1. Runaround Sue


    Date: 1/16/2015, Categories: True Story, Cuckold, Teen, Voyeurism, Author: willingwimp, Rating: 45.8, Source: sexstories.com

    with the lights on and the shades open. She would peel off her shirt and pants or skirt, and walk around back and forth across the window several times in her bra and panties. Sometimes I would watch her examining different nightgowns for the night. She always made a production out of unsnapping her bra and wiggling into her nightie. I would always rush home so I could masturbate. I had another chaperoning duty with Sue. Often, she would call me to her house or have me accompany her home when her Mom was out and only her stepfather was home. She had a strange relationship with him that I never entirely figured out. She wanted me there clearly to protect her from his sexual advances, yet she seemed to be the one making all the advances. I watched as she flirted outrageously with him, and I'm convinced he never laid a finger on her. Just as Sue called me her sugar baby, she called her stepfather Sugar Daddy. She would tease him, wiggling her bottom at him, flashing her panties, pouting in a little girl way, sometimes sticking her tongue out at him, giving him clear views down her blouses or nighties. I'm pretty sure she played him the same way she played me--exercising her power over him, encouraging him to masturbate, leaving him little presents like her panties. I think her stepfather and I were both in awe of Sue--she remained an untouchable sexual icon for both of us. I myself never dated in high school. I remained shy around girls, but I was also devoted to Sue, and really ...
    had no interest in anyone else. I understood Sue to be completely unobtainable. I knew she would never be my girlfriend and that I would never take her on a date myself. But as long as she would let me watch her on her dates, call me her sugar baby and have me "protect" her from her Sugar Daddy, I was happy. Even when I was not needed as a chaperone, Sue would help arrange for me to have a good spot to watch her with her boyfriends. She even let me watch her lose her virginity. It was homecoming, and Sue's date was one of the high school football stars. I had watched all afternoon as Sue and Ellen primped and preened. I loved watching Sue get ready for her dates, and this one was special because they were really getting dressed up. Watching Sue put on her make up, brush her hair, apply perfume, fiddle with her stockings, was pure delight. Sue told me that after the prom, she and Ellen were going to sneak the guys back to her house. By that hour, her mother would be passed out drunk and her Dad worked an early morning shift so usually had to go to bed very early to get up before sunrise. Sue had given me a key to sneak in at a set time. My job was to act as lookout in case one or both of her parents woke up. I could perch on the top steps of their finished basement, where they had a little rec room. If the parents appeared, I was to serve as a noisy decoy, telling them I was here with Ellen and Sue. The two couples in the rec room wouldn't notice me since the stairway had its ...
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