Pillow Riding Stories

99,788 results
Orientation
Length
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Infinite Scroll

Love Letters for Him: No. 02

by jushorny on Sep 16, 2017
Letters & Transcripts

For the other half of this letter read: "Love Letter To Him No. 01" by RedHairedandFriendly * Hey sweetie, I do remember all the love notes you wrote for me years ago, they still pop into my mind from time to time. You're more the welcome for the flowers and believe me, the letter you left was much more than a thank-you and if that's what happens when I...

Up All Night

by Irish Moss on Aug 31, 2017
Erotic Couplings

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venom...

Letter to My Wife

by BellaBestia on Sep 16, 2017
Letters & Transcripts

C – You asked me to tell you what I remembered of our first time together. I tell you now that every time is like that first time. When I look at you, whether you are bathing our children or wiping a smudge of dirt from your cheek with the back of your hand, I can feel myself falling in love with you anew. So I will instead tell you what I felt and thought...

Just a Dream

by NinetySeven on Dec 23, 2019
BDSM

This (very) short story came to me like a train of thought leaving its station. I just managed to board it and let it take me to its destination. It was one of those rare, satisfying moments where you manage to catch the inspiration as it comes. And yes, I was procrastinating on university research to write this. -- She was tied in a strict spread-eagle...

Car Pooling Pt. 08

by TonyMA70 on Apr 10, 2018
Exhibitionist & Voyeur

The next morning Martha and Hal woke up early again. They were both nude. Hal dressed in shorts and tee. Martha went to the kitchen to make breakfast, her only garment was an apron. Hal went outside to paint the window he worked on yesterday and when breakfast was ready, Martha removed her apron and went outside to get Hal while she was nude. As luck would...

Great End to the Night

by AnonymousWJ on Jul 4, 2018
Erotic Couplings

All Characters are 18 or older. All places and characters are fictional. This is my first ever story I was bored and reading up at night. So I decided to write my own short story. If there is any errors please let me know. ***** My name is Brandon Clark, I am 21 years old. I'm decently built but no body builder down below I'm just above 7 inches not too bi...

Lady Lacey Punishes Jake

by JennyX3 on Sep 17, 2017
BDSM

Late that night, after it had turned dark, at about 9 o'clock, Candice left the hotel, but instead of walking she took a cab to the Meatpacking District, just beyond the West Village to Outlaws and Sinners. She hadn't seen Lacey in a couple of years, not since Lacey had left San Francisco for New York. The bar was noisy and packed with bikers, biker chicks,...

Night With Chantz Fortune Ch. 09

by lilguy on Sep 16, 2017
Celebrities & Fan Fiction

I sat there naked with my pig tails on. A chain was around my neck and I was on the bed. Chantz had put a cock ring on me and I could hear the sounds of Chantz having sex with 3 men upstairs. She had told me I wasn’t man enough for her and she needed a man. She was tired of my sissy body. She been up there for hours. “Fuck me…fuck me hard. Right in the ass....

Lunch With The Boss

by Rontonia on Sep 12, 2017
Erotic Couplings

I parked my car and walked up to the door at the end of the two story motel building, as I'd been instructed. I pulled at the door but it was locked. Of course, I don't have a key card. I'm standing there wondering if he saw mw pull in. He told me the door had been unlocked, so would he just wait without looking for me? "Sorry," Dick pushed the door open,...

Halloween Night

by ThatBoi21 on Mar 20, 2018
Mature

It's Halloween Night, and while my husband, Roy, is out with the kids trick or treating, I'm stuck at home giving out candy to kids. Its only been 10 minutes since they left, and I'm already bored out of my mind. Not only that, this stupid costume he got me is itchy as hell. He picked out some jack-o-lantern costume since he didn't want me wearing the costum...