Sissy Punishment Stories

36,576 results
Orientation
Length
Source
Infinite Scroll

Submission

by spidermonkey825 on Sep 12, 2017
BDSM

The elevator doors opened and I stepped out on my floor. I finished folding up my wet umbrella, shaking out some rain drops. Thunder boomed outside; the storm was getting closer. Walking quietly through the dark empty hallway I searched the numbered plates for my room. Locating it near the end of the hallway I pulled the key out of my bag as a flash of light...

Fun in the Outdoors

by rotwang on Sep 2, 2017
Erotic Couplings

A sweltering day in August finds us arriving at our chosen holiday destination, a baking hot Yellowstone National Park. Heat haze hangs in the air blurring the impressive natural beauty and the thousands of other sightseers also present. We'd thought this out well in advance and had picked a camping spot a long drive away from any of the major attractions....

Becky Doesn't Miss Much

by obscured on Sep 17, 2017
BDSM

Becky doesn't miss much. It usually makes it hard to plan a romantic surprise for her. If I start to prepare a candlelight dinner for her, the first thing she always does is run into the kitchen and say "Hey, what's all this?" If I'm trying to sneak a love letter into her lunch bag, she'll yank it out of my hand and read it before I even sign my name. Wrappi...

Shoplifting

by dancerinthedark on Sep 17, 2017
BDSM

The mall is deserted, for it is closing time, yet I watch the glass case spin as its contents sparkle. I still have some "shopping" to do. The sales lady catches me staring and smiles a beckoning smile, exposing teeth so white they make me sick. She reminds me of the Barbie dolls my mom used to force me to play with as a kid. Fried, bleached hair; tangerine-...

Indoor Beach Party Ch. 02

by sagethorns on Sep 17, 2017
BDSM

Author's Note: This is a continuation of the story Indoor Beach Party. Although this story stands on it's own, you get a better sense of the characters if you read them in order. ----------------------------------------------- He awoke lying on his back with the sun on his face. His little kitten had wrapped her naked frame around him. Her hand was on h...

Meeting

by tiedtight4123 on Sep 17, 2017
BDSM

We had known each other for a while. Business partners. Through our conversations over the years we had gotten to know each other. Somewhere along the line our conversations became personal, and like happens with many men and women the conversation turned to sex. Through those conversations we discovered that we had more in common than we realized. We are bo...

The Selling of Kelly: Dinner Party

by runnerj on Sep 17, 2017
BDSM

Kelly was in the middle of her afternoon workout when Mistress K rang the bell to summon her. She quickly stopped the treadmill and immediately left the basement for Mistress’ bedroom. As she entered she fell to her knees just inside the doorway, awaiting Mistress’ command. ‘I’ll be having a few friends over for dinner at 6. You, as usual, will be serving...

All For You

by laddiebuck on Sep 14, 2017
BDSM

Today, my Master has ordered me to edge myself for ten minutes straight if I can use the toy - and twenty minutes straight if I have to use my hand, since it's less intense than the toy. During that whole time I'm to think about what she's already told me she's going to do to me on Friday during our date - tie me down over a stack of cushions, fuck me in the...

Thank You, May I Have Another? Ch. 01

by evals22 on Sep 13, 2017
BDSM

Like many stories on sites like these, this one has a similar thread. Lori and John had been college sweet hearts and married very young. They were successful in all aspects of life; home, family and business. John recently turned fifty and Lori was quickly approaching the mark. They were by all appearances the happy all American couple. Their two sons were...

Tales from the Bedroom Ep. 01

by Kiayateo on Sep 17, 2017
BDSM

Episode I: Madam Kaitlyn It was something that my wife and I had always talked about. She always had a fantasy of being a dominatrix and I told her that I would be willing to let her be dominant. Little did I know how much I would like it or how much it would improve our marriage. It has been a long day and I was on my way home from work. I was curious as...