Babysitter Stories

Jesse's itch was under her leg cast and she couldn't reach it no matter how hard she tried. So she decides to scratch her other itch in the hope it would distract her from the terrible discomfort.

A Dear Stepdaddy Story
Award-winning letters to the "Dear Stepdaddy" hebephilic advice column from the year 2011. A wide variety of separate situations, and hence a wide variety of codes. So don't be turned off by one or two -- they likely appear in only one letter. Teen-aged girls, their Uncles, Teachers, Fathers and "Mentors" all write to the column for advice. Start the New Year off right with this "year in review" -- and then get busy writing your own letters to "Dear Stepdaddy" for 2012!

Domestic bliss and the need to keep the help well-trained and ready.

Josie gets a lot closer to her new stepmom after her daddy has to go to the hospital. Now, the two of them sleep in the same bed and they keep each other content in ways that females only know as the shortest route to a nice orgasm ever invented. Now she is working as a babysitter and her mom is helping her out the best way possible.

The newly hired babysitter gets close to the married couple and they all go to a nudist campground to cement their relationship.

What do you get when you mix a May-December marriage, a sexually frustrated, but otherwise happily married man, a loving, playful wife, a Christmas party that hubby attends as a favor to said wife, friends with a devious plan, a babysitter with her own agenda, and a mistletoe? You get what was about to happen to Jack Stevens and his life one wintry Friday night.

A Damsels in Need Story
Molly was the 16 year old redhead baby sitter for the couple. He was a black man with a massive cock, and she was his white wife who loved their wife swapping parties, and also privately playing with the wives. Molly started out with the wife with the husband joining in later.

Naughty Uncle Watches Naughty Niece masturbating while she is asleep next to her little cousin