Pillow Humping Stories

65,943 results
Orientation
Length
Source
Infinite Scroll

Karen Calls on Me

by Boxlicker101 on Sep 12, 2017
Erotic Couplings

Karen is a divorced woman in her forties. She has two sons, one grown up and one a teenager. Sometimes when the younger one is in school she comes over to see me. The last time she came over, she was wearing a jersey dress. Karen is tall and voluptuous and the dress showed off her sexy figure. She has beautiful shoulder-length reddish-brown hair that nicely...

Dry Humper Says

by tammyken on Sep 1, 2017
Humor & Satire

The thought of rubbing up against a man's groin makes me want to cum. Especially if that groin is all bundled up in jeans. I can picture it all so clearly: the scraping sound it makes, the burning of the skin, the temptation to put it in. It reminds me of being back in high school, you know, the days when you were convinced that making out in the bathroom st...

Bag Lady & the Retired Marine Ch. 09

by SusanJillParker on Sep 25, 2017
Romance

Dave and Susan sitting in a tree k-i-s-s-i-n-g. I love you. Dave watched Susan sitting there as if he had pulled her plug or pulled out her batteries. Emotionless, she was comatose. When most women would love to hear that, he say the wrong thing by telling her that he loved her. Happy one minute and sad the next, he wondered if she was a manic depressive. W...

Christmas Wrapping

by Darkwatch on Sep 13, 2017
BDSM

My number one sub, Jeremy, had come up to Connecticut to spend the Christmas holiday with me. We didn't have snow this year, but there is still something magical about a New England Christmas. We spent the day out shopping and going to the little towns to see their decorations. After a lovely dinner, we drove through the local neighborhoods to see the Christ...

Indian Landlord vs The Tenant Girls Pt. 02

by sweetdreamssss on Dec 23, 2019
Group Sex

Thanks to Rusty for once again editing my story. This is the second part of the series, please read the first part to get the context. Shrek and Fiona were dancing in the meadow while the donkey was looking at them. Suddenly he undid his pants to reveal his large green dick. I woke up with a start. What a crazy dream! Then all the memories came back. I re...

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Young Woman with Older Man Ch. 14

by SusanJillParker on Sep 26, 2017
Mature

Chapter 14 Taking back control from Gwen by giving he what she wants After a while, she made me feel that I was not a guy made to feel lucky to fuck her but a guy that just had a job to do. Suddenly feeling used and abused by her, powerless in her control, I had better fuck her hard and fuck her good. Only, too tired to take the lead, she wore me out and,...

Numbers

by rick_905 on Sep 13, 2017
How To

Many people that read stories on this site no doubt end up getting turned on and end up having a sexual encounter of some type. Some people will be lucky and have someone around to help out and some will end up having to masturbate. Masturbation is one of those things that everyone does (or just about everyone) but no one talks about. The chat lines on the...

The Crowd

by SillySexter on Mar 31, 2020
Exhibitionist & Voyeur

My mouth is currently on your dick. And it’s fucking SUCKING IT!!!! (The crowd ooosand aaahs) (I give them a thumbs up without stopping!) Isn’t it great to know the crowd’s impressed?! Then I say “lets go somewhere more private” and stand up and pull you into a private room backstage not too removed from the crowd’s earshot. We find a comfy beanbag!!!!! (Isn...

Open in Reader

Filled to Capacity

by minxyfoxy on Sep 13, 2017
Toys & Masturbation

***Hi! This is my very FIRST submission! Most of my stories will be recounts of my actual events. I hope you like it, because I sure enjoyed enacting it!*** An ad pops up on the computer, displaying a woman, face flushed, private parts brazenly displayed across the screen. I not sure what the text says but I can guess. My family members gasp and I hurried...