebauchery on Dec 9, 2019
Group Sex

Author's Note to Readers: I encourage you to read Chapters 01 & 02 before this one to get a better idea of the background stories of this series. I am eager to get some feedback from readers on this series. Let me know what direction you think I should take with this story, as it is evolving. I have purposefully set the series up to have many possibiliti...

The Wedding Present

by Seurat on Sep 14, 2017
BDSM

One of the first stories I ever wrote. Sex is implied, but I think there is enough erotica to take it out of the 'no-sex' category. First time ever on Literotica. I hope you enjoy; comments and criticisms welcome! ========== "Hello?" "Hey, Tony, how's it hanging, buddy?" "Who is this?" "It's me, Bill. You remember, the one that stole away your darling...

Lost in America

by Egmont Grigor on Aug 30, 2017
Erotic Couplings

WARNING: The sex like the story builds slowly. Set mainly in Ohio, you'll find a slight cultural gap as the English-speaking hero comes from Dubbo. Where's that? The heroine's mother knew. Chapter 1 Daytona Mitchell was driving home late from the office in Columbus, Ohio, when she spotted a man waving from the opposite of the road. She stopped, ready to a...

Meant to Happen

by vividlyyours on Sep 19, 2017
Erotic Couplings

The rhythm of the rails was all they heard... "Sir? Sir? Sorry for waking you up..." Tom stirred from his nap and forced his eyes open at the sound of the conductor's voice, turning his head toward him. The train - Amtrak's Empire Builder to Chicago - hadn't even left Portland yet, and he had already dozed off; the past two weeks had been intense and he...

Pay It Forward Ch. 10

by Iread2relax on Sep 19, 2017
Novels and Novellas

So it ends. I want to thank everyone who followed this tale. I hope you truly enjoyed it. I asked myself a question. Can one man make a difference? This journey answered it for me. It is a resounding YES. These characters came to life for me as each went on their own journey. I truly enjoyed telling their stories. A special thanks to Overstar for taking tim...

Karen Ch. 01

by seat542 on Sep 25, 2017
Fetish

Chapter 1; Eileen's Story My name is Tim Miller. Before I get into my story I need to set the background. First and foremost I am a nice guy. You know the type. I am the guy who coaches kids sports, helps out with scouts, works at science fairs, spends time with his family, and is fun at parties without scandal. I am well educated (a bachelors and two mas...