Peyton The Babysitter Punished Me

"Look, Matt, I understand you don't like having a babysitter, but this is the way it's going to be."

"Come on, Mom, I don't need a babysitter. I'm eighteen and a half years old."

"She's not coming here for you, she's going to watch your sister. You know that."

"But why do I have to do what she says?"

"Matt, stop arguing with me. I've had enough. If you keep this up, you'll be grounded to your room for the night."

"Go ahead, ground me. I'm not coming out of my room anyhow."

"Done, go upstairs."

I stomped off to my room. My parents really suck. It's so humiliating to have a babysitter, and why do I have to listen to her? She's probably a moron. I went into my room and shut the door. After I calmed down, I opened my laptop and started surfing Reddit. I was in my room for about half an hour when I heard noises coming from downstairs. I cracked the door open to see my parents talking to someone. It must be the babysitter.

"Matt, come down here for a minute. I want you to meet Peyton," Mom called out.

Fuck. I didn't want to. What's the point? I planned to stay in my room all night. Oh well, might as well get it over with. I walked downstairs slowly, really taking my time. My parents were getting their things together to leave. My younger sister Amber was sitting on the floor of the living room, setting out a game to play.

"Matt, this is Peyton," Mom said.

Oh shit, I know Peyton from the university. I don't really know her, but she's a business major like me, and she is in a bunch of my classes.

"Hi Peyton, good to see you."

"Hey Matt, how are you doing?"

"Good, thanks."

Fuck, this couldn't get any more embarrassing. Peyton is my babysitter. Fuck me. I looked her over. I don't usually see her this close up. She's hot as fuck. Big blue eyes, dark hair, and a nice big set of tits. Her big sweater did little to hide them.

Mom turned to Peyton, "Matt will be staying in his room tonight, he's grounded because of bad behavior this evening. If he gives you any trouble, you can do whatever it takes to get him in line."

"Okay, I'll make sure he stays put."

Wow, even more embarrassing. Mom really treats me like a child.

"Great. See you later, Peyton, bye Matt, and bye Amber." Amber ran over to kiss them goodbye, but I didn't even look their way. I walked back upstairs. I just wanted to get away from the whole scene. Too bad Peyton is so hot, though. I wouldn't mind looking at her. Maybe I'll sneak downstairs later.

I had a nice, quiet evening. I played games on the computer and surfed Reddit. I heard Peyton and Amber playing games and watching TV. Soon enough, Peyton got Amber ready for bed. Amber came in to give me a hug goodnight, Peyton peeked into my room, and then put Amber down. I heard Peyton go back downstairs and turn on the TV. I was getting kind of bored with hanging out in my room, so I decided to go downstairs and see what was on TV.

"Hi Peyton, anything good on the tube?" I asked as I walked into the living room.

"Hey, you're not supposed to be down here. Get back to your room."

I sauntered over to the couch and sat next to her, "Come on, Peyton. Amber is asleep, I'm just going to hang out and watch TV with you."

"No, I told your parents I would keep you in your room. You're the one who got yourself grounded.

I was about to object, but her hand suddenly shot between my legs. She grabbed my balls and squeezed them.

"OUCH! MY BALLS!" I cried out in shock. "What are you doing to my balls?"

"Are you going to go upstairs and behave?"

"No, you can't do this!"

"Yes, I can. Your mother said I could do whatever it takes to keep you in line."

"You can't ... grab ..." I stopped mid-sentence, I couldn't breathe as the intense pain flooded my mind. She eased up for an instant. "You can't grab my balls," I groaned. Her grip tightened again.

"Yes, I can!"

"Peyton ... my balls ..." How could it hurt so much? She pushed her thumb into my left ball. I felt like it was going to explode. "PLEASE!" I moaned. "MY BALLS!" It was too much for me to handle, I was overwhelmed by the pain. She eased up after what seemed like forever, but she still had a firm grip on my nuts.

"Now then, are you going to go upstairs and behave?"

"Yes. I give up," I groaned. I could barely breathe.

"Good, let's go to your room." She stood up and lifted me by the balls to my feet.

"I'll go, you don't have to drag me."

"More back talk?"

"No, no ... it's fine. Whatever you want."

She tugged me up the stairs, she was about a half step in front of me. I admired her nice ass and her strong arms. I felt so vulnerable and in her control as she tugged my balls. Each step hurt as she pulled on them, yanking me behind her. I felt like she owned me. Like she had complete control over me. We walked down the hallway, and then she pulled me into my room. She turned to face me with my balls still firmly in her grip.

"I don't expect to hear from you again tonight, understood?" She squeezed my balls for emphasis.

"Yes, fine."

"Good boy!" Another squeeze of my balls.

But that time, it felt different, it felt good. She didn't do it as hard. The crazy mix of an attractive, big-breasted girl holding my balls, with such authority while humiliating me. It felt more than good, it felt like I was about to cum. And I did.

"Ooooohhhh fuck!" I moaned loudly as my cock suddenly exploded in my pants. Cum blasted into my boxers as my cock pushed against the front of my pants. It throbbed, and my whole body convulsed in time with it. It was so fucking good, I came so hard, and Peyton still held my balls. She must have finally noticed the wet spot because she suddenly let go.

"You're cumming?"

"Unnnnh huh," I grunted, barely able to speak.

"Pervert!"

As she said it, her knee shot up between my legs. I watched it coming my way, I didn't have time to move. Her knee slammed into my balls right as I spurted another load of cum.

"FUUUCK!" I grunted. The pain overwhelmed me, my knees gave out, and I dropped to the floor in a heap. My hands covered my cock and balls. I pushed against my cock as I continued to orgasm. I lay on the floor, a complete mess, cumming and nearly crying as tears seemed to stream from my eyes. The pain was terrible, but it was also exquisite. So fucking hot and sexy. My cock throbbed for another half minute as she stood over me and watched me cum. Finally, I was done orgasming, I just lay on the floor and tried to catch my breath.

"Well, that was fucked up," she said. "I've never had a kid do that before."

"I'm not a kid."

"I'm babysitting you, so you're a kid. And I'll be back again tomorrow night, so I expect you to behave the rest of the night. Go get cleaned up."

She marched indignantly out of my room, and I lay on the floor trying to process what just happened. The facts were simple enough, the babysitter grabbed my balls and squeezed them, and then I had the most incredible orgasm of my life. Just exquisite.

That was both the most embarrassing and the hottest moment of my life.