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Catherine’s First Whack

"Catherine and Shelby get out of trouble by trading detention for the paddle in Catherine's First Whack."

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Author's Notes

"Sixteen-year-old besties Catherine and Shelby get carried away in class, doodling naughty sketches of their sexual escapades. Facing detention and a call to their parents or a whack with a big wooden paddle, they choose the paddle."

I was riding a flying white unicorn through the sky chasing rainbows among white fluffy clouds. The sun warmed my nude body as we flew right through the rainbow, covering us in bands of rainbow color.  

The radio alarm woke me from a dream.

The weather forecast was a sunny, windy, cold morning. I got out of bed and looked out the window to confirm the forecast. The sun was rising to a clear morning. The window was freezing cold and I could see the trees moving in the gusty wind.

And I had to walk to school.

“Well, that sucks,” I said to the radio.

I jumped back into my nice, warm bed and pulled the covers over my head. At least it was Friday.

The phone rang. It was my neighbor and best friend, Shelby. “Hey, what are you doing?” she asked.

“The weather sucks. I’m staying home.”

“Your mother isn’t going to like that, Cath.”

“I am so horny,” I said.

“Tell me about it. I keep thinking of Johnny,” said Shelby.

“I keep thinking of Mr. Winton,” she knew I had it bad for the hunky English teacher. My kitty was soaked fantasizing about how he would take me all the way.

“Yeah, I had a dream about Johnny.”

Shelby was sixteen, and just like me, she had a hungry kitty to please.

“See you out front, Shel.”

“See you out front, Cath.”

The same thought flashed through our minds continuously: “I’m so horny.”

I lay my head back on my pillow and closed my eyes. My hands roamed down to massage my boobs. I called them “The Girls” and thanked God every day for giving me such nice ones. I rolled the nipples between my fingers and thumbs and pinched them hard, sending sparks straight from my nipples to my little button.

“Oh!” I yelped.

My sixteen-year-old hands continued their way down my tight body, over my hard belly, to my furry blonde Kitty. Kitty was soft and hungry, and I stroked her with both hands.

“Ooooo,” I purred as my fingers found my sweet spot. I kept up the pressure, my hips squirming on the bed like they had a mind of their own. With three fingers, I masturbated furiously, imagining it was Mr. Winton filling my teen pussy.

“Ohhhh,” My body froze, my fingers hooked into kitty’s wet mouth and pinched her magic button, my legs drawn up to my chest, my orgasm exploded. I moaned as my body shook, a wall of pleasure surged through my barely legal body, gushing a puddle of girl juice on my sheets.

“Ooooo, fuck!”

Kitty was purring now. That should hold me until lunch. I was ready to greet the day.

“Catherine, you’re going to be late,” Mother called from the kitchen.

“Cumming!” I called back, giggling.

School budget cuts eliminated bus routes within a three-mile radius of the school. We lived too close to ride the school bus but far enough away to make it a long walk.

I had just turned sixteen and couldn’t wait to get my driver’s license. Mother said I could get it as soon as I graduated in June, but June was still five months away.  

There was no point in complaining; all that would get me was another “Back in my day” speech from Mother. At least I didn’t have to walk uphill to school, both ways like she did, I thought, giggling.  

It was too cold to wear a skirt or dress today. Instead, I put on a onesie and wriggled myself into my tight Levi’s. The blue denim loosened up a bit once I walked around, but remained tight. The high-cut onesie revealed my bare hips and my big nipples. I wore a pink fuzzy sweater with long sleeves to keep The Girls out of sight.

I came into the kitchen and gave Mother a big hug, “Good morning, Mother,” I said, and kissed her.

“Good morning, Catherine,” she said, “Come, eat.”

We sat at the island and had yogurt and juice, watching the news on TV while we ate.

A winter storm was passing north of us, and we were on the southern edge. The wind was supposed to calm this afternoon, but the temperature would only get to 20°F.

“It’s cold out, dear. Dress warm.”

“Yes, Mother. I’ll wear my wool coat. It’ll keep the wind off.”

“What are you doing after school?”

