Piss Pillow Stories

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Infinite Scroll

Another Week, Another Hotel Pt. 02

by subsukkr on Sep 15, 2017
Fetish

Same old routine. Up early, fly to Amsterdam, spend a day in the office, check into a business hotel, masturbate until bedtime, sleep work repeat. This night had been different though. I'd met a Goddess of a lady in the bar and she had invited me up to her room. She took me completely out of my comfort zone with a man called Ryan and this is what happened ne...

Adventures with Suzy Ch. 06

by yarnspinnerr on Sep 17, 2017
Group Sex

The previous night had been pretty crazy. I knew as soon as I started to wake up that I had partied too hard. That was nothing new though so I did what I usually do, I just laid there with my eyes closed and tried to take stock of my body and remember previous night's events. First of all I checked my body. I moved around a bit and didn't feel any aches or...

Hot Tub Fun Ch. 04

by B5040905 on Sep 1, 2017
Group Sex

Saturday morning with the 4some. Thanks again Larry for the editing. Sorry for slow writing. All feedback is welcomed. I was spent. Troy looked like he was ready to pass out. Autumn was licking the last of my cum and Becky's ass juice off my cock. Becky was glowing but unable to move. We had just spent the last few hours fucking each other senseless. My liv...

Saturday Morning

by Daala2 on Sep 19, 2017
BDSM

Two weeks. Two weeks is an obnoxious length of time to go without an orgasm. Of course, Michael got in an orgasm every day, but he hasn't seen fit to reciprocate as of late. Leah thought she knew what she was in for when she agreed to the orgasm restrictions, but apparently she had been much too optimistic in her assumptions. Because, well, two weeks. Two w...

Dirty Games with My Wife

by fetishfreak_2000 on Sep 26, 2017
Fetish

My wife and I of five years have always had a great relationship. We have friends and family we each love, goals we each pursue, and jobs we both love. She is a store manager and I am a stockbroker. We don't have any kids at all and have no intention of having any. We each lead pretty normal lives. Except when it comes to sex games. In normal life we are in...

Casey's Submissive Journey Pt. 04

by corduroysissy on Dec 31, 2017
Transsexuals & Crossdressers

Angie & Debbie (Fag Night) Part Two After putting on the movie Angie walked to the side of the bed and carefully removed her hat, gloves and shoes. As she did she called Debbie over and told him to lie down and get comfy. He took a sip of his drink, put it on the nightstand, then laid down on his side and watched the video. Soon after he felt Angie's w...

Night Out

by Kinkykiff on Sep 16, 2017
Fetish

The content of this story is of a sexual nature and if people are easily offended the read no further. The situations and characters in this story bare no resemblance to any real life She could feel the cold plastic sheets below her as she started to awake out of her sleep, a little daze and confused, not quite sure where she was or what had happened, her b...

Lonely Saturday in December for Pam

by SugarandSalt on Sep 13, 2017
Transsexuals & Crossdressers

The alarm rung. It filled the room with its obnoxiousness. Today wasn't a day for alarms to begin with. It was Saturday. Pam had only set it out of force of habit. Now she regretted it as the evil sound penetrated her ears. Her hand flung over the bed, onto the nightstand, and silenced the damn thing. Pam shoved the covers off, sitting up in bed. She took a...

Charles & Midori Pt. 04

by KingofFrogIsland on Sep 16, 2017
Interracial Love

Note: Charles and Midori's last names remain cryptic on a whim of the author. Imagine them being whatever you like. * A few weeks had gone by. Midori had moved into his apartment, he had gotten a raise at work, and he had submitted one of the graphic novels they had created for printing, after it saw sufficient online success. Midori's life was going swimm...

Busted

by lilactwist on Oct 15, 2017
Fetish

I was very tired but happy. I had just checked in to my favorite hotel in this city. I get here about six times a year, it's really grand and elegant, totally my style. I was particularly happy because when I checked in, the front desk attendant informed me that I had some kind of award gift waiting and would I wait for a moment. She went and fetched the man...