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The best friends a boy could ever hope to have!

Mortifying things we all don't want to hear, but deep down know to be true....

Chris Weidman style

Clit shocked until I shake and quiver uncontrollably

*IT'S ACTUALLY HAPPENING!* The frightened trepidation and magic of a sissies first time

Every time you were alone at home

Punishment for not abusing my holes enough last post 🥺

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My inferior goon brain is getting pumped & sucked away from my clit & my tits 🤤

Am I cute with my body writing?

It’s essential that I rock my hips back & forth & be put on display, right?

Masochism Spanked Spanking gif

Masochism Spanked Spanking gif

It only feels good when it hurts

Electric shock toy on nipples (recently purchased this and LOVE IT) it’s surprisingly stronger than I expected!

(OC) She can't cum without the pain and degradation ?‍♂️

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My submissive gets 10 canes every night as part of his daily discipline. Dependent on his behavior, he may get a lot more.

Torture with stinging nettles

when you make a big mistake, you should get an appropriate punishment

Painful Nipple Play (TW: Needles) [NB]

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A proper cleaning results in a sore and obedient fucktoy...

no matter how painful, no matter how scared I am, I'll handle any form of torture for you Master ❤

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The feeling of my already swollen clit being flicked is so hot

Pulling my sensitive nipples until I cum

I've been a bad girl and am not allowed to cum until I've been punished

My Master spanks my pussy until I squirt

How many metal clamps I have to put on my pussy?

Slapping my tits and clit make me so wet 🥵 I wish I had someone to do it for me 🥴

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Nettle self torture

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masochism pain trans woman belly gif

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masochism pain trans woman belly gif

masochism pain trans woman belly gif

masochism pain trans woman belly gif

masochism pain trans woman belly gif

masochism pain trans woman belly gif

Little girl discovers knife 😈

ouchie is the best caption I have for this

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What I mean when I say “fourth hole”. [Sounding] Makes a slut’s clit so sensitive, even pissing feels like she’s cumming https://www.redgifs.com/watch/lemonchiffonshamelessvelvetworm

A Master’s greatest pleasure is to see his slave successfully apply the knowledge he has given to train more slaves.

📌📌 💦 (feat. my cat meowing at the door 😔)

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Torturetober Day 8 “Beat”

Torturetober Day 5 and 6 “Poke” “Insert”

Who says you can’t bruise JUST the nipples?

All good sluts know, that once they are property, their owner does what’s best for his or her property! In case of cunt, I would say a proper whipping till pink-red is necessary to make sure it looks pretty and presentable.

Surprise!

( blood ) Turns out there's an artery right at the bottom of your cunt. Oops? Was testing smth for Halloween, and uh. Accidentally gouged the bottom of my V. Wild that I got it on camera, too lmfao.

Hooooooly fuck. I'm writhing as I post this. Fuck does that burn so much more 🤤🤤🤤🤤

[CW; BLOOD] Got punished for not taking the knot ... Had to keep my wand on high for 30 minutes and grind down on it ... I came three times and accidentally tore ;~;

You guys do seem to love wedgies