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.

I want you to wear

Jenny78ph: To babysit?

Yes. Are you going to

sorry

and shave for

Jenny78ph: I trim it.

Be sure it is nice and trimmed before you go out tonight. You always want to look attractive down there, even if you're the only one

I must get going. I will talk

Ok, thank you...

leather skirt, beige stockings and a red blouse. Jenny arrived dressed in one of her plaid school skirts that she must have

complimented her.

was

"I've got a hot date. Max is already asleep, so you can watch a DVD if you want.

I will," I said

hoped to use on my cute babysitter later tonight. After grabbing a quick bite to eat, I drove home and snuck in the back

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 had 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, 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

face and gasped, faking

and begged me "I-I-I am s-s-so sorry, Ms. Cameron. P-p-p-please don't tell

she was doing and also the shame that came from being caught in such a compromising position. "It's ok, my dear,

so sorry," Jenny continued; I found her

to a video of me and my submissive Allison is quite flattering," I

don't know," she replied, clearly overwhelmed just that we were talking about such

you find seeing me with a strap-on 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 wish that you were the one on all

and faint sounds emerged, but no words came out. Adding to her confusion, I then leaned in and kissed her. At first it was gentle and sweet, but once she responded, tentatively at first, I used my tongue to part her lips. She responded more actively

asked,

asked, the significance of the words

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