Bedding the Babysitter Ch 01 - Sex Stories

Bedding the Babysitter Ch 01

... you have, and thigh highs that match. Jenny78ph: To babysit? DrMeg: Yes. Are you going to do as I say? Jenny78ph: Yes, sorry for questioning you. DrMeg: It’s ok. I have to go and shave for tonight. Do you shave your special place? Jenny78ph: I trim it. DrMeg: Be sure it is nice and trimmed before you go out tonight. Jenny78ph: OK. DrMeg: I must get going. I will talk to you later tomorrow. Jenny78ph: Ok, thank you…Bye. I got ready for my fake date. I would go out for an hour or so for my plan to kick into action. I was dressed in a black leather skirt, beige stockings and a red blouse. Jenny arrived dressed in one of her plaid school skirts, mocha thigh highs, and her white school blouse. You could clearly see she was wearing thigh highs. “Wow, you look very adorable, Jenny,” I complimented her. “Do you have a late night date?” “Thanks Miss Cameron. You look pretty too and no I was just trying something new and didn’t have time to change.” “Well it really works,” I said, gently squeezing her shoulder. “I’ve got a hot date. Max is already asleep, so you can watch a DVD if you want. I think you will like the DVD in the machine it is a great movie.” “Ok, have fun,” she said her usual bubbly self. “Oh, I will,” I said ever-so-coyly. After I left, I drove to a nearby adult store and picked up a new smaller strap-on I hoped to use on my cute, babysitter later tonight. After grabbing a quick bite to eat, I drove home and snuck in the back door quiet as a mouse. From the kitchen, ...

... I checked in on my babysitter. She was on the couch, her legs open and her hand assumedly pleasuring herself as she watched a scene of me fucking the pussy of a pretty 21 year old coed I seduced a while ago. The girl, a sweet submissive volleyball player named Allison, was screaming “Yes mistress, fuck me, bang my tight pussy.” I allowed the scene to go on for a couple of minutes and long enough to hear Jenny’s soft moans before I decided it was time for me to ‘return home.’ I snuck back out the back door and came in the front door. I closed it silently to avoid startling my in the throes of self-pleasure babysitter. The sounds of the DVD echoed through the house, “Yes mistress, pound me, I’m coming.” When I entered, Jenny scrambled to cover herself, but could not in time. I looked at the TV, a sly smile on my face and said faking surprise, “Oops, that was not the movie you were supposed to see.” She stammered, apologized and begged me “I-I-I am s-s-so sorry, Miss Cameron. P-p-p-please don’t tell my mother.” Her red cheeks were both undeniable guilt of what she was doing and yet also the shame that went with being caught in such a compromising position. “It is ok, my dear, masturbation is natural.” “I-I-I am so, so, so sorry,” Jenny continued, her embarrassment so cute to me. “Actually, the fact that you are masturbating to a video of me and my submissive Allison is quite flattering,” I mused. “What turned you on?” “I-I-I don’t know,” she replied, clearly overwhelmed by the ...