Aunt Chastity Stories

19,033 results
Orientation
Length
Source
Infinite Scroll

Aunt Janet's Hot Tub Ch. 03

by tmanners25 on Sep 15, 2017
Anal

"Thank goodness you're here," declared Aunt Janet as she opened the door. She waved to my wife, Roxanne, as she was backing out the driveway. We had gotten a call from Aunt Janet that morning that the hot tub wasn't working. She asked if I could come over and see if I could fix it. So here I was! "What's wrong?" I asked. "Nothing seems to work," she replie...

Mother Mistress Ch. 06

by JamesLacy on Sep 12, 2017
BDSM

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. Feedback and comments to; James Lacy at the address in his profile. All comments appreciated. Things returned to normal in Mother Mistress's household following Susan's and Patrick's initiation into...

Jeffrey’s story

by Rdweck3 on Apr 22, 2025

My sister Maggie and I moved in with our aunt Bonnie in Utah , Aunt Bonnie is very religious . I could never control my urges, at 18 my hobby was between my legs, they toy that made me a dirty boy I measured to find out was 11 inches. Bonnie is 5 ft , short and curvy but fit. Platinum blond hair , natural double d’s and a big firm ass. At 12 I developed a cr...

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Beach Life in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

Byron Leicester had a difficult time visiting his strange Aunt Galena Twysel. Auntie Gal was actually only about sixty-three years old and damned good looking for that. The doctors said she had early Alzheimer's, though this mystified Byron as his aunt still lived in her own house, did her gardening and shopping. "But don't upset her or offend her" his m...

Reformatory Girls Ch. 13

by escalus on Sep 26, 2017
Fetish

It is with some relief that Miss McCloud steps out into Miss Lucy's Consulting Room. For an hour and a half she has been standing in the cramped confines of the lavatory cubicle. Through a pair of strategically-placed toiled rolls she has been peering out of the small window: nothing that has been said or done in the Consulting Room has escaped her. Yet sti...

Aunt Carla Ch. 05

by moterhead74 on Sep 12, 2017
BDSM

This is part of a short story, if you haven't read the previous chapters, I would encourage you to start with chapter 1 and read them all in order. Chpt 5 I went on my date with Amy. She was wearing tight jeans with what I'm guessing was ankle high, high heeled boots. She had a leather jacket on; she was very attractive. We went out for a nice supper, and...

Sissy Maid to Be... Ch. 03

by missjennymaid on Apr 8, 2019
Transgender & Crossdressers

I would recommend reading the first chapters to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jere...

Dear Aunt Flabby

by Bakeboss on Sep 15, 2017
Letters & Transcripts

This column is for all you deviants out there with sexual questions. I will try to answer all that I can, all you need do is to write and ask Aunt Flabby. Dear Aunt Flabby: My wife came home late last Friday night and unexpectedly announced she had been fucking our neighbor for two months. Not only that, she brought home a chastity cage so now my genitals...

With Advice from Mistress Fishnets

by justincbenedict on Oct 15, 2017
BDSM

"Kylie, I don't want this old creep sucking on my toes." "Eel" O'Neill paused. "Besides, they're disgusting. She might get salmonella or something." The young couple was snuggling on the couch, and Kyleen's new boyfriend had taken his shoes off. But why on earth had Ky encouraged this old hag to suck his feet while he and Ky made out? "You'll get used to i...

Elvira: Family Secrets

by rpickman on Sep 28, 2020
Celebrities & Fan Fiction

This is a comedic sex farce in the style of Elvira's Mistress of the Dark movie (taking place shortly after the "dinner" scene). It contains monster sex, oversized cocks, comedy blowjobs, ghostly molestation and incest. "Oh, Bob..." Elvira gasped, rubbing her hands over Bob Redding's plaid shirt. She could feel his taut muscles underneath the soft flannel...