Pillow Hump Stories

58,322 results
Orientation
Length
Source
Infinite Scroll

Pleasant Surprises

by Penisleeve2020 on May 12, 2020
Fetish

Miss knew of my toys and we'd played with some, the first night we'd spent together she'd ended up tied to the headboard, her thighs over my shoulders and a dong then my fist buried deep in her by then sloppy, cum filled cunt. I'd fucked her arse so often that I barely needed lube any more and she'd been so thoroughly fucked with one big brown dong on the si...

Time Spent Apart

by static891 on Sep 16, 2017
Exhibitionist & Voyeur

At the beginning of any relationship, there's a period of time where both people are absolutely on fire for each other. My story takes place during just this period. Bekah and I worked together. She was 18, and finishing up her senior year of high school. 5'8", blonde, and lean (she ran the 300m hurdles on the track team...and was quite good). She had legs...

My Fiancee & The Professor

by VAGradSch on Sep 16, 2017
Toys & Masturbation

After the morning that my fiancee, Tracy, caught me masturbating — and not just jacking off but down on my stomach, humped across a pillow, and fucking a rubber toy (see my story "Caught!") — I spent the rest of the day careening between arousal and humiliation as I waited for her to come home. She'd promised me that we'd "talk about it later," but I had no...

At First Light

by stateofdenial on Sep 12, 2017
Fetish

He woke up harder than ever. Spooning up against her he gently rubbed his naked cock against her silky PJ's. It had been almost three weeks since he came last and was oh so desperate. He knew he shouldn't wake her like this. She almost always never liked it, but his other head was taking over. After a few minutes he stopped and rolled over, tossing and turn...

Late Night Sex

by MistressRedd on Jun 4, 2019
Erotic Couplings

Rachel woke up feeling horny. She looked over at her boyfriend, Matt. He was still sound asleep. Just a motionless lump lying under the blankets. His tousled brown hair covered his eyes, leaving only his mouth and a bit of his nose visible. He was smiling in his sleep. She smiled while watching him. Then she crossed her legs she was so horny. God, she wante...

My New Neighbor

by tlc143 on Sep 17, 2017
Mature

In the Eighties, when I broke up with the wife, I needed a place, fast. Since she looted the bank accounts, I didn't have much capital to work with, so I was thrilled when a friend told me about a one-bedroom apartment over a store-front. It wasn't much to look at, but it was home. Thanks to friend's generosity and full garages, I was able to muster the basi...

Sex Ed 101

by crosswalk2 on Sep 1, 2017
First Time

Julia looked at the young man in front of her and thought again how sad he was. Robbie and his parents had lived next door to Julia for many years, and Julia had been his babysitter and then became his friend as Robbie grew older. Through the years, Robbie had confided in Julia, and Julia knew that Robbie’s lack of ability with girls, women now, was a source...

Help Me, I'm Horny Ch. 01

by DBRN84 on Oct 22, 2019
Sci-Fi & Fantasy

My name is Viki. I'm a bit of a loner, which is hilarious because I come from a huge family. You ever feel alone in a crowded room? I think that's a song lyric. Anyway, a little more about me. I'm 18, short but stacked, as they say. I'm not model skinny, but my stomach's flat. I'm a 38D with hips to match. I have smooth, brown skin, curly dark red hair, gol...

A Typical Day: Pillow Humping

by pillowhumpinggggg on Jul 30, 2019
Toys & Masturbation

I'm sitting in my lecture, daydreaming as I tune out what the lecturer is saying. My mind wonders, thinking about all the free time I'm gonna have when I get back to my room. I picture myself lying on my bed, rubbing my bare pussy as I tease my nipples, my fingers covered in my wetness. I clench my fist as I feel a dull ache start in my pussy. I let go of my...

Sharing on a Plane

by archilochus on Sep 14, 2017
Erotic Couplings

I was the advisor of the Model United Nations club at the elite Turkish high school where I was teaching English, and I was the chaperone on our big annual trip to Boston for the prestigious Harvard MUN conference. Some of the top students at our school were among the eight chosen to go, most of them seniors. For me one student stood out. Her name was Aish...