Mature Boss Stories

64,820 results
Orientation
Length
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Infinite Scroll

Linda's Pleasure

by alexcarr on Sep 17, 2017
Mature

I had been happily serving Linda as her toy boy for a few months. She is disabled and we got friendly when I did a few things around the house for her. For a small remuneration of course, one has to survive. But the poor aging Linda was terribly lonely and expressed to me how appreciative she was for my help. She got to telling me the most personal things l...

Love, Ropes and Clamps

by 1991yasha on Sep 14, 2017
Mature

It was early morning and the sun had started to rise. Faith slowly blinked as the first ray of sunlight hit her eyes. He was watching her - he'd been watching her, out of her sight but able to see her every move. Not that she would be moving much, as she would soon realize. He had tied both her hands above her head and her ankles were tied to the corners of...

A Short Story

by Troglodite45 on Sep 2, 2017
Mature

Pete pulled into his driveway and saw Peggy from next door sitting on his doorstep. He got out of the car and heard her crying. "Hey, Peg, what's up?" he asked. "John left me," she sobbed tears streaming down her face. "What? No way. Come on inside and tell me what happened." He lived alone but had always kept up good relations with all his neighbors esp...

A Little Help From Miss Smith

by The Legend on Sep 17, 2017
Mature

My name's Dave, and I'm 21 and I go to Louisiana State University. There's this 29 year-old Teacher's Assistant in my Creative Writing class. Her name is Miss Smith, and she has the best body that I have ever seen. Perfect legs, tits, ass, I knew she was hitting the Gym because I would see her walk in wearing her tight pants and sports bras. Ever since I...

Horny Aunt Ishita

by rudra_sekhar2000 on Sep 17, 2017
Mature

Hello, I am Rudra and I live somewhere in India. This is a true story. All comments and critics are welcome. * This story dates back to the time when I was in 18 and standard 10. I was often referred to be rude and arrogant, among the people who lived in my building. And arrogant I was. Probably it was due to the fact that my DAD was a very well known law...

Blackberry Summers

by wife2hotblk on Sep 14, 2017
Illustrated

Note: This story is non-erotic. * This summer was a pleasant reminder of my childhood. Although London is over three thousand miles away from the small Southern town in which I grew up over thirty years ago, I was reminded of that different place and time each day as I walked to the nursery to pick up my three year old daughter. It was the plethora of blac...

A Black Love Story in Canada

by Samuelx on Sep 16, 2017
Anal

Sliding my dick deeper into Fatima Allemand's asshole, I let out a sigh of pleasure. Anal sex is one of my favorite things in the world. Right up there with breathing and making money. I was in a funk over losing a ton of money due to identity theft and being forced to postpone my summer trip to my native New England. To get over all that, this big-booty, li...

The Postman Cums Quietly

by linlynn on Sep 17, 2017
Mature

I awoke around 8.15 a.m. Jumped out of bed, threw back the curtains. The sky was bright blue and the sun was already quite warm. Today is my 50th birthday and it marks the beginning of the rest of my life after finally receiving my divorce papers in the post yesterday. I never really wanted much out of life except a loving husband, a couple of kids..... I go...

Greg H. Goes on a Date

by Greg_H on Sep 16, 2017
Mature

We met after I responded to a comment she had made on a website, about the link between pornography and violence. Details of that exchange are not necessary, beyond stipulating that she is pro- both. We exchanged messages about food, sex, death and the necessities of both kindness and occasional depravity. We talked on the phone and arranged dinner at a rest...

Cupid Retires

by DG Hear on Sep 14, 2017
Humor & Satire

No sex. Just a light hearted short story about cupid. Thanks to 'Techsan' for his editing prowess. * I knocked on the doors of one of the nicest castles in the world. It was answered by a beautiful lady but what else would you expect when knocking on the castle door of Venus, the goddess of love. I was there to inform her of some not so good news. I asked...