1. Private Tutor for Trophy Mom and Daughter


    Date: 8/23/2015, Categories: Fiction, Cuckold, Job/Place-of-work, Teen, Wife, Author: willingwimp, Rating: 90, Source: sexstories.com

    maybe that you could give swimming, tennis, and piano lessons as well," she said. I've always been lucky with the ladies. I have what I guess women call the tall, dark, and handsome look. I'm muscular, athletic, and good looking. This was one of those situations where it looked like I was able to take advantage of my looks. Nina was about 15 years older than me, obviously much wealthier, and soon to be my employer. She told me a bit about the family situation, and about her relationship with Mr. Talbott (she didn't volunteer his first name and I knew if I were to meet him I would not be first-naming him any time soon). She also filled me in on the dismal academic record and painful social struggles of her daughter, Linda. Nina confessed that she and Linda came from "the wrong side of the track." She said that she was essentially raised as "trailer trash" and that she had used her beauty to escape a life of poverty. She landed a job as a stripper in an exclusive Manhatten gentleman's club which Talbott frequented. He was particularly drawn to her. In part, his attraction seemed to be that he could play the Henry Higgins role in transforming Eliza "Nina" Doolittle by cosmetic surgery while he was still married to the second Mrs. Talbott. Mr. Talbott actually spent a couple of years preparing her for her role as Mrs. Talbott III, so she would be ready when the time came. She was totally dependent on Talbott but made it clear to me from the start that she not only didn't love ...
    him, but didn't even like him. She was made in his image, did anything he wanted, was at his service when ever he wanted to be serviced, but for Nina it was all an act, as though she was still working for $20 lap dances, but now with a single customer and no music and partying. She said that she was completely isolated in her mansion, had nothing in common with the other wives in their social circle, and missed her friends from the strip club and from her previous life. Now, she said, Linda was also lonely, had no friends, and really had no one in her life except her mother, Nina, and her mostly absent and distant, but nevetheless demanding and controlling stepfather. Among his demands was that Linda had to be pretty and smart. Nina smiled and said, "Fortunately, being pretty is no problem for Linda, but she is a terrible student, just like I was." With that, she called Linda in to meet me, introducing me as "your new tutor, Mr. Joe." Linda was indeed a natural beauty, much like I'm sure her mother was before she got all the "work" done on her. Linda was a brunette, which I guessed was also her mother's natural color, but with the same blue eyes. Unlike Nina with the hourglass figure, Linda was lanky and slim. She was wearing low-riding jeans and a tight knit shirt that left a nice expanse of tanned, sleek waist exposed. She was very shy, clearly not aware of her own beauty, and kept her eyes mostly downcast and her answers to my conversational questions to monosyllables. I ...
«1234...1314»