Bedding The Babysitter: Ep5

I hung up and saw Jenny had continued our cyber conversation.

Jenny78ph: That is ok, I have to go babysit for my neighbor in an hour.

DrMeg: Fun. I am going out right away. I have a date with my girlfriend.

Jenny78ph: Like a friend who is a girl or a 'girlfriend'?

DrMeg: Truthfully, she is a slave of mine. I have a few women who service me sexually.

Jenny78ph: ???

DrMeg: Just kidding.

Jenny78ph: Oh.

DrMeg: Actually, do you want to know a secret?

Jenny78ph: Yes.

DrMeg: I wasn't kidding. I have a woman coming over tonight I am going to use to release my stress. When you are more confident you will be able to release your stress through sex too. Jenny78ph: Not sure I will ever be that confident.

DrMeg: I promise we will find your happy place. You have already begun the transition.

Jenny78ph: Ok.

DrMeg: I want you to do something for me.

Jenny78ph: Of course.

babysit, I want you to wear

Jenny78ph: To babysit?

Are you going to

Yes, sorry

It's ok. I have to go and shave

Jenny78ph: I trim it.

is nice and trimmed before you go out tonight. You always want to look attractive down there, even

get going. I will talk to

Ok, thank you...

I was dressed in a black leather skirt, beige stockings and a red blouse. Jenny arrived dressed in one of her plaid school skirts

you look adorable, Jenny," I complimented her. "Do you have

pretty too and no, I was just trying something new and didn't have

works for you," 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'll like the one in the machine, it's

will,"

grabbing a quick bite to eat, I drove home and snuck

bang my tight pussy!" I allowed the scene to go on for a couple of minutes, long enough to savour 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,

on my face and gasped, faking surprise, "Oops, that wasn't the movie you were supposed

stammered, apologized and begged me "I-I-I am s-s-so sorry, Ms.

from what she was doing and also the shame that came from being caught in such

sorry," Jenny continued; I found

were masturbating to a video of me and my submissive Allison is quite flattering," I mused. "What turned

overwhelmed just that we were

exciting?" I asked, moving closer. "Or was it Allison being fucked?" swearing in front of her for the first time. As I reached her, my hand grasped hers and I pulled her up and asked, "Or did you

sweet, but once she responded, tentatively at first, I used my

broke away and asked, "What does my

asked, the significance of the

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