Bedding the babysitter - S01 E09

Story 2 years ago

Bedding the babysitter - S01 E09

Read Story: SEASON 1 EPISODE 9

Introduction:

Jenny succumbs completely to her submissive nature.

BEDDING THE BABYSITTER 9

Disclaimer 1: Of course everyone in this story is at least 18.

Disclaimer 2: If you want to know how 18-year old babysitter Jenny became the submissive slave of neighbor Megan, please read part one. Without further adleu part two:

Last night I had seduced my 18-year old babysitter. Today I hoped to make her greatest fantasy come true. So after my ex-husband came and picked up our son for his usually every second weekend custody time, I msn'd Jenny. It was just after lunch the following day.

DrMeg: How is Jenny this fine afternoon?

Jenny78: Very good mistress.

DrMeg: That is good to hear? No regrets about last night's events?

Jenny78: None! :)

DrMeg: Ready for your training to continue?

Jenny78: Yes mistress.

DrMeg: Are you dressed already?

Jenny78: Of course.

DrMeg: Come on over, we will start researching Karen before we head out to begin your transformation.

Jenny78: Transformation?

DrMeg: Of course. A new look. We are going to make you Irresistible to Karen.

Jenny78: But what if she doesn't like girls?

DrMeg: Well, let's find out.

Jenny78: OK.

DrMeg: Get over here now.

Jenny78: Yes mistress.

Jenny arrived in the exact same outfit as yesterday. An adorably hot plaid school skirt, a white school blouse that showcased her nice perky breasts, dark mocha thigh high stockings and, sadly, runners. I led her upstairs and I slid out of my black leather skirt to reveal a black silk panties and matching black thigh highs. I said, "Jenny come sit under my desk and please me while I research your little dream cheerleader for you?"

"Yes mistress," Jenny replied and quickly she went to work with her eager little tongue as I began typing. I gave out a soft moan as I asked, "Jenny, what is Karen's last name?"

Jenny looked up at me, so cute, from between my legs and said, "Pepper." She then went right back to pleasing my already damp pussy. I requested, "Jenny dear, go nice and slow."

I believe she said, "Yes mistress," as she responded, her tongue never leaving my cunt.

As I research, I learned that Karen came from a well off family, lived in a massive house and she was an only child. On facebook. which by the way, you should protect yourself from much better than most do, learned she was a redhead, with green eyes, she was short at 5'2, but her breasts looked quite large. I then created a new facebook account under the fake name of Sarah Conners and I asked her to be a friend, with a note that I was a girl researching cheerleader popularity (again you really should protect yourself from online predators). Not surprisingly she accepted me five minutes later. I created a questionnaire for her and sent it to her, hoping she would respond. As I waited, I read her wall and learned lots about her. She was very sarcastic, she hated her mother, she loved getting compliments, reveled in them really, and was quite spiteful. Comments like "Mrs. Wicks is a complete bitch" or "Did you see what Sara wore today, it made her look fatter than she already is, if that is possible." After reading her wall I looked forward to attempting to seduce her. I also learned she had a part- time job working at Mill's Boutique (the best and most expensive store in town) and based on her status she was working right now. All this time, Jenny kept slowly licking my pussy, nibbling ever so gently on my pussy lips. I moaned and said, "Good girl my little teenage pussy pleaser. Slide a finger in your mistress's pussy and finger fuck me as you lick me." She obeyed and I just leaned back

and enjoyed the oral stimulation. When I was close, I grabbed her face and pushed it into my pussy and just held her pretty face in my pussy as I quavered a small, but intense orgasm. As I regained my senses, Jenny still between my legs, I noticed that Karen had responded to my questions. I pulled Jenny up and said, "Let's read how your little dream cheerleader responded to my questions:

This survey is completely confidential and just part of an article I am writing for a national magazine about cheerleaders in America (Please answer all questions honestly as it is integral to the validity of this article and the role cheerleaders play our schools):

Name: Karen Pepper

Grade: 12

Age: 18

Cheerleader Role: Captain

Years as Cheerleader: 4

Do you do hazing among the cheerleaders? Of course. Like our sports teams, you must earn your place among us. We have a hazing week that includes a variety of tasks like making out with one of the ugliest boys in our school, going to gym class without any bra or panties, flirting with a teacher, stealing an item at the mall, and we always finish with having the new cheerleaders make out with each other.

What is the greatest perk to being a cheerleader? I can't choose only one, because there so many perks. I already have a scholarship for next year, I can have any hot bay I want, I get to wear my outfit any wear I want and I am treated like royalty by most of my peers and teachers.

Do you think you get breaks from your teachers because you are a cheerleader? Sure. All ever have to do for the male teachers is give my puppy-dog look or showcase my legs a little extra and I get what I want usually...actually make that always. The female teaches are a bit tougher, but again, very few want to mess with us cheerleaders as we have a reputation of being quite powerful.

How do you choose your squad? It is based on look, fitness and social status. This may sound rude, but if you are not attractive and thin, you probably should not be a cheerleader. Now on occasion we take on a girl who is not in great social standing if we think we can train her, but usually it is not worth the effort as they never really fit in to our social circle. I know it is shallow, but it is true.