Bedding the babysitter - S01 E29

Story 2 years ago

Bedding the babysitter - S01 E29

Read Story: SEASON 1 EPISODE 29

and Mistress Megan, I will never disobey again."

Juice began to escape from my pussy at being called "Mistress" as I waited for Megan's instructions.

Megan finally said, "Go fuck the bitch."

I quickly went between Karen's bound legs and began licking her clit, not touching the toy still inside her. As soon as my mouth made contact, Karen let out a scream of pleasure and kept moaning as I sucked her clit into my mouth. In only a few precious seconds, juice sprayed all over my face as she had a wickedly powerful orgasm. I kept my mouth on her clit as she kept moaning until she begged me to quit. I then stood up, my face soaked with Karen's cum and kissed her. I broke the kiss and said, "How does your cum taste on my lips?"

"Yummy," she barely was able to say, still recovering from her orgasm.

Megan untied her and said, "You ladies better get home, you have school in the morning"

"Yes Mistress, we chorused.

Megan kissed us both once and sent us on our way. As we got back to the car, Karen finally recovered from the evening's events said, "See you tomorrow, my sexy little slut."

"See you tomorrow, Mistress Karen," I responded.

She walked over to me and kissed me one last time, right in the open, although it was dark and no one was around. She then said, "Wear the white thigh highs tomorrow."

"Yes, Mistress Megan," I said, back in our traditional roles, as Karen got in her car. I watched her leave and walked home.

Tired past exhaustion, I fell asleep the moment my head hit the pillow.

WEDNESDAY FEBRUARY 5th: Almost Caught...Mom is a dyke?

By the third day of my new life, things began to be a bit of a routine, if such a change can be considered routine. Boys stared at me as I sauntered by, girls gossiped about me and a power shift in the cheerleader's group was clearly occurring. Sabrina continued to treat me like a servant, but was less harsh on her criticisms of me, Interestingly, she was wearing red stockings and heels, while only Karen and I were the only two wearing the white ones. Ashley, on the other hand, was super nice to me and put her hand on my nylon covered leg on a couple of occasions during lunch. She didn't caress or anything, but it lingered there the first time for almost a minute and the second time for probably five minutes.

Near the end of lunch, Troy came up to our table and asked, "So Jenny, are you free this weekend to go out for supper and a flick?"

I immediately was petrified, I had never had a date with a boy, nor did I really want one.

Karen saved me as she said, "Actually, sorry, Troy, she is my date all weekend, it is the cheerleader's retreat this weekend."

"Oh, well I would love to be a part of that," he flirted, his eyes locked on mine.

I looked away nervously as Karen said, "I bet you would. You probably fantasize one big dyke orgy, don't ya?"

"Well," he said slightly embarrassed.

Karen stood up and walked over to him and said, "Don't worry, we will be sure to make your fantasy come true." She quickly rubbed his dick through his pants and then said, "Let's go, Jenny."

I quickly got to my feet and followed obediently. Karen laughed as we left the cafeteria, "The funny thing is this weekend will be a lesbian orgy of sorts and you will be the center of attention."

"I will?" I gasped.

"Oh yes," Karen said, "You are sharing a room with Sabrina, Ashley and myself. Your duty will be pussy pleaser."

"Oh," I said terrified.

The bell rang and I headed to class. Sally and Eleanor were also different today. Although not dressed as slutty and as revealing as I was, both had on long skirts and tights. I complimented then and they both blushed. We talked as if nothing had changed since last week. We talked about Chuck, which is the best show on TV, complained about classes and talked about other generic nothingness. When class ended, I gave both of them quick pecks on the cheek before leaving, something I had never did before.

I then headed out to meet with Karen and we quickly made our way to English class. As Megan instructed, I decided to take it slow. I sat at my desk and simply slid my feet in and out of my heels all class long. If she didn't look down for a period of time, I made sure to drop my shoe on the floor. Miss Morgan seemed distracted, but only I knew why. It made my pussy damp, knowing the power I had. As class ended, Miss Morgan gave back our poems. She handed mine last and gave me a slight smile. I took the paper and looked at it. I got an A and the following comment, "A very vivid poem that builds to a powerful climax." An accidental laugh escaped my mouth as I read the last two words. Miss Morgan looked at me, began to say something, but then didn't. I said, "See you tomorrow, Miss Morgan," and left class.

Practice number three was another exhausting workout, but again I felt less tired than I had the day before. Karen drove me home again and then invited herself in. My Morm was in the kitchen making supper and Karen walked up and gave my Mom a kiss on both cheeks. Karen then said, "Mrs. Wyatt you look amazing today."

My Mom blushed and said, "Thank you Karen."

Karen and I practiced cheers for an hour, with Mom coming in and out the whole time. After supper, Karen and I went upstairs so I could help her with her math. As soon as I closed the door, Karen said, "You had to notice that your mother was checking me out during our workout, right?"

I did Indeed notice, but sald, "Not really."

Karen walked up to me and said, "You are a horrible llar."

I blushed and then said defeated, "Fine, it seems she was indeed checking you out."

"I will have her between my legs soon," she purred. When I said nothing, she added, "Speaking of things between my legs."

