Peyton discovers her brothers weakness

Been a while since I wrote a story due to work commitments. So I thought I'd test the waters with a quick small story before continuing to write the Jackie the Testicle Ripper sequel which I promise is half written.


I had a huge problem. Even since the dust had settled on puberty, my insatiable thirst for being Dominated by women was relentless. It was only getting worse as I got older. I had just turned 20. I worked full time and being in a small town meant everyone knew who you were. Especially the hot women! I never thought the person who would find out about my perverse kinks would be my younger sister. At 19 she was a year younger but in a completely different social group than I was. Her friends were the geeks in high school and I hung out with the drama club.

Yet in her own way she was beautiful. Her red hair made her stand out from the crowd and get noticed. Her small petite height and love for huge heels and boots helped her get noticed by just about everyone. But beneath her intellectual side, she was an absolute sadistic bitch.

And I found out the hard way. And I only have myself to blame.

It happened one night a few months ago. I had sneaked downstairs and grabbed her leather white knee high boots from just inside the front door where she had left them the night before. They were just a normal pair of pointy toe boots with a 3inch heel. I was alone in the house as my parents were working and Peyton was out with her friends. I sneaked her boots into my room and left the door ajar to alert me of anyone's presence when they came home.

Then I began humping her boots to help me cum. I was getting really excited and carried away, imagining my balls were being teased with them by a sexy woman. Well you get the idea! After exploding over her boots a few times I decided once more wouldn't hurt. How fucking wrong I was. As I began fucking her boots again and moaning with pleasure, Peyton was sneaking into the house with her shopping bags. Having been told not to spend money on new boots she had broken that agreement so wanted to sneak in undetected, even by me.

She climbed the stairs barefoot making no sound whatsoever. As she creeped slowly past my room she heard me moaning with pleasure. But what drew her to peer through the door was the flash of white she saw when sneaking a glance through the door. She took a closer look and what she saw horrified her.

“What the actual fuck are you doing Toby?!” The door crashed open and I was startled by the anger and sudden shock of what was happening.

“I, ummmm, shit. I, ermm, couldn't help myself”. I was in deep, deep shit.

“You fucking little pervert. You were fucking my boots weren't you?” She leaned forwards and grabbed her boots off me. She recoiled in horror when she realised they were completely covered in my seed. The glory of the past hour was still encased over both her boots.

“Ewwwww, that's gross. I feel sick. Oh, my, God!” She threw her boots at my ball's in disgust. I managed to dodge the blow but within moments Peyton had climbed onto the edge of the bed and pinned my legs to the bed with her knees. I had absolutely no time to react before she grabbed my balls in her right hand. She squeezed them viciously and hard. As my head shot up in a stunned reaction her left hand slapped me hard across my face. My head slammed back down against my pillow And I began to yell in agony as the pain suddenly hit me like a freight train. My balls burned deep and the cry from my lips was guttural and deep.

“Don't you dare fucking move. Hands by your side Toby. I'm going to ask you some questions now. If you lie to me I squeeze harder. If you tell the truth I'll ease off a little.”

I tossed my head side to side. I was almost delirious due to the pain within me. My body was shaking in fear. I was sweating suddenly as my body couldn't cope with the searing pain deep within my balls. But Peyton wanted answers. She wasn't waiting to see if I was ready.

“Have you ever fucked my boots before?” I opened my mouth to speak but no words came out. I just nodded my head. She lied to me. Her hand squeezed harder.

“I believe you Toby. But that doesn't make me any less pissed off!”. She squeezed harder than she ever had before. My cock was somehow rock hard and it hadn't gone unnoticed.

“Does squeezing your balls turn you on, pervert?”. I nodded my head. I had no idea why I was turned on because the pain was intense and very much real. I felt Peyton begin digging her fingernails into the flesh of my balls hard. I was gasping for air, my hands meekly and without any strength and conviction attempted to release her grip on my balls. I failed miserably.

“What else turns you on Toby? Come on tell me……don't make me wait.” As she said the last word she squeezed with all her might and through the tears falling down my cheeks I could see her gritting her teeth with the effort she was using to render me catatonic. I could hardly breathe. My breathing was shallow and I was gasping for air. The torrent of pain ripped my whole body apart. The shaking was so bad it was like I was shivering badly from hypothermia.

Then, suddenly she releases my balls. She grabbed my hair and yanked my face forwards towards her face in fury. I was now an inch from her face.

“Fucking answer me PERVERT!” She wasn't messing around and I answered in short bursts as quickly as my suffering body, mind and soul could.

“Heels, but leather boots especially. Humping, worshiping them and generally the same for heels as well.”