“I don’t know, maybe go to Shelby’s? Maybe she’ll come here for dinner and Netflix.”

“Well, don’t forget I’m going to see Daddy, so I won’t see you until Sunday night.”

Daddy was away at work, and they visited each other every other week. This week, it was Mother’s turn to visit him.

It was nice when he came home, but it was even better when Mother went there.

When she went there, I had two days to myself to do whatever I wanted.

“Tell Daddy I love him and miss him too.”

I sat by the door to put on my boots and retrieved my long wool coat from the closet. I put on my long wool coat. My knit hat was in my sleeve, and my Isotoners were in my pockets, so they didn’t get lost. That was Mother.

“Let me see you, girl,” she said, turning me to face her, “You’ll freeze your face off.”

She pulled a scarf out of the closet and wrapped it around my neck and face.

“There you go. All bundled up.”

She grabbed my lapels and kissed me, “Get going, Catherine, you’re going to be late. I love you.”

“I love you, too, Mother. I’ll call when I get home.”

Shelby, my bestie, lived right across the street. She was the only other girl who lived near me, and I was happy to have her to share the misery.

Shelby was a spunky redhead, while I was a sporty blonde. She was walking up the front porch steps just as I went out.

She was bundled up like me, Mother style. She looked like a Smurf with her blue parka trimmed in white fur and blue leggings covering her legs. We stood looking at each other and giggled, looking like two little kids bundled up to play in the snow.

We put on our sunglasses, our gloved hands in our coat pockets, and walked. We used the back of our gloves to wipe our noses, which had started running the minute we went out.

The wind was gusting hard, trying to blow us over. The feels-like temperature was +5F. We walked quickly in silence, getting into a zone, and covered the mile-and-a-half walk to school in thirty minutes. It went better than we had expected.

We put our coats in our lockers and went to the restrooms. Our hair was a mess, so we brushed it out.

Shelby checked me out from the back, “Nice ass, Cath.”

Shelby’s tight gray sweater dress with skin-tight leggings complemented her red hair. “Looking good, Shelby.”  

We headed to home room and saw Johnny in the hallway. He chatted us up for a few minutes. His eyes said it all as they looked us up and down, clearly eye fucking us both. He was older than us and kind of cocky with a rough boy vibe. It wouldn’t be hard for him to get lucky with me, but he was going to have to come and get it.

“What are you ladies doing tonight? I’m available if you need a man to keep you warm.”

“Well, we’re just going to be alone at home doing girl stuff, Johnny. Boring girl stuff you wouldn’t like. You know, trying on different nighties, doing each other’s hair, and watching scary movies,” said Shelby.

It was so easy to get the guys worked up, especially Johnny; we almost felt guilty when we did it. Almost, but not quite. 

“Yeah, you would probably get bored watching us scantily-clad scared cats scream at the scary parts and snuggle together, trembling with fear on the loveseat,” I continued, watching his bulge grow in his tight jeans.

“I like scary movies. I have a monster that might scare you,” he said.

“Ooo, Johnny,” Shelby stepped up to him and put her mouth close to his ear, “Is that the monster growing in your pants? I think he’s trying to escape.”

 Shelby had the hots for Johnny worse than I did. She was a hair trigger away from going full Slut Mode on him.

“Call us later, Johnny. We gotta go,” I said, taking Shelby’s hand.

“See you later, Johnny,” she said, and we walked quickly to homeroom.

By the time we arrived in homeroom, we were already late. The weather had everyone running late, so we didn’t get in any trouble. Mr. Winton was our home room teacher. We stopped to greet him daily to make sure I was on his mind.

 Sixteen-year-old me wanted to go all the way with him, and I was hoping to lure him with my feminine charms.

“Good morning, Mr. Winton,” we said together, standing in front of his desk with big smiles.

“We’re late since we had to walk all the way to school in the freezing cold,” said Shelby.

He looked at her, then at me.

“Good morning, ladies. I see you made it OK; have a seat,” he said.

“Yes, sir,” we said.

We turned and walked to our seats to chat until the first-period bell. Most everyone made it in, despite the cold, and the day went on as usual. We made it through the morning classes without incident.

