Bedding the Babysitter Ch 01 - Sex Stories

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Bedding the Babysitter Ch 01

Date: 10/26/2017, Categories: Dark Fantasy, Author: jasmine walker, Rating: 93.1, Source: sexstories.com

Yes. DrMeg: If you like yourself, everything else takes care of itself. Jenny78ph: Is it that simple? DrMeg: Yes, confidence is built through loving yourself first and being comfortable with who you are. 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 in exactly what you are wearing now, I want you to go to the mall and buy yourself your own pairs of thigh highs. If possible get the following colors: black, white, pink and mocha. Jenny78ph: Um, ok, but they will all see my stockings. DrMeg: Yes they will. They will see the new Jenny. Jenny78ph: That they will <giggles> DrMeg: While you are out pay attention if anyone notices the new you. Then messge me when you get back. Jenny78ph: Will you be online? DrMeg: Maybe. But keep online if you are home and we are bound to hook up. Jenny78ph: Ok. I looked out the window and watched; a few minutes later when she came out, dressed as instructed and hopped into her car. She was as obedient and submissive as I thought she would 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 buy 6 get one free. So I got an extra black pair and one 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 sudden rush. I felt sexy, something that usually doesn’t correlate with my perception of myself. A few boys seemed to notice me 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 excited by them more. They seem so sure of themselves. So powerful. DrMeg: I see. Older women do have experience, unlike teen 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 you 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. This will help me help you. Jenny78ph: Ok, I will try. DrMeg: I have to go help 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 instantly to Literotica and searched stories. After about 20 minutes she logged ...