Mature Chastity Stories

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Infinite Scroll

Spanking Headmaster

by BostonDom55 on Sep 14, 2017
Fetish

Please note, all parties involved are over 18. * You are a student at the age of consent, dressed in a white blouse, lacy white bra, pleated short skirt, no panties, and white socks. You have been called in to my office because you have been under suspicion of smoking and even worse, of possible sexual activities, with boys and girls. I am the Headmaster...

Clara Bow's Academy for Ladies Ch. 02

by Sputnik57 on Sep 15, 2017
Transsexuals & Crossdressers

The new sissy stood barefoot; naked but for the soft white gown. Though bewildered and a little scared, her little cock poked forward in the gown, partly through fear and partly through excitement as she felt the eyes of the stern woman upon her. Clara Bow rose slowly from the leather chair she sat in, cane in one hand, she wagged a finger summoning Pepper f...

The Cottage

by WriteBoat on Sep 17, 2017
Mature

As he approached the quaint old beachfront cottage, he saw the soft glow of candles through the parlor window. He smiled, knowing she was probably lying on the big overstuffed sofa, reading or napping while listening to her favorite music. He quietly opened the front door and walked in, locking the door behind him. As he expected, in the glow of the candlel...

The Iceman Cometh

by writingfool on Sep 12, 2017
Mature

Jerry bounded back from the kitchen, vodka and orange in one hand, a small dish of ice in the other. There was a noticeable bounce to her step and the smile on her face indicated that the first serving of dessert had satisfied her just fine. I sat at the head of the bed, leaning against a pillow, a perfect position to see her has she came into the room. She...

The Beginning of Stupid Ch. 03

by eldumbo on Sep 17, 2017
Mature

A Study in Stupid--3 New Ways to be a Dumbass "I don't want to see you any more. Please don't call." The click of the receiver in my ear pretty well told me there wasn't any sense in carrying on a communication. I knew the score anyway, Ann just broke it off before anything happened. Not just the score, I knew all the statistics that went with it as well....

A Gift For Emmet

by Cheleste on Sep 17, 2017
Mature

Emmet had recently celebrated his eightieth birthday. His beloved wife of fifty-five years lay dying in a hospital bed. I envied their love and loyalty for one another, sometimes thinking it was too good to be true. They were the picture of devotion in the gentle, and now poignant, things they said to one another when together. And I had observed their ho...

Monica Ch. 7

by billyt98366 on Sep 12, 2017
Mature

After the spending the afternoon with Julie, my sex drive had increased to an even higher level. I daydreamed about fucking both Monica and Julia, as the memories of Marie slipped slowly into the back of my thoughts. That evening when Marie called, I realized that I needed to change my perspective before she returned from her business trip. When she thought...

Yes, Teacher Ch. 02

by CathyO1955 on Sep 12, 2017
Mature

After their almost violent coupling on her desk, her legs were quivering as she tried to compose herself. 'God, what have I done? she thought. But then she looked up into his eyes, and she knew exactly what she had done; fulfilled a fantasy months in the making. And she wasn't done with him yet. She straightened, smoothed her blouse and skirt down, and grabb...

Paint Me Satisfied

by OrdinaryGirl on Sep 13, 2017
Mature

I was sitting backwards on one of the chairs in my tenant's kitchen, watching him cover an easel with bold strokes of varying shades of green. Sean had moved into the basement suite in late August, and we'd hit it off right away. He was a nice boy, 22 years old, a couple years older than my own son, who was also away at university. We'd fallen into a comfor...

Dine In, Dine Out

by hickoryfarmer on Sep 17, 2017
Mature

The buffet was open yesterday afternoon. I'll give my lover credit, it didn't take a neon sign for him to get the message. Me be-bopping around the kitchen in jeans and a denim shirt was enough to get his attention. A denim shirt with just one button still buttoned, the one just below my breasts, was enough to make his pecker salute me. A flimsy little black...