The lunch bell finally rang.

Most people made a quick stop at the restrooms on the way to the cafeteria for lunch, and some went off school grounds for lunch. We went to the restroom.

We chatted with the other girls for a few minutes until the restroom was basically empty. As soon as the others left for the cafeteria, Shelby and I got down to business.

Our raging teen hormones kept us insanely horny. All the time. Any chance for a few moments to rub one off was more than welcome. Shelby and I each entered a stall and locked the door.

I wiggled my Levi’s down to my boots so I could spread my knees wide and let kitty breathe. The narrow strip of material that covered her was soaked. I pushed it aside and took a long, satisfying leak. I wiped her dry and rubbed my button for the second time today.   

“Ooooo,” the air felt cool on my hot wetness. I had been humping the seam in the crotch of my tight jeans since first period. The hours-long edging left me craving relief.

“Mmmmm,” Shelby moaned, moving around in her stall beside me.

Hearing Shelby’s moans made me gush. There was something about hearing another girl’s passionate moans that turned my kitty into a hot mess.

“Ooooo,” she moaned again.

I threw my head back and closed my eyes. I hooked two fingers into my creamy girl center to stroke my G-spot. Fingers from my other hand rubbed my button.

“Ohhhh,” I moaned, stroking my button faster, so close to the edge. I was about to explode when the door wiggled.

I stopped moving, afraid I was busted, when I heard Shelby whisper, “Cath, it’s me, let me in.”

I unlatched the door, and Shelby burst in. She knelt between my legs and pushed my knees apart. She pushed my hands away and buried her face between my legs like she was desperate for pussy.

She covered me with her open mouth, whipping my button with the tip of her flickering tongue. She had me ready to cum in minutes.

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“Oh, God, Shelby. I’m cumming,” I held her head and moaned as she pushed me over the edge.

She ate me through my orgasm until I pulled her up to me, “Wow, Shelby! Where did that come from?”

She stood and straddled me, pulled my face to her red-haired pussy, and said, “Eat me, Cath. Just eat me.”

I returned the favor, flickering my tongue over her hard button at a hundred miles per hour.

She moaned when I burrowed the tip of my tongue under her hood to snuggle with her button.

I ate Shelby with all my heart and teased a shuddering orgasm from her.

She moaned again and flooded my face with her juices, grinding herself on my licking tongue and sucking mouth.

Shelby stood and French kissed me, “Oh my God, Cath! How did you get so good at eating pussy?”

“Shelby, I’ve never felt anything like that before. You know I want more, right?”

“Mmmm,” someone moaned softly.

She said, “C’mon, Cath. Lunch is over.”

I did as she asked, getting myself together and following her out of the stall.

We looked in the mirror and laughed. We were a mess.

We heard a stall door open, and Janey came to the sink to wash her hands. She was a pretty brunette, one year older than us.

We all turned beet red when we realized Janey heard us having fur burgers for lunch, and we heard her buttering her muffin.

“Hey, Janey,” I said.

“Hey, guys,” she said.

“Hey, Janey,” said Shelby.

We chatted about the weather and plans for the weekend.

We washed our faces, checked our makeup, and brushed our hair.

“See you guys later,” said Janey.

“See ya,” we said together.

“Well, do you think she’ll out us?” I said.

“I’ll talk to her,” said Shelby

I was enamored with Shelby. “I know what we’re doing later,” I said, blowing her a kiss in the mirror. I was going to eat her up.

I wondered, were we still just besties, or was I her girlfriend now? It would be OK with me either way. We would have time to talk all weekend.       

We had two more classes, math and English, followed by a study hall. If we were assigned homework during the day, we completed it in the last-period study hall so we wouldn’t have to bring it home. It was the perfect time to have a study hall, because if anyone was going to give us homework, it was Mr. Winton.

If we didn’t get any homework, we checked in at study hall and disappeared. Teachers didn’t really give us any grief about it because we got good grades and didn’t cause any trouble.

“Hello, Mr. Winton,” we said as we walked into his English class.

