Pimped Out Sissy Stories

353,644 results
Orientation
Length
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Infinite Scroll

My Secretary Ch. 03

by LeoDavis on Sep 11, 2017
Loving Wives

My Secretary Ch. 03: Licking in Lust Karen and I had survived a building falling on us by fingering each other to orgasm after orgasm ("My Secretary Ch. 01: Survival by Lust"), and several months later had managed to make love for a single night ("My Secretary Ch. 02: Workshop in Lust"). Our mutual sexual attraction continued to get stronger, although we ha...

Connie's Education in Exhibitionism Ch. 02

by applevalyan on Sep 18, 2017
Exhibitionist & Voyeur

Part 2 – 'The Learning Continues' My name is Connie and I am 21 years old. I'm 5 ft. 8 in. tall, about 120 lbs., dark brown hair about shoulder length, with green eyes. But I have been told that I have a killer body, whatever that means, my stats are 34C-22-34. These are the tales of my Aunt Val's continued influence on me. This is part 2 of a 4 part series...

Tease Too Much

by lattewine on Sep 25, 2017
Loving Wives

Too far How did this happen? what I did was with the best of intentions. I guess I should explain myself. It all started when my husband and my identical twin sister and myself decided to take a cruise off the west coast of Western Australia from Broome to Darwin. It was a treat for us all as we had just lost our mother suddenly to a particularly aggressiv...

The Drifter Cums Again

by westerntiger on Sep 12, 2017
Erotic Couplings

The drifter sat in the bar of the Four Seasons Hotel in Dallas enjoying a glass of very nice French wine. His suit was Prada, his shoes Kenneth Cole. His hair was perfectly cut and styled. Everything about him spoke of money and power. Yeah, this was a much nicer life-style, then hitch-hiking across the country. Yes, luxury is a much better way to live. He s...

Our First Time Dogging Pt. 01

by HANDYMANATHOME on Sep 19, 2017
Group Sex

I'd just pulled my cock out of my wife's sloppy cunt, this was her third load she'd taken so far and it was still early. As I stood back another man quickly took my place, rammed his cock in and began to fuck her. I looked at my sexy slut of a wife laid on the park bench table, naked except for some stockings and suspenders. This was how she liked to get f...

After School Ch. 01

by Faye_Skylark on Sep 25, 2017
Erotic Couplings

The bells had just rung out signalling the end of the school day and the throngs of students at Madison Ashley Senior High spilled out from their classes and slouched their way across the campus. The usual groups and social clusters began to assemble as the students filtered out to car parks, bus stops or stopping to loiter along the way. Everyone was in th...

Marline Becomes A Slut Ch. 1

by Linda Jean on Sep 12, 2017
Group Sex

I looked at Jim and said "What time will you be back Sunday?" Jim turned and said to me, "I told you dear, I fly in about 6:30, and I’ll be home in time for the evening service, I am still having Chuck do the evening service just in case, are you still going to Abilene to the women’s thing?" I said "sure, I think every community needs to ban together to get...

My Best Friend's Wife

by Tx Tall Tales on Sep 26, 2017
Loving Wives

========= A short little vignette, inspired by an actual event. Enjoy. ========= Shot down again. Things were definitely not going my way. Since the last Christmas Party, I'd dated four different girls, two from work, two setup by friends, and with the latest brush-off I was 0-4. I was beginning to forget what real sex was like. I'd never had that much t...

90% True Ch. 04

by rhev on Sep 19, 2017
Group Sex

Chapter 4 -- Lion's Den - - - Author's notes: I would like to point out, since I use a first and last name in this story for a character, that all of the names have been changed. Please understand that while I use a first and last name for a person in this story, it is neither her real first nor last name. In addition, everyone involved in any sexual situ...

Riley's Bar Ch. 04

by Just Plain Bob on Sep 15, 2017
Loving Wives

Some changes took place while Betsy and I were dating. Riley's was still Riley's, but Joe no longer owned it. The divorce that happened following Joe's wife catching him buried in Karen had caused it to be sold. The new owner left things pretty much as they were, but he enlarged a storage area and made a kitchen out of it. The new name was Riley's Bar and Gr...