Milf Boss Stories

44,764 results
Orientation
Length
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Infinite Scroll

Create a wrestler- Asia Edition

by lilguy31 on Nov 13, 2018
Fetish

Inspired by my story https://chyoa.com/story/Create-a-Wrestler.1263 And the later rebooted https://chyoa.com/story/Create-A-Wrestler-Reboot.6354 Welcome to the Mixed wrestling league. It is a wrestling league where fights are run by the traditional pin fall or sexual battle. First one who cums loses, or sometime it is last person standing. First one to pass...

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Sexy Boss's Reward

by marriedpervs on Sep 13, 2017
Loving Wives

I'm a woman. NO, I don't ask you to judge me. Just read, enjoy, and realize that in my stories I leave out the boring details like putting on condoms, washing up, etc, etc. If you like the story, please leave a comment. If you don't, that's ok too. However... Please, if you don't like sex to be fun, dirty, or hopefully both - then DON'T READ IT! * Martin...

The Makings of Ellen Ch. 01

by dsoul on Sep 13, 2017
Loving Wives

The door stood before her a half inch open. Ellen's hand gave the door a slight push. It muttered a creaking sound like something out of the soundtrack of a creepy horror movie till it came to rest at the other end. She took a first tentative step, and then another into the bedroom. The bed was king-sized and it lay before her ready and inviting. To her ri...

Artificial Affection Ch. 03

by OliverPride on Jun 1, 2020
Sci-Fi & Fantasy

Note: all characters are over 18, everything is completely fictional. Always use protection and get consent. Artificial Affection Chapter Three ~Recap~ The moonlight reflected off Victoria's swollen, pregnant belly. Her eyes were closed but she was still awake. My hand gently caressed the bottom of her tummy. She had just confessed a lot of crazy things....

The Panty Perils of Me 00

by HarleyFatboy1 on Sep 13, 2017
Illustrated

First of all let me apologise to my regular readers for my long absence as I am back to working full time, which leaves me very little time to write. Hopefully you will enjoy the further adventures of Ms. Harley as I have been drawn to write a side series of stories that relate to the A Woman's Journal series. I can't promise how often I will be able to sub...

Lovely Auntie Ch. 17

by erosdon on Sep 19, 2017
Loving Wives

Shyam moaned as his wife was jacking him. 'My God! Neeta. Finish me.' Neeta smiled looking at him, 'where's the fun in that hubby?' He was breathless with the way Neeta was pulling him to the edge but was stopping at the end of his orgasm. She loved to do that since her affair with Manish started. Her younger lover hadn't been in touch with her physicall...

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...

Neighbors Sissy Son Ch. 02

by newfield1981 on Nov 21, 2017
Transsexuals & Crossdressers

This is a prequel to 'Neighbors sissy son'. It's a stand alone story but trust me it will be a better read if you've read the first chapter. ***** Looking back Charles remembered always being the smallest kid in the class. Even now at 18 years old he was still the smallest. When other boys were just starting to notice girls and their changing bodies, Ch...

The Pervert Agent Returns

by DickThePimp on Jun 11, 2019
Celebrities & Fan Fiction

Ahhhhh. It's good to be back. Nice vacation in Hawaii with Ronda, but I'm an agent, best in the damn biz. LA LA Land is my home... my jungle, and I'm the king of it. "TIMMY... GET YOUR ASS IN HERE!" I yell for my young assistant Timmy. He's annoying sometimes and gets in the way here and there, but... Yeah, he's a pain. Timmy runs into my office. "Yes sir?"...

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...