Mr. Winton was tall with short, dark hair and a moustache. The laugh lines around his brown eyes were evidence that he smiled a lot, and he seemed friendly. I knew he jogged and played tennis, and he had a fit body to prove it.

Word had it that he caught his wife, the art teacher, fooling around. They still worked together, but they were living apart from each other. She was a pretty brunette and kind of a ditz.

I wondered if he needed a sixteen-year-old lover to take his mind off his slut wife. I imagined what it would be like to feel that mustache tickling my button while he French kissed my purring kitty. I craved his thrusting manhood pulsing loads of cream deep inside me. Maybe I could be his teenage slut.

I sat down, gripped both sides of my desk, humping the seam of my jeans again, staring at Mr. Winton. I was in a zone.

Shelby sat next to me in the back of the class. She reached over and playfully punched my leg.

I snapped out of it and looked at her.

She handed me a chunk of Watermelon bubble gum, saying “Slut,” under her breath.

I put the gum in my mouth and flipped her the bird, chonking on the big piece of Bubble Yum.

I picked up my scratch pad and doodled a sketch. It was the same graphic art that one would see in a comic book. It was from my point of view, my legs were spread with Shelby’s red head between them, eating me out. I showed it to her.

She turned beet red and silently said, “Put it away before someone sees.”

I flipped her off again. She picked up her pad and started to draw.

She doodled me sitting in front of her while she held my face to her crotch. Now it was my turn to blush.

We were by no means artists, but it was clear who was in the pictures and what they were doing.

I was thinking up ways to humiliate her. She had told me all about her thing for Johnny, so I made another picture of her, this time jacking him off. Anyone who knew them would know it was Shelby with both hands on Johnny’s cock.

I showed it to her and she covered her open mouth, her eyes wide in a look of horror. I smiled at her response until she showed me hers.

 It was clearly me on my knees under Mr. Winton’s desk sucking his dick.

“Oh!” I yelped and immediately put my hand over my mouth.

I looked at Mr. Winton, who said, “Stand up, Catherine.”

“Oh, man,” I thought, “Busted!” I stood up.

“Yes, sir, Mr. Winton.”

“Is there a problem, Catherine?”

“No, sir, Mr. Winton. I just dropped my pencil, that’s all.”

“I’m not blind, young lady. You ladies must settle down before you get yourselves in trouble. Is that clear?”

“Yes, sir, Mr. Winton.”

I sat down, and he continued his lesson.

I drew a picture of Shelby getting it up the butt from Johnny’s impossibly long dick.

She drew one back that showed her with a strap-on doing me doggy-style.

I drew one of her with Johnny and Mr. Winton doing it doggy-style at both ends.

Shelby stood up and said, “Give me that!” and snatched it out of my hand.

Just then, the bell rang and everyone got up to leave.

Mr. Winton said, “Catherine, Shelby, you stay. Everyone else may go.”

He stepped across the hall briefly and returned with Ms. Kelly, our Guidance counselor. Now we both blushed bright red. Word was that Ms. Kelly was married but was secretly a lesbian.

Mr. Winston closed the door and locked it.

“Ms. Kelly, these two ladies were causing a disturbance in my classroom.”

“These two? Well, I must say I’m shocked. They’re usually very well behaved. What were they doing?”

Mr. Winton turned to us, “Catherine, Shelby, bring your things. Put them on my desk.”

We brought our book bags and laid them on the desk.

Ms. Kelly cupped her hand under our mouth, “Spit out the gum, ladies.” We spit it into her hand, and she dumped it in the trash.

Mr. Winton pulled the sketch pads out of our bags. He looked at Shelby’s pad, and Ms. Kelly looked at mine. Their eyebrows raised. Oh my God, the humiliation was overwhelming.

They looked at each picture and then at us, as if verifying it was us doing these naughty acts. Then they switched pads with each other and looked at them again.

We would rather have died than endure the embarrassment. We wanted to crawl under a rock and hide. I wasn’t this embarrassed when my mom caught me jilling off in the bathroom. Our eyes were downcast as they finished looking at the sketches.

