Bedding the Babysitter

I was impressed. This would be easier than I thought.
That night:
Jenny78ph: Are you there?
Jenny78ph: That story was so embarrassing. I have been stressed about it all day.
DrMeg: Hi honey. That story was very good. No reason to be ashamed. Fantasy is natural and a great way to relieve stress.
Jenny78ph: Really?
DrMeg: Of course. I fantasize too.
Jenny78ph: About?
DrMeg: Many things. Your fantasy turned me on a bit.
Jenny78ph: Really?
DrMeg: Yes really. So did you masturbate after writing your fantasy?
Jenny78ph: Yes¡Ktwice.
DrMeg: Good. Now the next step of your program.

At this exact moment I called her and asked if she wanted to babysit tonight. She did not really want to, but I told her I was desperate and that she was my last hope. She reluctantly agreed.

Jenny78ph: Sorry, the phone rang and I have to go babysit for my neighbor in an hour.
DrMeg: That is ok. I am going out myself tonight. I have a date with my girlfriend.
Jenny78ph: Like a friend who is a girl or a 'girlfriend'.
DrMeg: Truthfully, she is a whore 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 of mine.
Jenny78ph: Yes.
DrMeg: I wasn't kidding. I have a woman coming over tonight who I am going to use to release my stress. When you are ready and 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. Although maybe you are submissive.
Jenny78ph: Submissive?
DrMeg: Yes, maybe you need to be told what to do. Actually you probably are. Let' find out. When you go to babysit, I want you to wear the shortest skirt 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' ok. I have to go and shave for tonight. Do you shave your special place?
Jenny78ph: I trim it.
DrMeg: Do so before you go out tonight.
Jenny78ph: OK.
DrMeg: I must get going. I will talk to you later tonight.
Jenny78ph: Bye.

I then got ready for my fake date. I would go out for an hour or so for my plan to come into action. I was dressed in a black leather skirt, beige stockings and a red blouse. She 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 sexy Jenny,' I complimented her. 'Do you have a late night date?'
'Thanks Miss Cameron. You look pretty too and no I was trying something new.'
'Well it works,' I said. 'So I 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 all bubbly.
'Oh, I will,' I said ever-so-coyly.
After I left, I snuck back in and watched from the kitchen.

She sat on the couch and pressed play on the DVD. What she saw was me with a strap-on fucking the pussy of a pretty 21 year old coed I seduced a while ago. The girl, I can't remember her name now, was screaming 'Yes mistress, fuck me, bang my tight pussy.' I allowed the scene to go on for a couple minutes and long enough to see Jenny' hand slide under her skirt when I decided to 'return home.' I snuck back out and came in the front door to the sounds of the dvd 'Yes mistress, pound me, I'm cumming.' When I entered, Jenny stumbled to cover herself, but could not in time. I looked at the TV and faked, 'Oops, that was not the movie you were suppose to see.'

She apologized and begged me 'Please don't tell my mother.'
I smiled. 'Jenny, Jenny, Jenny. Jenny78ph .Have you not figured it out? '
Jenny sat there stunned. There was a long delay until the lightbulb came on. 'Oh, um, I, wait, you're DrMeg?
'Yes I am and I am about to relive all your stress.'
The confusion in her overwhelmed her. She looked bewildered.
'Jenny it is all right. You are a lesbian and submissive; I am a lesbian and dominant.'
Jenny still trying to get the whole ordeal straight in her mind stood there in a trance.
'Jenny ,' I said gently, 'If you are willing you will become my slave. If you agree, you must obey every order. I do not tolerate disobedience. If you do not want to submit to me, you may leave. I will still pay you for the night.'
Jenny looked me directly in my eye. I smiled. She looked tentative, yet I knew she would not disobey me.
'Sweet Jenny it is time. If you are want me to become your mistress you simply need to undress for me.'
Jenny' eyes never left mine as she started to unbutton her blouse. Her hands trembled slightly, but slowly the blouse dropped to the floor. Her small, perky breasts peaked out from her white lace bra.
'You are very beautiful Jenny,' I encouraged. 'Please take off the skirt.'

