Sissy Pills Stories

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You Want To Go On What Diet?

by BigKahunaCat21 on Sep 16, 2017
Humor & Satire

My wife has got it into her mind she is fat. When I tell her she's crazy she gives me a hard time. After I tell you this story, you make the call on who needs a shrink. I'm David and my wife is Carol. We have known each other since grade school were high school sweethearts and went to college together. We have been married 21 years, no kids and for all prac...

To Love and Be Loved Ch. 05: Final

by NerdySex on Sep 19, 2017
Novels and Novellas

This is the conclusion of my romantic novel. I hope you have enjoyed my story. ***** "Molly, that video we did was pretty amateurish. It could have been better," Mindy added. "How about if we look on online for some good, classy porn? Get some ideas." "Yeah, we could get ideas for positions, poses, camera angles," Molly chimed in. "Let's see if we can...

The Insurance Exam

by ghostwriter22 on Sep 12, 2017
Exhibitionist & Voyeur

This is the story about what happened when I was required to have a screening physical exam in order to obtain a life insurance policy. Now that seems to be a rather mundane subject, but it turned out to be far more exciting than what I expected. First let me give a bit of background before we get into the details. I had been working for a company for over...

Sex at Senior Living Center Ch. 03

by jonusstory on Sep 15, 2017
Mature

Marie arrived at the hospital in plenty of time to stand by while her grandchild, a girl, was being delivered. It was not an easy delivery as her daughter-in-law Chris was a petite woman with a weak constitution. Mother and baby were kept in the hospital for two days and Marie was busy making preparations for their return home. She took a few minutes to keep...

Pool Payments Ch. 11

by Tx Tall Tales on Sep 26, 2017
Group Sex

Chapter 11 -- Clarity ----------------------------------- What was confusing becomes so very clear ----------------------------------- When I woke up, I was alone. Looking over I noticed it was nearly 10:00am. I had slept in but I figured I had earned it. I heard noise out the window. Getting up I peeked out the window and saw the ladies cavorting in the...

Finishing School For Ladies Ch. 04

by MicheleNylons on Oct 9, 2017
Transsexuals & Crossdressers

Chapter Four - The New School An elegantly dressed slim woman in her forties stood at the top of the stone steps leading up to the wide wooden double door at the entrance to Chelmsford Finishing School For Young Ladies. She was smiling and Valerie smiled back at her. "Welcome Miss Swindon. I'm Deputy Headmistress Lisa Meakins" she beamed. "Harry go down t...

Finding the One Ch. 07

by Kojak01 on Sep 26, 2017
Romance

This is the seventh chapter of an eight chapter story. I recommend starting with chapter one. My thanks go to Joffa for providing his spelling and grammar expertise. His help is highly appreciated. If any errors remain, I'm sure they happened after his editing. Please vote and/or leave comments. It is your feedback which fuels my motivation. ++++++++++ C...

Glass Houses Ch. 07

by singleot on Oct 15, 2017
Exhibitionist & Voyeur

I'd like to thank you all for the reception this story has been given. All mistakes are mine. All people, places and institutions are made up, this story in no way reflects reality and any similarities to it are coincidental. Enjoy. ***** Sarah was still in her room when I went back in, so I tossed myself down in my favorite chair. I'd spent an hour in the...

College Life, Rebound Girl Ch. 02

by KimmyC1973 on Jul 17, 2018
Erotic Couplings

René and I had light conversation after we encountered the state troopers as we drove the remainder of the way to his home. Within minutes, he turned up a driveway with gated access, and punched in the code. As we rounded the trees lining the driveway, I saw the largest "house" I had ever seen; I would call it a mansion! As we approached, one of the four gar...

Rewards of Random Kindness

by ElderDirt on Feb 6, 2018
Erotic Couplings

Her name was Hillary which supposedly meant "cheerful" and was the complete opposite of her personality. Standing at the roadside bus stop in the early morning, "dour" might be a way to describe her for as I passed her each morning. It became apparent that Hillary was waiting for the bus to commute over the mountains to the city. What made this unusual was...