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His pain is my pleasure ;) (HJ33-9)

I get to fuck your wife while your little dick is caged. Good luck with that painful boner.

Dominant Wife Locks Slave Husband Up In Chastity

Someone used to occasionally play with my sack during cuddling. It would throb, try to get hard, I would squirm, complain or try to hump hand just to get a very painful balls slap for being too ..frisky pet, and then he would continue.

🦋So tight it hurts…what I call a “beautiful kind of pain”🦋

If you managed not to cum, you would've get two weeks of freedom from chastity!

Ride through the pain ??

He Thinks His Blue Balls are Going to PoP in Ball Crusher! But I know They Can Take More Pain for Mistress Loow. 😈

And I hope it's painful 😈

A little pain with our pleasure this evening. [m]

The Doxy is the most pleasurable pain, for a slut in chastity ? [domme]

A little chastity acceptance training… If he asks to be let out he pays a painful price 😈

Starting our adventure down cbt, remind him I own his pain and pleasure

There should always be a little pain before the pleasure 😈😏

Throwback to when pain and pleasure were the same

Its time for a game of pleasure or pain. Roll an even number and get pleasure. Odd equals pain. Full 12 minute game on OF!

Day 5 of Locktober! 🔒 Using my New Strong Ball Crusher on Pain Slut’s Swollen Blue Balls!

You think you're in pain now? Just you wait..

Your pain is my pleasure

Sissy in small chastity

these were painful

You better make an effort, because every second more means more pain!

I left town for a few days and came back to this 👿. His balls are in for a world of pain 👊 sorry hubby. You brought this on yourself 😜

[💜OF] i used to feel pain but now i just feel pleasure!

Day 17 of NNN, challenge 16 accepted 😊Always feel good to slap my useless balls with my hands , it’s a different pain and pleasure than slapping them with a bbc dildo 😝

Locktober Level up 🔥

Bondage, Chastity, Punishment and beautiful clothed Mistress

I don't care if it's painful, I'm still going to tease you!

Pushing the 22 inches deep inside my tight ass. It was oddly tight, filling, painful and pleasurable all in one. Full video on my OF page (PPV with currently free subscription)

My GF said she loves hearing me moan in pain while trying to escape the chains I'm locked in. She told me the sound of me suffering turns her on... [CD]

I don't know what made me moan more. When my GF teased me with her hands or the pain of the super tight armbinder

My Small Cock Coming Out Of A Chastity

[domme] In the depths of pain, I sculpt your submission, molding you into my masterpiece of desire, forever marked by the exquisite torment of my dominance. 🔥

Gotta love those growing pains! 😅 So grateful for such a supportive community and tribe that have he

Low Blow Wrestling (Preview)

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Banana BallBusting Hard Mistress Loow and Pain Slut

After I tortured his pathetic prejac , we went out walking for hours. Should have seen him hide the pain!😂 Back home it took him another 45min to get 'em back out bc the lock stays closed. 🔒😜

more pain and pleasure shakes from electro shock therapy

electro shock therapy got me shakin from pain and pleasure

NEW FULL VIDEO - My caged leather gimp is subjected to pain and denial

28 (Finland) #Helsinki / Pori Chastity Sissy Slut

A little teasing before a painful session

Raise your hand if you enjoy transmuting pain into pleasure ✋️

Gotta love those growing pains! 😅

Caged and Crushed: The Price of Tardiness, Paid in Pain - Goddess Rocky Foxx

Combat Boot Cock Kicks: Pain Slut's Nightmare - Mistress Loow

Guided Ball Busting JOI: My Command, Your Pain - Mistress Loow

Ball Crusher Waffle Balls: A Deliciously Painful Treat - Natalia Vega

Goes to a boxing class once

Punishment for asking to be unlocked for the weekend

Sorry I'm a little late to locktober but finally painfully locked and pinched my pathetic clit into chastity

My little cock started peeking through my chastity belt, so I showed it what happens if it tries to escape!

Daily dose of ball slapping

Watch closely what you’re missing out on because from here, pain will be your pleasure

It's surprising how much pain you can inflict with a flick!! Sitting on his face and Flicking balls in a cage

In the medical room, pain and denial is pleasure

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