Milf Chastity Stories

11,971 results
Orientation
Length
Source
Infinite Scroll

Confessions of a Tgirl Slut

by Sissypansyfairy on Sep 13, 2017
Transsexuals & Crossdressers

When the day started, I had no dates, no arrangements of any kind. But I was feeling horny. I needed cock. I'd gone over a week without sex and I am one cock hungry sissy slut. I'm getting on a bit but I know how to dress and do my makeup. I like to think I can embody a straight guy's fantasies and give him the sex his wife won't and dress in a way genetic w...

Wife Guard

by clinton09 on Sep 18, 2017
Loving Wives

[©2010 BY CLINTON09; ALL CHARACTERS OVER THE AGE OF 18; NO EVENTS DESCRIBED ARE TRUE] [THE ALMOST TRUE TALES OF A LIFE GUARD; BRILLIANT PROMOTER, HE CONVINCED HUSBANDS TO PAY HIM TO ALSO BE A 'WIFE GUARD'; THE WIFE GUARD ENDED UP PLANTING SEEDS IN A LARGE FIELD, RAISING NEW LIFE.] * What was that old rock 'n roll song: Indiana Wants Me (Lord I can't go ba...

Housewife Becomes Sex Slave

by RottenPines on Mar 9, 2020
Mature

In this collaborative script, a young man seduces a married woman, convincing her to run away with him and become his sex slave. —— Start —— Man: Geez, I wish my parents would get off my back about getting a job. I just got out of college. Can't a guy have a little fun? Hell, if I really need money, I can do what I did back at school, find some horny old...

Successful Businesswoman Ep. 02

by mattpantyhose on Jul 9, 2018
Group Sex

I would like to thank Georgia Alice for helping me with naming and dressing the characters. Somewhere by the end of this episode, during the final scene, I have made a stylistic mistake, it was done on purpose for the readers entertainment. I am curious what you think about it; please, let me know in the comments or via email. Any kind of feedback, especia...

Hotwife Iris Goes to Party w/Jack

by Aynsley on Sep 26, 2017
Loving Wives

"Are you sure you're okay with this?," queried my beautiful 45yo wife. "Heck, yes," I said. "I am a little nervous…but in a good way. I think this is kind of exciting. I'm surprised YOU are not more nervous." "Oh, I am. But Jack is such a darling. And I think it's so cute that he wants to show me off to his friends," said Iris, as she continued to...

HotWife Iris has Date with Young Jack

by Aynsley on Sep 26, 2017
Loving Wives

"You seem nervous," I said, as I watched my voluptuous wife, Iris, fidget in the passenger seat of our car. She kept adjusting her low-cut, black silk blouse, to maximize the cleavage she'd be showing to our young, soon-to-be friend. "Well, of course I'm nervous," Iris shot back with a grin. "I haven't gone on a date, since I started dating you, and now I'm...

My MILF Story

by IllinoisMILF on Sep 17, 2017
Loving Wives

I'm one lucky man that has a short story to relate for all too understand that there are MILFs out there that not only take care of their man, but also there own libidos in addition to taking other men and select women for there wildest sexual rides. One story at a time, so this one is when we were in San Diego. My wild MILF and my SIL wanted to go out, but...

My MILF

by IllinoisMILF on Sep 17, 2017
Exhibitionist & Voyeur

I'm one lucky man that has a short story to relate for all too understand that there are MILFs out there that not only take care of their man, but also there own libidos in addition to taking other men and select women for there wildest sexual rides. One story at a time, so this one is when we were in San Diego. My wild MILF and my SIL wanted to go out, but...

Milf Waifu

by Ashton210 on Dec 28, 2020
Fan Fiction

All characters are at less 18 years old unless the story says so. The Male has aMilf fetish fucking milfs and getting females pregnant too. The milf as a child that you are friends with, and if the milf has a man in the show, movie, book, or comic/manga she will not have him here, the man would ether be dead or they split sometime in the past. My name is (F...

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Easy Women on Easyjet

by johnthepostman on Sep 2, 2017
Erotic Couplings

I'm not a big fan of air travel but last week I experienced something a bit different and thought I would share it with you. Flying Easyjet is sort of OK. You get what you pay for. Delays are the norm and the scramble to get on the plane brings out the worst in everyone. I arrived at my departure gate with a little time to spare and noticed the Easyjet staf...