Unspoken Pleasure

Bedding The Babysitter: Ep2



Jenny’s responses had answered all my questions and I knew she would be easy prey. My next email was as follows:

Dear Jenny:

Thank you for answering all my questions so frankly. Such honesty will lead to a complete cure to your stress problems. We will start the program immediately. My msn tag is DrMeg. Please message me as soon as you get this.

A few minutes later I got a beep.

Jen78ph: Hi. This is Jenny.

DrMeg: Hi Jenny. How are you?

Jenny78ph: Good.

DrMeg: What does 78ph mean?

Jenny78ph: 78 is a random number. Ph=pantyhose.

DrMeg: I see. Where do you live? I am an American living in Boston.

Jenny78ph: No way. I live in Boston too.

DrMeg: Very interesting. Maybe we will meet someday. Your answers to my questions make it clear you lack self-confidence. Would you agree that is true?

Jenny78ph: I suppose, I am average-looking and considered to be a nerd by most of my classmates. I’m also pretty much a loner.

DrMeg: I see. Confidence begins by loving yourself. Therefore I believe how you present yourself and what you wear (both of which greatly influence others’ perception of your looks) can build your self-confidence.

Jeny78ph: Really???

DrMeg: Yes. For example, I am wearing a garter and stockings right now, under a skirt and a tight sweater. These build my confidence as I get many admiring looks from other men and women. What are you wearing?

Jenny78ph: Just jeans and a t-shirt.

DrMeg: Yet you like wearing nylons?

Jenny78ph: Yes.

DrMeg: Right now, I want you to change into nylons but not pantyhose. Do you have any stockings or thigh high nylons?

Jenny78ph: I only have pantyhose. What are thigh highs?

DrMeg: Stockings with an elastic top to hold them up by themselves around your thigh.

Jenny78ph: Oh, my mom has some.

DrMeg: Can you borrow a pair from her room?

Jenny78ph: Yes, she is not home and anyway she doesn’t mind if I borrow her things.

DrMeg: Go put a pair on, my dear.

Jenny78ph: Um, ok. I will be back in a few.

About 4 minutes later:

Jenny78ph: I am back.Nôvel(D)rama.Org's content.

DrMeg: What are you wearing now?

Jenny78ph: Beige thigh highs, a long skirt and the same t-shirt.

DrMeg: Better. But now I want you to put on a skirt that is short enough for people to notice your nylons are thigh highs if you are sitting.

Jenny78ph: Now?

DrMeg: Yes, now, my dear.

Jenny78ph: Ok… BRB!

A couple minutes later:

Jenny78ph: I’m back and OMG you can indeed see the tops of these things with this skirt.

DrMeg: Good. This particular exercise is all about your own perceptions. You appear to others the way you see yourself.

Jenny78ph: I don’t mean to be rude, but how will this help me relieve my stress?

DrMeg: All in good time, darling. Now I want you to look at yourself in the mirror. What do you see?

Jenny78ph: Um, still me, although I do look sexier.

DrMeg: Do you like the new look?

Jenny78ph: Yes.

DrMeg: If you like yourself, everything else follows.

Jenny78ph: Is it that simple?

DrMeg: Yes, confidence is built through loving yourself and being comfortable with who you are, both of which encourage you to understand that you deserve good things and are attractive.

Jenny78ph: I suppose, I have always been insecure about how others see me.

DrMeg: Let’s test my theory.

Jenny78ph: How?

DrMeg: Do you trust me?

Jenny78ph: For some reason, yes.

DrMeg: Good. So dressed exactly as you are now, I want you to go to the mall and buy yourself your own collection of thigh highs. If possible, get the following colors: black, white, pink and mocha.

Jenny78ph: Um, ok, but everyone will see my entire stockings.

DrMeg: Yes, they will. They will see the new Jenny.

Jenny78ph: That they will!

DrMeg: While you are out, pay attention to whether anyone notices the new you. Then message me when you get back.

Jenny78ph: Will you be online?

DrMeg: Maybe. But remain online while you are home and we are bound to hook up.

Jenny78ph: Ok.

I looked out the window and watched: a few minutes later she came out, dressed as instructed and hopped into her car. She was as obedient and submissive as I thought she’d be.

3 hours later.

Jenny78ph: Hi, I am back.

Jenny78ph: I got all the colors you requested and I also bought a red pair. They were on sale for buy six get one free. So I got an extra black pair and a beige pair too.

DrMeg: Great to hear you did so well. How did you feel going out dressed like that?

Jenny78ph: Great, actually. At first I was really self-conscious, but after getting over the original anxiety, I felt a rush. I felt sexy, something that usually doesn’t correlate with my perception of myself. A few boys seemed to notice me, one even whistled, surprising me when I liked that, and the saleslady was super nice, complimenting me on my purchase.

DrMeg: I told you, how you dress is how you feel.

Jenny78ph: I did feel a little slutty though.

DrMeg: Dressing sexy does not make you slutty. Sleeping with a bunch of people makes you slutty. So I take it from your answers to the questionnaire you are a lesbian?

Jenny78ph: Um… I don’t know… my fantasies are about girls, but I am not grossed out by boys.

DrMeg: Why older women?

Jenny78ph: I have no idea. I get more excited by them. They seem so sure of themselves. So powerful.

DrMeg: I see. Older women do have experience, unlike teenage boys.

Jenny78ph: I wouldn’t know.

DrMeg: This cheerleader you fantasize about. Is she a lesbian?

Jenny78ph: No, she is dating a boy in college.

DrMeg: I see. I have a task for you tonight.

Jenny78ph: Ok.

DrMeg: Write a brief fantasy about yourself and the cheerleader and email it to me.

Jenny78ph: Um, I am not sure I can do that.

DrMeg: It doesn’t have to be porn, just a detailed fantasy and go wherever your imagination takes you. It will help me to help you.

Jenny78ph: Ok, I will try.

DrMeg: I have to go meet another patient. I will talk to you tomorrow.

Jenny78ph: Ok. : )

DrMeg: Goodnight, my dear.

Jenny78ph: Goodnight.

I logged out and watched what she did online. She went immediately to Literotica and browsed through some stories, all about girls submitting to dominant women and getting off on the experience, before selecting one. After about 20 minutes she logged out. She had read a lengthy story called “The Complete Submission” which I read also, which was an amazing submission story.

Next morning I found an email from Jenny. She was WAY more creative than I’d thought:

Dear Dr. Meg,

You said I didn’t have to write porn, but you also said I should go wherever my imagination went and it kinda came out like porn. I hope it won’t shock you too badly, but I want to do what you say. If this is bad, please say and I’m sorry and I’ll try to do better.

I was leaving school when I remembered I left a book I needed to finish reading in my gym locker. I walked into the gym and saw Karen naked just getting dressed. She smiled at me and said, “Hey Jenny, why don’t you take a picture, it lasts longer?”

I was shocked she even knew my name. I apologized with a stammer, my cheeks instantly turning red, “S-s-sorry.”

She asked, “Actually Jenny, you can do me a favor.”

“Sure,” I asked, just excited she was conversing with me.

“Come here,” she said, waving me over with a smile that I couldn’t read.


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