She didn't seem fully satisfied with my answer.

“What else you fucking pervert. And if you don't fully answer then I'll castrate you. Right here, right now.” Her Hazel eyes showed the fury within her bubbling right there at the surface, just looking for an excuse to land a telling blow to my already battered balls.

“Fuck sake…….Okay. Ballbusting, scissor hold, facesitting, ass worship, thigh worship, stomping and crushing my nuts and trampling. That's about it.” Peyton had a wicked smile on her lips.

“Okay Toby. Let's try this out. You put those cum stained boots on my feet. And if you clean them up real good with your tongue, I might just let your balls survive. But fuck that up and you'll be losing them instantly. Now fucking get on with it.”

I picked up her boots and carefully put them on her supple legs. I lay down on the floor and began slowly licking her boots clean. I took my time to lick and cover every inch of her gorgeous boots. I sucked her heels deep down my throat, I licked her sole clean of the dust and grime from the pavements outside. By the time I finished Peyton pushed her glasses back on the bridge of her nose and inspected my work.

“Solid 7 out of ten Brother. Unfortunately you slacked on the tip of my boots on both feet. And the fact you were hard constantly went against you I'm afraid. That means for the next three hours I'll be dishing out rough justice on your balls.”

“But, no, fuck, Peyton. Don't do this to…” I never got the chance to speak again. Peyton slammed her boot hard into my balls and I instantly fell into a heap on the floor clutching my aching throbbing balls. The searing pain was deeper than anything her squeezes had done. I felt her boot connect perfectly with both balls right with the middle of her boot.

“You don't get a fucking say in this brother. Now for that misdemeanor I'm going to make you pay.”

She sat on my bed and made me put my body across her own. My cock and balls suddenly found themselves trapped between her strong toned thighs. Instantly she clenched her thighs together and my cock and balls were being strangled between her strong beautiful legs. I screamed in pain as she began spanking my ass. I was being utterly humiliated by my little sister and I couldn't do a thing to stop her.

“Shut up, pervert. Until you understand I'm in charge, you need to be taught a lesson. Now shut up and take your beating.”

By the time she had finished my balls were swollen and bruised badly. My ass was red and sore from her constant slaps. Her hand prints spread across my ass. She took a photo and continued to laugh at me as I lay down on the floor a broken mess. I was truly and utterly destroyed in every sense you can imagine.

“Come on Toby. Did I show you the new boots I purchased today? If you ask me nicely I might just bust your balls in them.” I simply continued to cry and weep quietly as she walked over to the box just outside the room. She pulled the box open and I saw the new boots. As she unzipped them my cock betrayed how my body was feeling. She had some crotch high boots with a deep fur lined inner lining. As she put her feet inside them and zipped them up they made her thighs look thicker than I'd ever seen them. The pointy toe and wide calf clung to her legs like they were made to measure her. Once she had put them on she walked across the room posing for me noticing my cock was enjoying the view. She then got down on the floor and climbed on top of me. She pinned my arms above my head and put her face inches from mine.

“Wait until you feel these connect with your balls brother. It'll be torture. But I'll enjoy every fucking second of it.”

She swung her leg back and I felt the thud of the knee slam into my balls. The sound of my balls against the leather clad knee sent me into heaven and hell. The pain was unbearable but the pleasure of feeling the leather against my balls was unbelievable. My cock twitched and became desperate to feel her knee against my balls again. I wouldn't have to wait long. Within seconds she had slammed her other knee into my balls hard. I had no time to process the blow before her other knee came smashing into my balls again. She alternated strikes in a ten minute frenzy of blows to my balls. She only stopped when I was clearly about to pass out. I had stopped yelping and moaning with her strikes and delirium had overtaken my ability to sense pain anymore.

As Peyton began rubbing my cock seductively I came back around in no time. As I was on the brink of no return she cruelly stopped rubbing my cock with her boots.

“Tut, tut, tut. I'm your sister you pervert. you'll need to be punished for feeling pleasure from my boots. I think some kicks would be sufficient.”

I somehow survived her three hour onslaught on my balls. But since that day three weeks ago I have been subjected to testicle torture from Peyton's friends almost daily. She made me write down all my interests and her friends have been tormenting me with them all since.

Some will call me a lucky bastard. Others will understand my pain. I'm constantly wearing a chastity device to prevent me from masturbating. Everytime I cum in their presence due to their teasing I'm punished severely.

Tonight Peyton is going to bust my balls again for the first time since that first encounter.

I'm scared though. If she wears her new boots again I'll be utterly humiliated and destroyed. Yet somehow I'm like a junkie, I need to feel these boots against my balls again.