Adventures in Babysitting

When I was 14, me and my BFF, Ashley, started our very own babysitting service. She made an announcement during church and we immediately started getting phone calls.

One day, Ashley said, "Come here...U gotta check this out." And she pulled out a handful of 20's. "Damn, where'd you get that?" I asked. "Babysitting," she said with a smile. I counted it...just a little over $200. "How'd you get $200 babysitting," I asked. Now, Ashley was the neighborhood nymphette and I was the neighborhood crossdresser and I soon found that babysitting services weren't the only thing that men in the neighborhood were willing to pay for ;-) The next night, she took me with her.

A man picked us up at 6 in the evening. He was extremely handsome...probably 6 foot 2...220 lbs...built like a football player. Found out later that he was 44. Which made the fact that me and Ash were only 14 even hotter ;-) As soon as she got in the car, she reached her soft little hand over to his lap, undid his pants and began stroking his hard cock as we drove down the street! I couldn't believe it when she put her head in his lap and starting sucking him :-)

We pulled into a driveway and we all walked inside. In the living room, there were 3 other men...all in their 30's and 40's. Ashley and I went into the bathroom, got in the shower and we began shaving each other's bodies. It was so hot...gently pulling the razor across her soft skin...making sure that her legs, pussy and ass were as smooth as they could possibly be. She made sure that I was just as smooth as she was too ;-)

We were both naked in the bathroom as we started putting on our makeup. While I was painting my face up like a whore, Ashley kneeled behind me and began gently tonguing my pink hairless asshole. It felt absolutely exhilarating! I returned the favor as she did her makeup...gently pulling her soft little buttcheeks apart...and sinking my entire face into the crack of her soft, firm, 14 year old tushy!