Bedding the babysitter - S01 E26

Story 2 years ago

Bedding the babysitter - S01 E26

Read Story: SEASON 1 EPISODE 26

Karen quickly defended me when she said, "Tomorrow we will all be wearing red stockings, it is a brilliant idea. Secondly, calling Jenny a slut is a bit ironic, don't you think?" Karen glared at Sabrina, who was seething, but said nothing in response to being called a slut by the head cheerleader.

Ashley came up behind me and said, "Wow, Jenny, red stockings are a great idea. Why didn't any of us think about this?"

I turned around and said, "Thanks. It was just a spur of the moment thing. I had a pair and thought, what the heck."

"Well good call," Ashley said as the bell rang. The rest of the morning went by as a blur. A quiz in History, a lot of strange looks, a few boys drooling; a couple of girls even seemed to be giving me special attention. While yesterday I was conflicted by this new popularity, it was now becoming addictive. I was beginning to like the looks, even though I knew they really were nothing about the real me. Sally and Eleanor were even more baffled by my appearance today, based on the expressions on their faces. They did not know how to react to my new look.

I met Karen at her locker to head into Miss Morgan's Advanced English class. As we walked to class, Karen instructed me, "Remember, be confident. In your mind every boy here wants to fuck you and every girl wants to eat you." As we entered class, she added, "Including teachers."

Miss Morgan's expression seemed to change the second she saw me. I walked up to her, confident on the outside, an insecure mess on the inside, as I handed her my poem and said seductively, or at least I was trying for seductive, "Here is my poem. I think you will really enjoy it." I then turned around and sat at my desk.

Miss Morgan began to read my poem, and her face went redder and redder as she read each well chosen word. When she finished, she looked at me and saw I was staring at her and quickly looked away and put the assignment on her desk. As class began I could tell she was trying not to look at me, but I was in the front row and dead center, I was hard to miss. As instructed by Mistress Karen, I dangled my shoe and when she avoided my legs for too long. I dropped my shoe to the floor. As expected she looked down. She

taught for a couple of minutes before she gave us time to work on the questions to the short story we had just read. Miss Morgan went to her desk and began marking. I looked up on a few occasions to see if she was looking my way, but did not catch her glancing at me at all. Suddenly, I realized how foolish I had been. She was not interested in me; she was just surprised and maybe concerned by my new appearance. The bell rang and I went to cheerleading practice with Karen.

Another exhausting practice, but everything seemed easier. I had the chants and cheers memorized by the end of the second day and the dance numbers were getting easier. Stamina-wise I was still weak, but I seemed to have a bit more energy than I had the day before.

On the drive home, Karen and I stopped at the mall and bought twenty-five pairs of red thigh high stockings. She also bought twenty-five black thigh high stockings which matched the trim on our cheerleading outfits and twenty white pairs, as that was all they had, which was our other school colour, Just under 400 bucks and one incredibly curious saleslady later, we were driving back home. Karen said, "So Miss Morgan is definitely a dyke?"

I shook my head as I said, "No, I don't think so. She did not look up at me the whole time she was at her desk."

"True, by then she knew I was watching her," Karen stated.

"How do you figure?" I asked curiously.

"She saw me smirking at her the couple of times she clearly had checked you out earlier in the class."

"Really?" I said, unbelieving.

"Really," she replied, "It is only a matter of time."

We arrived at my place and as soon as she stopped, she shut the car off and took her keys out. I looked at her with a slightly confused look on her face. She smiled, flipped open her phone and pressed a button. Her free hand moved to my leg as she waited a few seconds before saying, "Hi, Mom. I am going to stay for supper at Jenny's house." A brief pause ensued before she said, "Yes, the new PomPom girl. I am going to stay here tonight and work on the dance routines tonight." After another brief quiet period, Karen finished, "Yes I'll be home around ten, I have a lot to practice. Bye Morm, love you." She flipped her phone closed and said, "Well no point driving home if we are going to see Mistress

Megan tonight.

"I suppose, I responded nervously.

"What's the matter?" Karen queried. "Afraid I am going to dominate you right in front of your mother?"

I blushed. "I wasn't until you said that," said with a concerned look on my face.

She smiled with a soft laugh, "I'm kidding. We really will work on your dance routines, until seven at least." She then opened her door and got out. She went into her trunk, grabbed one package of stockings and then followed me into my house.

Mom was not home and so we went upstairs to my room. The first thing Karen did was ask, "Take my stockings off my slave."

I was slightly surprised by this, two days of friendship and no real sexual demands had relaxed me a bit. I moved to Karen, who was sitting on the edge of my bed, and deciding to be a tease, I took off her heels, and then slid my hands all the way up her left leg, slowly, ever so slowly, as Karen gave a soft moan. I reached the top of her beige thigh high stocking and began to slide it down her leg. I then gently, with such care, slowly slid the stocking off. What could take one second, took me thirty. When I looked up, Karen had her eyes closed and a pleasant smile. I moved to her right leg and massaged her stocking foot. She moaned again and I surprised her by taking her silk stocking-covered foot in my mouth. I sucked each toe into my mouth, savouring the salty sweat of her feet. I then slid my tongue up the side of her calf and up the back of her leg. My tongue never quit touching her leg as it slid up until I reached the elastic top of the thigh high.

Karen spoke for the first time in a few minutes as she said, "Fuck Jenny, you have me soaking wet."

"Sorry, I said coyly.

Karen looked at the clock, it was 5:15. "Fuck, a couple more hours at least until I can cum," Karen said, sexually frustrated.

I slid off the second stocking with as much care as I did the first. I then grabbed the stocking package and opened it. I took one red thigh high stocking and slowly put it on my beautiful mistress. As the top of the stocking wrapped around her leg, then moved my head to her white panty covered pussy. I stopped just millimetres from her pussy, her sexual aroma breaking through the sheer underwear. I moved my mouth onto her pantles for just a second and then moved away reaching for the second stocking.