1. Driving Heidi Home


    Date: 6/26/2016, Categories: First Time, Taboo, Voyeur, Author: brianbigdogsmith, Rating: 100, Source: xHamster

    was to be a true courting for the very first time. I started to take her on "dates" at least once, sometimes twice, a week. We'd go out to dinner, dancing, or maybe just for walks through Old Town Alexandria. The only obstacle to this was the chore of securing a babysitter. Finally, we discovered Mrs. Allerton, a sexagenarian widow who lived down the street from our home in Arlington. This worked out great, and before long, we were really enjoying a growing, loving relationship. I was finally content with my life, my wife, and my world. After two years of this blissful routine, Mrs. Allerton slipped in her bathtub and broke her hip. She recovered, but decided to slow down a bit. Among other things, she felt she had to relinquish her babysitting activities. Word got around the neighborhood about a possible replacement, Sandy, a nineteen-year-old community college student at NOVA, who I discovered was not only responsible but also a smoking hot blonde. However, after a couple of weeks with her, I could tell that Traci was a little uncomfortable having such a cutie around. I guess part of her couldn't forget how her last marriage ended, since the secretary her "ex" had been banging had been only twenty. Kind of ironic, considering that she herself had been screwing a twenty-three-year-old "yours truly" at the time, but human rationalization never ceases to amaze me. In any case, as I have mentioned, I had become pretty content with my home situation, so I wasn't too ...
    disappointed to remove temptation from my house, either. But where would we find a babysitter? We solved our problem with the help of Mrs. Allerton. It turns out that she had a thirteen-year-old granddaughter, Heidi, who was doing a little babysitting. Since my son was now five years old, and because Mrs. Allerton would be available down the block should Heidi run into any problems, we decided to try it out. It worked out great. Heidi was a responsible young girl, and at thirteen she provided no distraction to my wife's insecurity or to my libido. At least at first. Oh sure, she was a cute little seventh-grader, not a curve to her, eighty pounds in braces. She had long, light brown hair, big green eyes, and a perky little nose. A real cute k**, always working to do her best, be it at babysitting, in school, or even on her junior high school soccer team. My son, Brian, loved her, she loved the regular spending money, and we loved our continued freedom and peace of mind. Everything as it should be. For the first year. Then she turned f******n, lost her braces, and found puberty. I guess I first noticed during the summer before her eighth grade year, when she arrived wearing a little tank top one evening. She had breasts! They were cute little cupcake titties, and she wasn't wearing a bra, so her precious little nipples were kind of poking through the thin material. I did a real double take at that. A week or two later, she came over to watch Brian on a Saturday afternoon. She changed into ...