Mature Boss Stories

64,820 results
Orientation
Length
Source
Infinite Scroll

Filing Isn't Necessarily Boring

by marriedbuthoping on Sep 14, 2017
Mature

Filing. I hate filing. But today filing was a little more bearable as helping me with the arduous and boring task was Emma, my nineteen year old office junior. And she was stunning. Completely and utterly stunning. Today however, she had surpassed herself. Tight blouse, knee length denim skirt and boots. Completely out of my thrity six years old league. Fuck...

Her Need for an Older Man

by amberisabadgirl on Sep 16, 2017
Mature

Amber walked into her office and sat at her desk. She was exhausted; mentally, emotionally and physically. Her husband of almost three years had grown distant, her business had hit a rough spot, and her sex life was dry. She needed some release, so she looked up some porn sites. She happened upon an erotic stories site. She began reading some stories in the...

Heat Of The Day

by southernmagnolia on Sep 17, 2017
Mature

This is my first try at erotica...Maybe it will be okay for a newbie. LOL The sweltering heat of the sun poured down on Iris's lithe young body. She pushed a platinum blonde lock behind her ear and reshifted her sunglasses on her nose. A sigh escaped her luscious pink mouth as the form of a man began to taking shape in her mind. As she lay sunbathing on the...

Leah

by espeteroh on Sep 17, 2017
Mature

One thing college towns are good for is bars, there's usually lots of them. And even though my college was in a pretty small town we had several bars or clubs to choose from. I had heard the TKE guys were getting together at this one bar for something or other and I knew they were always good for lots of cute women. But I also knew I'd be unwelcome if I just...

Leading Astray...

by sexywelsh on Sep 17, 2017
Mature

Rob slammed the oven door shut, fuming. Shooting a glance out the window he could see his wife laughing with their guests, mingling and enjoying the BBQ. Which was exactly what he was supposed to be doing, it had even been his idea -- yet here he was precariously balancing trays of food, struggling on his own to prepare everything at once and without a singl...

My First MILF was Great

by capt13 on Sep 14, 2017
Mature

I was 18 years old and this changed my life. My mom had a friend from St. Louis who was visiting us. They had worked together and she was gorgeous. She had a mixed heritage and had light tan brown complexion. She was short, perhaps only 5 feet tall. She had the most electric hazel eyes that would hypnotize any man, and her lips were perfect. She was only a...

On the Lips Ch. 01

by PrincessErin on Sep 16, 2017
Mature

Heather stood in front of her bathroom mirror and smiled at herself. "Not bad," she thought. Her blonde hair was still thick and shiny and she was still able to put it in a ponytail without looking like she was trying too hard. She looked quite cute in her tennis outfit and as she leaned over to tie up her running shoes, she smiled as her soft round breasts...

Older Woman & Stockings

by Hosieryboy on Sep 17, 2017
Mature

My first sexual stocking experience happened when I was 18 years old. I was visiting my Grandparent's home in Canton, Ohio. There were a few petting experiences that I had with girls my own age in the past, where the girls would let me stroke their legs to the tops of their stockings but that was about it. That summer in Canton, my mother's friend, Irene wa...

Persistence Pays Off Ch. 02

by nazzadry on Sep 15, 2017
Mature

When I arrived at work the next morning, I was anticipating a very awkward scene. I wasn't sure whether to expect her to avoid me from now on, or that she might someday address me directly. As it turned out, the latter scenario was the correct guess. Slightly averting my glance, I saw her walking down the corridor directly towards me. "Here it comes," I...

Liz Ch. 01

by Hot_Vanessa on Sep 16, 2017
Mature

Only wearing a white bra and thong, Liz Adams stood in front of her bedroom mirror and examined her body. Not bad for a forty-eight year old woman. Liz's tanned light brown skin had not yet begun to wrinkle, and contrasted wonderfully with her white underwear. Her long blonde hair framed a face, which, although tired-looking, was not unattractive. Liz often...