Mature Boss Stories

64,820 results
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Infinite Scroll

Alison Furse Rejuvenated Ch. 5

by Edwina on Sep 13, 2017
Mature

For James it was the Agony and the Ecstasy, but which was dominant? Which overcame the other? Undoubtedly the ecstasy was the way that Alison wrapped her tongue around the head of his cock at the same time sucking on him, the agony was knowing that he would soon lose control, would actually 'cum' in her mouth whether she desired it or not. It had been so lo...

The Artist And Her Horny Male Model

by aelliott7 on Sep 12, 2017
Mature

The nineteen year young man stood naked before the female artist who was about to paint his naked form onto canvas. The artist, named Sophie is a divorced, thirty eight year old self-made success story, a successful painter who recently decided to try painting the human body and having found this gorgeous young man on the street paid him $50 to model naked...

She Wanted Me Ch. 02

by Beachinfldad on Sep 17, 2017
Mature

Julie came in to the store quite often after that night and also made many calls to my job. We chatted about many different things and a lot about what and how we felt about our “lust” that evening. Julie wanted more and in every way but just coming out and saying it, she told me that. Julie was at her mother’s one night and made a phone call to me before I...

School Days Ch. 02

by Niki_Love on Sep 16, 2017
Mature

** Its been a week since Mr. Love and I had our little moment of fun. Hes been avoiding me and then when he is around me he acts like nothing happened. But all that is about to change because I know just what to do.** I came to school dressed exactly how a young, hot, teenage girl should dress. I wore a white button up blouse, leaving the top three buttons...

My Texas Aunt Ch. 03

by ZaneLarson on Sep 15, 2017
Mature

That weekend I was pretty sore from the game Friday night. I pretty much just lounged around and kicked it at home. At school Monday, I sure seemed to have a lot of new friends. I was getting congratulations from people I have never met. I forgot to do a reading assignment in my English class, but the teacher said it was all right. I guess that's one of the...

My Hair Dresser

by DurtyWriter on Sep 14, 2017
Mature

I am Tom 58 years old and walk with a limp. I have been widowed for about a year. My wife was 34 and had a body built to tease and please and loved to use it. We had an open arrangement, where she would pick guys or girls up and then tell me or bring them home for us both to enjoy. I loved the fact that she could get almost anybody interested. On the day sh...

My Neighbor is a Slut

by feelmore on Sep 11, 2017
Mature

I worked in Texas last summer. Since it was a small job that would be completed in 3 to 4 months, I sublet a condo from a friend. My neighbor called me one Friday afternoon. She said she needed my help in selecting an outfit to wear that night. She was a widow and was going on her first date since her husband died over 2 years ago. I'm certainly no expert on...

Regarding Ron Ch. 02

by LeslieBlue on Sep 17, 2017
Mature

My first encounter with Ron was far from finished, with that steaming eruption from my flooded, squirting snatch. Soon after my explosion, as I laid there with my head in his lap -- my mouth hanging open in almost disbelieving ecstasy – he smeared my own silky syrup over my moist lips, finishing me off with his magic digit by placing it firmly and gently upo...

A 50s Tryst

by necronyms on Sep 13, 2017
Fetish

She sat on the veranda taking in her cool, fibrous menthol cigarette with collected, thin hands. Red nails on opposite hand tapped absently on weathered end table glossed with a haze of ash. Her pinned, voluminous black hair could stand repair as silky fly-aways tossed about viciously in a fall breeze just as it were to toss blandly colored oak leaves across...

Ms. Nancy Ch. 03

by txnmike on Sep 16, 2017
Mature

This is part three of the story of Ms. Nancy and how, for a brief time, my masturbation fantasy became a reality. Your comments and criticism are welcome as this is my first time submitting a story to literotica and I want to get better! Thanks in advance. * My cock having been reawakened by the touch of her hand beneath her oversized t-shirt, I looked do...