Milf Boss Stories

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Somali Hijabi MILF Doctor

by Samuelx on Sep 12, 2017
Erotic Couplings

Alright, I might as well confess at this point. I've got a thing for "mature" Somali women I see walking around wearing the Hijab and those traditional long skirts they wear. Every time I see one I get an instant boner. There, I said it. So why don't I feel better? As I sat inside Dr. Fawzia Hassan's office in downtown Ottawa, Ontario, I felt frustrated like...

Always a slut (cuckold) (incest)

by Sha on May 18, 2019
Swinging

"If you like it please let me know in comment and add story to this this would wake is more interesting" Intro I am Abby and my father" Richard "and my mom "Amy "got divorced my father was rich and my mom was a slut she used to cheat my dad . After she got divorced my mom, she got more money and property. I have a brother Peter....

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Diaries of a Bisexual: MILF Boss Pt. 01

by Daryljones on Feb 6, 2018
BDSM

Talk about a workplace romance gone wrong. I'm 22 doing my job in my new company. I'd just been appointed and I really wanted this job to stick. I'm a bisexual, I sucked several dicks before to get this job. I'm not generally into guys, but I just like thick black cocks. They are so pleasing and juicy. I like my women usually with big bouncy tits and a jui...

A Breeder's World

by Decadent Empire on Dec 21, 2020
Fetish

In a freeuse world, a man can fuck any woman he wants. That includes when and where. They could fuck their boss during a meeting. They could fuck their sister while she chats with her father. The possibilities are endless. Only a small set of rules exist to protect everyone involved. For this story, the most important rule is this: the only two ways for a wo...

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Enough Bickering! Ch. 02

by SEVERUSMAX on Sep 15, 2017
BDSM

Natasha still had much desk work to do for Gavin that morning, but she breezed right through it, determined to get it out of the way before lunch. She naturally hoped to spend her mid-day meal with her boss, having "snacked" on his cum earlier that day. The whole idea of her new relationship with Mr. Brock, as well as his plans for her and the entire company...

My MILF Boss

by xratedstoriesx on Sep 13, 2017
Mature

I couldn't help notice when my boss walked past. My eyes were instantly drawn to her long smooth legs under her slim-fitted pencil skirt, then up to her round, juicy ass, then further up to her large, perky breasts concealed behind her tight, low-cut blouse and finally to her gorgeous face. Ms Jessica Reyland was older than me; she was in her late thirties w...

The Return Of The Bully

by wonderer4 on Sep 19, 2017
Mature

(Note:This fictional story is posted on the Literotica website. Do not repost anywhere else without the author's consent .This is a work of fiction, intended to entertain adult readers. It has graphic erotic scenes and offensive language. If you can't legally view this, please don't! All characters and names of the story are fictional! Any resemblance betwee...

MILF and Chocolate Blue Eyez

by Silfy69 on Sep 13, 2017
Interracial Love

Jilly was a woman who seemed to have lost everything. Her Husband; Her expensive lifestyle and - just last month - her job. And yet, as she lay sunbathing in her garden, she felt younger and freer than she'd felt for a long time. She could say it now, but her husband had been an idiot. He'd left her for the reasons so many middle aged men leave their wiv...

The Sales Boss

by T3Bloke on Sep 14, 2017
Mature

I was a salesman at the time and was doing very well for myself. I was part of a six-man team and we'd always have a competition to see who had the best figures for the month. Usually we'd chip in and buy a bottle of Vodka or something as our grumpy old sales manager at the time couldn't give a toss if we were happy or not. That was until the old git crocke...

Power

by nero1211 on Sep 27, 2015
MILF

John was never a popular kid in school. He wasn't athletic and he didn't have any outstanding talents. Even his grades were mediocre at best. John lived in a regular suburban area with his 40 year old mother and his 46 year old dad. John was at best 5'6. Not very tall for a senior at high school. He had chocolate brown hair, the same as his parents, no muscl...

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