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.

you to wear the shortest skirt you

Jenny78ph: To babysit?

Are you going to

sorry

to go and shave

Jenny78ph: I trim it.

always want to look attractive down there, even if you're the

get going. I will talk to you

thank

dressed in a black leather skirt, beige stockings and a red blouse. Jenny

you look adorable, Jenny," I complimented

no, I was just trying something

"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 a fun movie." "Ok, have fun," she said, her

I will," I said

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

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

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

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

red cheeks expressed both guilt from what she was doing and also the shame that came from being

so, so sorry," Jenny continued; I found her embarrassment

my

just that

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

tentatively at first, I used my tongue to part her lips. She responded more actively and our tongues danced inside each

away and asked, "What does my

the significance of the words not

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