I blushed, understanding completely what she was implying, and said nervously, "But Mom is right down stairs."

"So?" she asked.

"I don't have a lock on my door," I pleaded.

"So?" she asked again.

"She could walk in at any moment," said a little more frantic.

"So?" she repeated, as she lifted up her skirt, showing me her naked beaver as sat on the edge of my bed. She smiled at me and using one finger beckoned me in. I didn't move instantly and she then sald in a firm voice, "Now slut."

Reluctantly, petrified that my Mom would walk in or hear Karen, I moved to my Mistress and knelt before her. Karen smiled and said, "I have looked forward to this all day, get me off my little lez."

I leaned forward and began licking Karen. I slid my tongue up and down her cunt lips, and then every few seconds I would put pressure on Karen's clit with my tongue. Each time I put pressure on Karen's clit, she shook just a bit. I did this continual teasing pleasure for a while, trying to get her off with a building of pleasure, hoping she wouldn't scream and alarm my mother. I savoured Karen's delicious pussy, her wetness drenching my face, as I continued to lick and lick.

Karen, who seemed to be getting close, demanded, "Finger me slut"

Obeying, I slid a finger inside her ocean of pleasure. It slid in so easily that I slid a second in as well. I began moving my two fingers in and out, completely focused on giving pleasure, I completely forgot about my mother downstairs. Feeling her legs tense slightly, I hooked my two fingers inside, her putting as much pressure on her g-spot as I could. Karen instantly let out a scream loud enough to wake the dead as her juices gushed out of her pussy and sprayed my face. I had never had so much pussy juice on my face as she continued to quake through her orgasm.

I heard footsteps coming and quickly stood up, and Karen, thankfully, quickly got up too, just as my Mom opened the door. My mom looked at us frantically, worried, "Are you girls ok?"

Karen, her face ruby red, clearly recovering from orgasmic bliss, said, "Oh sorry Mrs. Wyatt, I just stubbed my toe and it really hurt."

My Mom somehow did not seem to notice my face shining with Karen's cum. As she said, "Oh thank God, I thought something dreadful had happened. Are you OK?"

Karen sat on the bed and said, "Mrs. Wyatt, could you come and look at my toe. It really hurts."

"Oh, sure honey," my mother said, as I watched horrified.

Karen lifted up her foot, so my mother could look at it, and I could see Karen's still wet and leaking cunt from where I was standing. There was no way my mother would not see it.

My Mom grabbed her foot and looked at the toe through the stocking. My mother said, "Well it doesn't," she then stopped abruptly as she clearly saw Karen's shaved pussy. Mom's face went red, but she seemed to recover pretty quickly as she looked up to Karen, who was smiling like an innocent choir girl, "it doesn't look like you did any serious damage."

Karen asked sweetly, "Could you massage it, it really hurts."

"Sure," my Mom said, as she gently rubbed Karen's foot. Karen's cunt was completely uncovered and in plain sight for my mother, at the angle she was sitting, and I was surprised at how many times my mother would take a quick glimpse of my young 18 year old Mistress' pussy.

This went on for a couple of minutes, until Karen said, "Thanks Mrs. Wyatt, you really know how to make someone feel better."

My Mom let go of Karen's foot and took one last look at the delicious wet pussy before Kareni's skirt covered the prize. The peepshow now complete, my mother seemed to regain her composure and said, "Well, um, will be downstairs if you ladies need anything."

Karen grabbed my mother's hand as she was about to leave and said, "Thank you so much." Karen kissed her on each cheek, lingering a couple of seconds before moving away.

My mother said, slightly flushed, "No problem." She then left the room.

Karen looked right at me and said, "Still think she isn't a dyke?"

"Well, she did take a few peeks, but who wouldn't?"

"A straight woman," Karen answered.

"Haha," I laughed.

"Very soon Jenny," Karen predicted, "Very soon your mother will be my little MILF slut."

I didn't say anything.

Karen added, "Are you ok with that?"

I shrugged, really not sure how I felt about this odd plot twist, T don't know. It turns me on, yet..."

"Yet what?" Karen asked.

"Yet, she is my mother," I said.

"I'm not asking you to fuck her, Karen said, her eyes going big as she said, "Unless you want to."

"No," I said.

"You do, don't you, you want to fuck your own mother?"

"No," I said adamantly.

Karen smiled, "I think you do." She then kissed me and said, "Fuck I taste good."

"Delicious," I teased back.

Karen then said, "No orgasms for you until the cheerleader getaway."

"Oh," I said crestfallen.

"None," Karen said with a more authoritarian tone.

"Understood," I said disappointedly.

"It's only two days," Karen said, "You're not such a big sex maniac you can't wait two days, are you?"

When she put it that way, I chuckled to myself, had I become such a sex maniac? The answer, of course, was yes. "I will obey, Mistress Karen," I said.

"Good," Karen said, "I got to get going, see you tomorrow my dyke."

"Bye, Mistress Karen," I said and walked her out.

The rest of the evening I worked on my essay and did everything I could to avoid thinking about sex. Of course the picture of my mother submissively pleasing Karen would not leave my brain. I went to bed, my pussy begging to be pleased. Not surprisingly, I had a restless night.