Bedding the Babysitter Ch 01 - Sex Stories

Bedding the Babysitter Ch 01

... DrMeg: Finger yourself for me, my dear. Jenny78ph: Yes, ma’am. DrMeg: Good girl. It’s now time for the next step in your treatment. Do you want an online Mistress to guide you as you attempt to discover your true sexuality? Jenny78ph: Yes!!!!!!!!! DrMeg: And you will obey my instructions without hesitation? Jenny78ph: yes, ma’am. DrMeg: Didn’t you call that cheerleader Mistress? Jenny78ph: Sorry, yes Mistress, I will obey ALL instructions. DrMeg: Now slide two fingers in that sweet cunt of yours and come for Mistress Megan. DrMeg: Come now, my pet. DrMeg: Now!!! Jenny78ph: Kkkkkkk, Comiiiiiiiiiiing!!!! At that exact moment I picked up the phone called her cell number. Surprisingly, she picked it up on the forth ring. Her breathing was stilted and it was obvious she had obeyed my instruction. “Hi, Ms. Cameron,” she said, her voice raspy. “You ok?” I asked, although I knew exactly why she was breathing like she was. “Sorry, just finished working out,” she covered impressively. “I hate to ask last minute, but I desperately need a babysitter tonight,” I said, adding, “any chance you can be a dear and come over?” I shook my head when I realized I had used the word ‘dear’. Luckily she didn’t make the correlation that her next door neighbor Megan and the online Mistress were one and the same. By her hesitation, I could tell she didn’t want to, she wanted to keep chatting with cyber me. So I sent a quick message. DrMeg: Sorry, but I have to get going. We will continue our ...

... conversation tomorrow, is that clear, my dear? On the phone, I pleaded, “Sorry, Jenny, but I am so desperate, please I will pay you double.” “Sure, sure,” Jenny said, her usual can’t say no, people pleaser self, always sacrificing her time to help others. “You are a life-savor,” I said thankfully. “Can you be here in an hour?” “Sure, Ms. Cameron,” she agreed. “You can call me Megan,” I said, dropping another hint of my double identity. Jenny said, “OK, Megan, I will be there at eight.” “Eight is great,” I quipped, before adding, “See you then.” 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 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. You have already begun the transition. Jenny78ph: Ok. DrMeg: I want you to do something for me. Jenny78ph: Of course. DrMeg: When you go to babysit, I want you to wear the shortest skirt ...