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 the shortest skirt you have, and thigh highs that

Jenny78ph: To babysit?

going

Yes, sorry for questioning

It's ok. I have to go and shave for tonight. Do you shave your

Jenny78ph: I trim it.

you go out tonight. You always want to look attractive down there, even if you're the only one who

I must get going. I will talk to

thank you...

got ready for my fake date. I would go out for an hour or so, giving Jenny enough time 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

complimented her. "Do you

Cameron. You look pretty too and no, I was just trying something new

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 a

will," I

After grabbing a quick bite to

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

sly smile on my face and gasped,

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

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

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

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

she replied, clearly overwhelmed just that we were talking about such

it Allison being fucked?" swearing in front of her for the first time. As I reached her, my hand grasped hers and I

and sweet, but once she responded, tentatively at first, I used my tongue to part her lips. She responded more actively and our tongues danced inside each other's mouths. The urgency of the kiss increased as my hands slid down past

and asked, "What

the significance of the

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