Unspoken Pleasure

Bedding The Babysitter: Ep22



MONDAY FEBRUARY 3RD: Getting Noticed

The day began early as I spent way more time than I usually do getting ready. I wanted to look presentable for Karen. I put on beige thigh highs, and with my short skirt anyone could see exactly what style of nylons I was wearing. I was surprised that my legs looked pretty sexy all sticking out like that, the first of many surprises that week, when Karen appeared in my doorway a few minutes before eight. She was wearing her usual cheerleading outfit, cheerleaders being the only girls who were allowed not to wear the school uniform, along with dark beige thigh highs with the lace tops in clear view. The red and white school colours were brought more to life contrasting like that with the dark beige stockings. She came in and without any sort of greeting said, “Take off the skirt and top, I have your new outfit.” She handed me a bag.

I opened the bag and saw the cheerleading red skirt and the usual tight white t-shirt with short red sleeves, and the word ‘Trainee’ on the back. I started for the bathroom to change when Karen demanded, “No put it on right here.”

“OK,” I said and quickly switched skirts. I then took off my blouse and put on the new t-shirt, which was very tight and showcased every curve of my breasts, just like the skirt was doing to my hips and butt. I looked in the mirror and my mouth dropped open. “I can’t wear this to school!” I gasped.

Karen said dismissively, “You look good, hot actually. Especially those legs.” She then said, “But let’s make this even hotter by putting your hair in pigtails. Enhance the innocent look even while everyone’s admiring your hot little body.”

“Pigtails?” I asked.

“Yep,” she said, and in a flash my hair was in pigtails held by little red-and-white scrunchies. As she finished my make-over she breathed into my ear, “You’re going to be one hot little lez trainee for me, aren’t you?”

A light moan escaped my lips as I responded quietly, “Yes Mistress Karen.”

Karen then grabbed my hand and led me to the kitchen where my mom saw my new look. She gave a long, puzzled look before she asked, “Sweetie, what are you wearing?”

Mistress Karen turned on the charm and explained, “Hi Mrs. Wyatt, I’m Karen; Jenny has decided to try out for the cheerleading squad and this is her trainee uniform.”

“She has?” my mother questioned with a completely mystified look on her face. “My daughter wants to be a cheerleader?”

“Yes I do, Mom,” I confirmed, “Isn’t that ok?”

My Mom quickly recovered from this extreme fashion and social change in her daughter and she reassured me, “Oh no, no honey, it’s fine. It’s just a bit of a surprise.”

Karen slyly added, “Oh, Jenny is full of surprises recently, aren’t you, Jenny?”

My face went red as I feared that Karen might reveal my new submissive lifestyle to my prudish mother. Luckily Karen said only, “Nice meeting you Mrs. Wyatt, but if we don’t leave now we’ll be late for school.”

Karen grabbed my hand and led me out the door as my Mom called out, “Have a great day, honey!”

As we reached the car, Karen confided, “Your Mom is pretty hot.”

I blushed, never really thinking of her in any way other than just my mother. “You think so?”

“Yes,’ Karen confirmed, “and you look just like her.”

A chill went up my spine as I realized she had just given me a compliment on the sly. I got in Karen’s car and sat there silently as she put the car in Drive. I waited patiently for her to speak, but she stayed silent as she drove. Oddly, I felt a tingle between my legs and the beginnings of dampness forming. I silently cursed to myself.

Karen finally broke the silence as she asked a bit pretentiously, “So my slave, are you ready for your ascent to popularity?”

I looked at her, stared actually, at her pure beauty, and answered her question with an immense amount of trepidation, “Yes, Mistress Karen.”

“You don’t sound too convincing, my little pussy pleaser,” Karen observed with concern.

“Well, I really don’t know what to expect,” I began, “Last week, my life made sense. I went to school, sat with my couple of friends and lived a simple wallflower life.”

“Did you like that life?”

“I don’t know. It was ok, I guess. It was the life I knew. It was who I was. I accepted long ago I wouldn’t ever be popular and would just live my high school life as a ghost. Seeing everything going on around me, but never being allowed to participate.” I was surprised how much I’d just opened up to her, allowing my deepest insecurities to spill out like water when a dam bursts.

Karen gave me a sympathetic smile and said, “You know, being popular isn’t all people think it is. It turns you into someone you aren’t. For example, everyone looks up to me to lead, and somehow my persona has turned into one that’s strong on bitchy and arrogant. But…”

I looked at her; she had a tear in her eye, “It’s ok,” I said, my hand setting down on her leg as we stopped at a red light.

She grabbed my hand, gave it a squeeze, and shared, “People only see what they want to see, and I think that’s true for both of us, just in different ways.”

I laughed and felt a really warm feeling for her as I agreed, “Isn’t that the truth.”

As the light went green, she let go of my hand and said with a smirk, “Okay, we’re both human, even me. Don’t think that means I won’t use you as my little submissive.”

“Not for a minute, Mistress Karen,” I replied, but with a warm, supportive smile that was far from submissive.

Karen smiled, “I just want you between my legs, but we can’t do that right now,” she said, frustrated, knowing we weren’t allowed to cum.

“I would love nothing more,” I flirted back, with a slight tone of frustration of my own. I didn’t even know I knew how to flirt.

Karen smiled as we pulled up to the school and into the grade twelve parking lot, “Well,” she began, “Are you ready for who knows what?”

“As ready as I’ll ever be,” I said unsure where this would lead, but excited to begin my new life and obey my new mistress.

“OK,” Karen said, “Let’s go, my little dyke.” She then opened the door and strode out, and I, after letting out one last sigh of trepidation, did the same.

Karen came around to my side of the car and offhandedly handed me her books, and I took them before meekly following her away, walking three feet behind her as all PomPoms did. I felt humiliation burning inside me as I got a plethora of odd looks from the other grade twelves also leaving the parking lot. I looked down, trying to avoid eye contact with anyone, as I heard the odd rumbling of speculation and probably rumours beginning.

Mike, a basketball player, asked Karen, “Who’s the new ‘cruit?”

Karen smiled up at the tall athlete, “Don’t you recognize her? This is Jenny Wyatt. She’s in our English class.”All content © N/.ôvel/Dr/ama.Org.

As Mike looked me up and down like a piece of meat, I looked way up at his face, trying to show confidence in my new look, and gave him a smile. “A grade twelve recruit, nice,” he said.

Karen said with an innuendo hopefully only I understood, “Yes, Jenny is a real eager beaver.” I’m sure my cheeks went a fire-engine red! Finally after chatting with Mike for another minute Karen said, “Let’s go, PomPom.” As we resumed walking, she looked back and must have seen my embarrassment, so she turned back to me and whispered, “Jenny, keep your head up and look proud; you’re a PomPom now! Everybody wants to be a cheerleader! Today you’ve become the envy of most girls here, and what’s more you’ll be the focus of many boys’ late night all-alone stroke sessions.”

I looked blankly at her, confused, “Stroke sessions?”

“You really are that innocent, aren’t you,” she teased with a chuckle, “Stroke sessions, you know: whacking off, beating the stick, cranking the love pump, fist fucking.”


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