Submissive Sissy Stories

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Orientation
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Infinite Scroll

The Cherry Poppers Ch. 06

by BlewWater69 on Sep 13, 2017
BDSM

Surprisingly Jason woke before dawn. He needed to get caught up on school work so he quickly showered, dressed, and set to work. He studied for several hours before his first class. Jason also placed a call to Mr. Caulfield after checking the log book and not finding anyone claiming more than three cherries in a weekend. He got a recording and left a message...

A Cuckold in the Making Ch. 01

by Bicuck45 on Apr 24, 2018
Loving Wives

I've wanted to write about some of my real-life experiences and some of my fantasies for a while now. This is my first attempt, and it outlines some of the encounters that my high school sweetheart had with my best friend. This first chapter is mainly true, and sets the stage for the remaining chapters, which will be mostly fantasy. This is just a start. Ple...

Katie's Submission Ch. 05-07

by soppingwetpanties on Dec 1, 2017
BDSM

Dedicated to Katie M., a devoted reader and a true submissive. This is a continuation of her fantasy. Perhaps her Mistress will allow her to read this story and finger herself to a climax. WARNING: This story contains a watersports scene. It also involves lesbian sex. It's not necessary to read Chapters 01-04 to read this story, although it does provide...

Submission Pt. 02

by Itascan on Jul 3, 2018
Group Sex

I awoke this morning feeling sensual and naughty. Sleeping naked does that for me. During warm weather, we are environmentally friendly: instead of turning the air conditioning on, we take clothes off. Jim also finds that having a warm house encourages our women friends to wear less or take something off when they arrive and feel the heat. Readers of "Submi...

A Night in Old Havana

by pbon44 on Sep 14, 2017
Erotic Couplings

Danny, short for Daniela stepped out of the rear seat of her Cadillac that pulled in to the entry court of the old Townsend house. She was dressed in a modern interpretation of a 1920's flapper dress. Several cars were unloading with people rushing to enter the party. Danny was attending what the invitation said was a night in Old Havana. It was a charity...

The D/S Experience Ch. 02

by wizard666 on Jan 1, 2018
BDSM

Chapter Two: Sir's House Lori: Hey Catrina! Catrina: Hey yourself Lori! And call me Cat, we're friends right!? Lori: Okay Cat! Catrina: How are you? Lori: I'm good. Catrina: That's great! Did you have a good time last night!? Lori: Yes! Catrina: So what exactly happened last night when the 2 of you disappeared? I wanted details remember!? LOL Lori:...

Doctor Fantasy Ch. 02

by LecherousLady on Sep 19, 2017
BDSM

Twenty minutes later, the doctor woke refreshed, and felt a twinge in his groin as he lifted himself carefully from on top of barbara, who still slept soundly. "Look who's up too!" He said, adjusting his swelling cock and chuckling to himself quietly. He wanted barbara to sleep well, in preparation for what would surely be her most stressful and challenging...

Amy's Story Ch. 05

by venturer15 on Sep 14, 2017
Interracial Love

Dear reader, this is the continued true story of a couple exploring interracial sex as told to me by Amy. * One morning after an evening with James, my good friend Nancy stopped by so our kids could play. As the kids played, we talked over coffee. I must have still been glowing from the fucking my black lover James had given me the night before because Nan...

Amateur Night Ch. 02

by SplendidSpunk on Sep 16, 2017
Loving Wives

Robert and I continued to have great sex for the week that followed the submission of my video. We even watched it ourselves throughout the week but as every day passed and we saw no responses on the web site, I began to worry that no woman found me attractive that no woman would want me. When I mentioned my disappointment to Robert, he said. "Emily, my lit...

Correcting Annette

by pixandwords on Sep 14, 2017
Fetish

I still remember the first time I laid eyes on Annette. She was standing on my doorstep, looking up at me, a hesitant smile forming on her full lips. She was holding a portfolio under her left arm. With her right hand she pushed a wave of auburn hair away from her eyes. "Mr. Anderson?" she asked. "Yes, I'm James Anderson," I replied. "And you must be Annet...