Ms. Kelly said, “Ladies, this is not appropriate behavior for school. I’m afraid I must call your parents.”

“I agree with Ms. Kelly,” said Mr. Winton. “The school does not condone this type of pornography on school grounds. You can be suspended for this. Do you understand?”

“Mr. Winton, we were just kidding. Nobody else saw! Please don’t tell our parents. We are SO sorry. We’ll never do it again, we promise!” I whined, showing them my tear-filled eyes and pouting.

“Please, Ms. Kelly, honestly, we didn’t mean anything by it. We were just kidding around. Please don’t tell my parents. There has to be another way!” said Shelby.

“We’ll do anything!” we both said together.

Mr. Winton said, “Well, it is their first offense, Ms. Kelly, but I think there must be some kind of consequences.”

“I agree, Mr. Winton. What do you suggest?”

“We could give them a whack. That will surely adjust their attitudes.”

“Hmmm,” Ms. Kelly thought, “Ladies, you have a choice. We can call your parents and give you detention, or you can each take one whack. In addition to the whack, you will meet with me on Monday for an evaluation.”

“It’s up to you, ladies. What is your decision?”

“A whack? You mean with the big wooden paddle?” asked Shelby.

We knew what whacks were; the guys got them all the time. They gave you a hard swat on the rear end with a big wooden paddle. I never heard of a girl getting one.

I had been spanked before by my mother, but just with her hand, never with a big wooden paddle.

Shelby and I looked at each other. She nodded. “OK, but we get our sketch pads back.”

“You do not,” Ms. Kelly said, “They will be discussed at your evaluation and then destroyed. Decide now: Whack or call your mothers?”

Shelby and I said, “Whack.”

Mr. Winton went to his desk drawer and pulled out a long, wide wooden paddle with holes drilled in it and a long handle. It had “Woody” painted on the side.

My butt hurt just looking at it.

Our pants weren’t going to provide any cushion since I wore skintight denim jeans and Shelby wore skintight leggings.

Mr. Winton said, “Catherine? Bend over, keep your legs straight, and grab your ankles. Ms. Kelly will act as a witness. At the count of three, ready?”

I bent over and grabbed my ankles and felt my jeans pull tight over my butt, “Yes, sir.”

I felt him bring the paddle up to touch my rear end, “One, two, three,” he said, and landed a hard whack right on the sweet spot where I sit down.

“Owww! God damn, Mr. Winton! That hurts!”

I jumped up and down, clenching my butt cheeks together and rubbing my butt. It felt exactly like I had sat in a burning charcoal pit. God Dammit that hurt!

Mr. Winton handed Woody to Ms. Kelly. She looked at Shelby, “Your turn, Shelby. Assume the position.”

Shelby bent over and grabbed her ankles. Her dress rode up to expose her butt. He leggings were so tight they could have been a second skin. I covered my mouth with my hand as I watched.

Ms. Kelly stood beside her to the rear and lined up Woody on her butt.

“Are you ready, Shelby?

“Yes, Ms. Kelly.”

“One, two, three.” Ms. Kelly swung with all her might, landing the paddle on Shelby’s sit spot.

“Owww, Ms. Kelly! Ouch!” Now it was Shelby’s turn to ride out the pain.

She looked at me with tears in her eyes, and I said, “I know! Tell me about it.”

“It burns! It feels like bees attacked my butt.”

“Are you girls OK?” asked Mr. Winton.

“Yes, Mr. Winton, I guess,” said Shelby.

“It’s not so bad now. It’s wearing off,” I said.

Ms. Kelly said, “OK, you two be in my office last period study hall on Monday, or the deal is off and I'll call your mothers. Got it?”

“Yes, Ms. Kelly,” we said and walked home.

The winter air cooled our butts on the long walk home and by the time we arrived, we forgot all about the spanking. She went across the street to her house, and I went inside mine. I peeled off my clothes and lay on the bed.

The words “I’m so horny” flashed in my head like a blinking sign.

I picked up the phone, “Hey Shelby, wanna come over for dinner and Netflix?”

END

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Written by Miss_Catherine
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