Mature Boss Stories

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Sorority Mom Friend

by nickatnight on Sep 13, 2017
Mature

My mother was active in her college sorority for years after graduating, then did less and less as the years went by. One day an old sorority sister called to ask if she could stay with us for a few days. My mother didn’t know her very well because she was three years behind her at college, yet didn’t want to say “no” to a sorority sister either. ("You never...

Relax and Recline

by luvsex13 on Sep 17, 2017
Mature

I was asleep in your room when you got home from work and your roommate was gone for the next week. You walked into your room and I was laying on the bed in a white tank top and a thong. The blanket I had over me had fallen to the ground. You stared at my ass for a sec, you were tempted to climb in bed with me and wake me so we could have sex but you knew I...

Rainy Night with Wiccamoon: My Side

by airdrigh on Sep 17, 2017
Mature

Recently, while on a fishing trip, I had the most peculiar dream. It was early summer, the weather warm but not hot. The days were getting longer and the earth had nearly come completely out of its winter slumber. All around buds were opening themselves to the sun and the wood was in the middle of its yearly transformation from gray and brown to green. It...

Surprise

by lily_fyrestorm on Sep 16, 2017
Mature

They were at the 80's schoolhouse party. Everyone was dressed freakishly eighties; wild hair, bright makeup, slap bracelets...It was scary. Emily didn't really go for that look. She preferred to focus more on the "schoolhouse" aspect: plaid skirt, white oxford, knee highs, Mary Jane's, and braids in her hair--the whole fantasy schoolgirl look. The bright pi...

A New Light Ch. 02

by stylewriter on Sep 17, 2017
Mature

Ever since the first encounter I had with Maria, I spent more time at Tim's than ever before. Maria and I never missed an opportunity to be together. At first we made sure that Tim was not home whenever we got together, to ensure he would not find out. It became increasingly difficult as we increased the risks by venturing out of the bedroom into other rooms...

Accidental Intent

by truesonofabraham on Sep 12, 2017
Mature

It was a morning just like any other that I would usually come home to except for how it all ended. I work a very unusual shift from 11 pm to 7 am so most of my sleep is done while everyone else is at work. The next thing I guess that should be know is that I am a married man and that my wifes grandmother is living with us as well. Anyway, I entered the h...

Alone Again

by maggie2002 on Sep 17, 2017
Mature

The divorce became final today. I’m forty-five years old, out of shape, overweight and horny as hell. Now I am also alone. Nobody around to solve even that problem for me. I could usually count on my no account man to fuck me when I was horny. He didn’t care about anything but the fact you were female. The last of the customers finally left the store at si...

Any Sooner Than I Would

by JulesGules on Sep 17, 2017
Mature

Slowly raising my foot off the break at the change of the light, I took a breath. I wasn't sure what I was getting myself into and whether it might have been better to just stay home all weekend not doing anything. It was the weekend before Thanksgiving and my best friend had gone to Florida with his family. I had been invited to go with, but my work schedul...

Another Late Night at the Office

by wiredforsound on Sep 12, 2017
Mature

It was late on Friday and with a deadline for the project looming, everyone was in a mad rush to finish their parts as fast as possible to make it home for the weekend. As the various deliverables made their way to my office for final review and approval, the general buzz of the office slowly dwindled as groups of employees gathered their things and left exc...

Extracurricular Activity

by trfetish on Sep 12, 2017
Mature

Professor William Cameron's gaze always locks onto the upper-left corner of the back wall of the classroom when he lectures. Cameron only looks directly at students is when one asks him a question. The rest of the time, his eyes narrow as his head cocks to once side and his hands move as he speaks. Sometimes he sketches a ridiculous, nonsensical object on th...