Sissy Pills Stories

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Opposite Worlds Ch. 01

by fgmntfmgnshn on Sep 13, 2017
Erotic Couplings

As always: Thanks to "alpineskier" for editing. Thanks to "Doc" for story advice. All characters involved in sexual acts are at least 18 years of age. (So get your mind out of the gutter!) Chapter 1: A Chance Encounter A young couple is walking down the halls of the art museum. They are both graduating from State college in a month. He is graduating Suma...

London Dreams

by donnacooke on Sep 14, 2017
BDSM

Daddy stood in front of the dresser mirror: he buttoned up his shirt cuffs and checked his tie. 'There's money in the top drawer,' he said without turning round. 'Buy yourself something nice to wear.' The toilet flushed and Sabine, the hotel concierge emerged from the bathroom in a bra and panties, her makeup fixed up and the cum, lube and pussy juice wa...

Shifting Perspective

by Biochem on Sep 17, 2017
Loving Wives

Disclaimer: This story does include aspects of cuckolding and humiliation. If that is not your thing, please don't bother reading or commenting. This is just a fictional story and while things like STDs and 18 years of responsibility for a child exist, the story focuses on the moment, not the future. If you are considering entering the lifestyle in real life...

Cassie

by Lucky_Desired on Sep 17, 2017
First Time

Cassie and I have known each other since we were kids. I still remember the first time we met each other. I was being pummeled by the neighborhood bullies when suddenly I saw a brown flash. When I finally found my glasses off the floor I saw the bullies running away and Cassie looking at me. From then on we were inseparable. Cassie, though, had a very domine...

Once in a Lifetime Opportunity Ch. 02

by hotjavaguy on Sep 16, 2017
Group Sex

My head was spinning, I felt high, the incredible sex I'd enjoyed with John had left me feeling sluttish and horny at the same time. The date I'd been planning for tonight was scheduled to begin in less than 20 minutes and I it was to be the fantasy night of a life time. As I felt my palms getting sweaty, John assured me that everything was going to be great...

Two Blondes Ch. 02

by StoryTeller07 on Sep 12, 2017
Group Sex

Jeff kept smiling to himself. His arm had a couple of bruises where he had pinched it. He tried to show the two girls he was cool with the idea of sharing their lives, and that he could handle it. 'Just see where it goes' Sandra had told him. This had been Sandra's idea and Louise, the younger of the two, went along with it. So far it had gone very well, for...

Highsider Ch. 04

by aka_Mike on Sep 18, 2017
Loving Wives

Author's Note: Here is the last installment into this part of the story, this one took a little long to come out as I had to make some corrections and take some details out to better accommodate the publishing standards of the website. Like I stated in the previous chapters, a lot of what I write about did in fact happen, save for a few name changes and a fe...

Tranny Night Out and One Kinky Session

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

Guess I should start by explaining myself, as a young guy I always knew I was not the same as a lot of my friends and enemies for that matter, girls had no interest in me at all apart from ones who were long term friends. I knew something was wrong but never worked out what it was till one evening whilst dating a girl named Becky I had met on an online dati...

Gary Submits to Monique

by JamesLacy on Sep 17, 2017
Mature

Comments and feedback appreciated. This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. * * * * * Several weeks had passed since Monique had dominated Gary with light S&M. They had made love in the traditional method several times since, but had rarely...

I Told Her! Ch. 02

by dad4daughter on Sep 17, 2017
BDSM

Molly couldn't believe she just fucked a complete stranger in the back of his patrol car. She had just wanted to make some money so she could stay in her momma's house. After momma had made daddy leave the only income they had was the little bit that momma made working at the club. After paying the bills a stripper's pay doesn't leave much. Last week momma h...