Training Eileen Stories

37,048 results
Orientation
Length
Source
Infinite Scroll

Irish Hospitality Ch. 01

by Villan2242 on May 11, 2020
Group Sex

"I have been made redundant from my boat building job" he explained "an old school friend suggested coming to Chester, he has a narrow boat moored here, it's a bit cramped, there's eight of us, five guys and three girls. Can't get in the bloody head..." Vera and Eileen who Tom had met in the bar of The Crown Inn listen to him. Eileen squeezed Vera's arm, a m...

The Incident

by Wifetheif on Sep 16, 2017
Loving Wives

Eddie savored his friendship with Joe. The two had known each other since grade school. The two had gotten into one misadventure after another and had had a blast growing up together. Both grew up tall, dark featured, and handsome. Eddie was a bit heftier than Joe but both attracted considerable attention from the ladies. They had quite a wild time as bachel...

Cumming in the Casino

by rockandroller on Sep 26, 2017
Loving Wives

Last week my wife and I drove down to Las Vegas. I had to go there for a conference for my company (I'm in fire extinguishers) and I couldn't bear the thought of being without her, even if it was only for a few days. She's such a cutie that I didn't want to leave her behind. Besides, she deserves it for working so hard to make me and the kids happy. It was...

Full Service Shopping: Fashion Show

by Bob Waters on Sep 14, 2017
BDSM

With love and thanks to the beautiful Aurora Philips. Ann glanced up from the register as she heard the door to the store open then close. Looking over the counter and down the stairwell she recognized Tom and Eileen, the couple she had demonstrated The Chair to a few weeks prior. She stifled a smile at their return. 'Gotcha,' she thought to herself con...

Real Men Still Exist

by PayDay on Sep 17, 2017
Exhibitionist & Voyeur

This story is my story, I wrote it, stealing is lame. If you don't like it, don't read it. This story has been re-submitted, with minor tweaks and corrections, feel free to complain. I hope you enjoy instead: Real Men Still Exist Or The Joys of Autophobia Not another one. "Oh god, here he comes..." Eileen huffed under her breath as she snatched up the f...

Summer's Tease

by randallangdon on Sep 14, 2017
Loving Wives

Eileen was pretty happy with the housewarming party. About thirty-five of the forty people she and Jared had invited arrived and they more than filled the house that they had moved into a month earlier. The crowd was a testament to the friends that the two had made since moving to Parkman a month prior. Since Jared received his promotion and moved to this br...

Elevator Valentines

by carrteun on Mar 12, 2019
Romance

Eileen Hughes had to work even later than usual. She wasn't happy about it. It wasn't the first time and wouldn't be the last. It was a fact of life for a junior associate that had only recently passed the bar. Junior associates weren't allowed a life. It was an unspoken and unwritten firm policy. She was the last one in the office when she left a little aft...

Robert Ch. 02

by Borntolust on Sep 17, 2017
Mature

Many thanks to tangentjoker for editing this story. All characters are over the age of 18. To better understand this story you should read Robert, Ch. 01 first. Eileen: My Name is Eileen. I long for my lover, Robert. I would be counting the days until I could see him again if only I knew when that would be. We had spent Saturday night together. I had fo...

Mikey becomes Melodie

by tiffanyfoxe on Jul 14, 2020
Transgender & Crossdressers

The very first day that I met Heather she made it clear to me that sex was very important to her. That same night, when she first saw me with my pants down, she explained that since my penis was way too small to ever satisfy her, she expected me to service her with my tongue and lips whenever she wanted. All my life I'd always loved fantasizing about being...

The Birth of a DOM! Pt. 02

by Njdom1957 on Sep 14, 2020
BDSM

It was now August and I had a great routine. I would work all week and on Friday and Saturday nights I would satisfy Eileen. I had become quite good at eating her pussy and also licking her ass. She would not let me fuck her but she found that my love of stockings allowed her to give me foot jobs, sometimes cumming 4 or 5 times in a night. Then 2 things happ...