Pillow Riding Stories

99,788 results
Orientation
Length
Source
Infinite Scroll

Finger Lickin Good

by Rod Masters on Sep 13, 2017
Mature

My lessons had been going very well with Ms. Candy for quite some time. My skills "tickling the ivories" had even improved somewhat too. Good thing too, because my mother was always very interested to hear how I was doing with the piano lessons. Ms. Candy was going to be touring Europe for a month. Being a kind soul, she had arranged for her sister, Ms. Ho...

Shawna's Third

by Oli on Sep 14, 2017
Fetish

Prologue By mid July, I was really depressed. It had been just over year since since I moved to Greenwich Village, leaving my small town and virginity behind. Freshman year of college was uneventful because I only went to class, I didn't really socialize with any of the classmates. All of my free time was spent with Rob. We'd shop, dine out, go to the movie...

Brittany's Strapon Hell Week 05

by humbleslave on Sep 14, 2017
Celebrities & Fan Fiction

I am currently working on #s 2, 3, and 4, but the idea for this one struck me, and I had to write it down, and I couldn't wait to post it! Please leave feedback, no matter how small, and please vote! Enjoy! I awoke on Friday morning to the sound of Mistress Brittany on the phone. "Yes, we'll be there to pick up the car at noon, thank you," she said. "Well...

The Lady Executive Ch. 11

by VickieNight on Sep 15, 2017
Novels and Novellas

The first thing that Reggie did after he landed in Houston was to stop at a gift shop in the airport and purchase a disposable cell phone. With the help of the clerk, he activated the phone right there in the store. After that, he headed straight for Enterprise and rented a car for Carl Jacobs, at least that's what his ID said. He used a different ID than th...

Dream Lover Pt. 13

by Irish Moss on May 28, 2018
Mature

Note: you will understand this story a lot better if you read Part One first. *** Chapter Eighteen Once I'd become aware that I could bring my dream subjects along to different places and times just through physical contact, I'd initially limited those interactions to bedtime to pass them off as dreams. With the accidental encounter on the train, I was st...

The Present Ch. 01

by Rickypillow on Sep 1, 2017
Group Sex

A plane ticket to Montreal and a hotel reservation arrive in the mail, "Your present awaits" is all the card says. After an uneventful journey I arrive at the hotel, a very old building in the old part of the city, and check in. As I do I can't help but notice how attractive everyone is who works at the hotel, from the door man to the bellhop to the receptio...

Colorado Vacation Ch. 04

by echodancer on Sep 16, 2017
Mature

I woke up first. Eric was curled up around me with one arm and leg thrown over my body. It seemed to me like he was trying to hold on to me, even in his sleep. How was I going to tell him that this was my last day of vacation. My flight was a red eye leaving late tonight and I had a nonrefundable ticket. We hadn't spoken of when the vacation ended or whether...

Discovering Allison Ch. 01

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

All characters in this story are 18 or older. Comments, questions, rates are all welcome and appreciated. This is my first actual story so I hope ya like it :) xxx LovelyLittlePixie +++ She woke when her brain registered the thump. Running a hand through her sleep tousled hair, she crossed the room to the door. She was a good looking girl- curly brown...

Role Playing - The Seductress Boss

by tulsaliza on Sep 12, 2017
BDSM

enjoyed playing the role of the stern Woman Boss to the lowly employee, willing to do ANYTHING to keep his job. To set the scene: Ms. Linden (that would be "me!") requested that Tom come by her house late this afternoon to discuss some problems at the office...i.e. to terminate him from employment. I dressed ready to head out on the town to a nice dinner wi...

Riding My Uber Driver Pt. 03: MFM

by RileyBryson on Jan 8, 2019
Group Sex

In the previous stories - I had an Uber Pool driver named Amal, who was a strong, tall black man, and reminded me of a Michael B Jordan. Not intimidatingly fit, but 100% attractive and charismatic. I'm a 26 year old, 5'4" brunette with green eyes, and on my ride home with him I couldn't stop myself from telling him to pull over in an alleyway, pull down his...