Jenny obeyed sliding the skirt down her stocking clad legs. She stood in front of me in her bra, white panties and mocha thigh highs. I looked down and saw her toenails were painted purple. She looked so adorable and good enough to eat.
I walked to her and as my hand touched her skin she shivered. She looked pleadingly into my eyes, secretly begging for me to please her. I moved in for a kiss so soft, just brushing her tender lips. I then moved to her ear. I nibbled on her ear lobe, my hot breath flowing into her ear. She quivered and let out a soft moan. I then whispered, 'Jenny.'
She whispered back, almost inaudible, 'Yes.'
'Are you ready?'
'Yes.'

I moved down her neck, giving gentle soft kisses. I got to her breasts and expertly unhooked her bra. I then licked, nibbled and sucked on her perky breasts. Her breathing got harder. My tongue slid down her belly. I got to her panties and slowly, seductively, slid them off. Without instructions she lifted her foot to allow them to fall to the floor. The ripe young lesbian to be stood before me naked, except for a pair of silk thigh high stockings. I gave her one gentle lick on her newly shaved pussy and then allowed my tongue to roam down her left leg. I lifted her foot to my mouth and took each delicate toe into my mouth. Her breathing got heavier. I moved back up to her delicious pussy and gave her one more lick, before sliding down her right leg and did the same thing. Then I moved up, kissing behind her knee, her mid thigh, her clit, up her belly and then her lips. She eagerly kissed me back, moaning in my mouth. I broke the kiss and led her to my bedroom. I laid her on my bed and kissed her again. Our tongues twisted and turned. I then moved back down and began licking her virgin pussy. The nectar was so sweet and she was so wet. With my veteran tongue, I had her quaking an orgasm in a couple minutes screaming with pleasure. But I did not stop. I licked more, sliding a finger inside her tight hole, and pumped it in and out. Jenny screamed, 'Oh my god, don't stop, yes, yes, I'm cumming again.' She bucked up and then collapsed back down exhausted from the double orgasm.

I got up and went to the closet. I slid out of my outfit, leaving on my stockings, and hooked on my smallest strap-on. I came back to the bed and said, 'Jenny, are you ready for your mistress to fuck you.'
She looked me straight in the eye and surprising me said, 'Please, fuck me mistress. I need your cock in me so bad.'

I move it to her mouth and without instruction, she began sucking on it. Seeing this petite, shy virgin sucking my plastic cock really had me turned on. After a minute or so, I pulled out and slowly slid my cock in her. She was so drenched, the cock filled her completely quickly and as I started pumping in and out she began to get animated. The shy, reserved nerd begged, 'Fuck me, harder, harder. Fill my cunt completely. Make me your whore' I pumped away. She came again and again, collapsing for a second time.
I took the cock off and went and got a couple glasses of water. I returned and she had not moved an inch. I handed her the water and she downed the whole cup. She looked me straight in the eye and said, 'Let me please you.'
I smiled and said, 'Jenny. You will be pleasing me many, many times. Now crawl between my legs and please your new mistress.'

Eagerly, Jenny obeyed and began licking. For a pussy licking rookie, she was very good. She licked, she sucked, she probed with her finger and when she could tell I was close, she surprised me and slid a finger up my ass. It triggered an intense orgasm and I covered my pretty teen with my love juices.
She looked up at me, smiled and said, 'I read it in a story online.'
I laughed. 'Well keep reading, that was amazing.'
She crawled up to me and asked, 'Does it always feel this amazing?'
'It can. Although you should understand, that I was very gentle with you tonight. I won't always be. '
'I understand. I want you to dominate me. I want you to treat me like a slut. I need it.'
'You are going to make a great slave,' I look at the clock and realize it has been almost two hours. I kiss her again and saw, 'You understand that I will share you with friends. I will take you to places you have not even imagined. '
'I understand and eagerly await what you have instore for me.'

I got on all fours and said, 'lick my asshole.'
'Yes mistress,' she obeyed and pulled my ass cheeks apart and began licking my dark dime. She worked hard to slip her tongue as deep inside my ass as she could. Her eagerness to please was so fucking adorable. I then shoved her face into my pussy and came on her face a second time.

I then sent her home and told her tomorrow we were going out on the town. She asked where and I just shrugged and said, 'You'll see, but wear the same thing you did today.'
'Yes mistress, ' she said. She got dressed, I kissed her and she went home.
Tomorrow was going to be fun

*** Please email me if you enjoyed this story at nylon_lover at live dot com