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Clover clamps are painful anywhere.

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Drooling of pain....or pleasure ?

face of pleasure or pain?

I can’t help but laugh at your pain

She left a note on his door and self-crucified in his yard, no foot support. She left him, as the film is titled, "The Present of Pain" (1/2)

A slow and delicate handjob with a painful ruin at the end.

In this clip, she's trying to find a position with the limited rope she was provided. Not easy. (Bon-Vue - The Present of Pain 2/2)

Elise was tortured on the cross in this position, with those shackles. He got to work on her pussy and inflict pain, alternatively. (Infernal Restraints - Elise Graves - Fear of Needs part1)

When your slave on the cross complains about the pain, bring your trusted toy and send her back to the pleasure zone (Cruxbitches' Tina. Wish I had a longer video...)

Honesty Calliaro is the queen of pain

“Your dick gives you away. You’re groaning in pain, but you’re so horny for it.”

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My throat training is always a complex mix of pain and pleasure, sound on for whimpers

My tiny feet cause him so much pain!

Even when you are expecting the pain, you are still not prepared for it

Pinning my cock - soft pain makes me hard

I like a little pain with my pleasure

[Amy_Ink] - Amy Pain Goddess ready to be your Slave Master:D

Sweet pain under stilettos of his Mistress

[F][M] first pain, then pleasure...

Tit in pain

After only giving her degradation and pain, I touch her pussy to find she’s dripping wet for me.

Hogtied and assfucked, my whole body is overwhelmed with pain and pleasure

Pleasure and pain go hand in hand for me

Tits in pain

Sweet pain granted by her Mistress

Roughness doesn't always mean punishment. Pain doesn't always mean punishment. Sometimes Owners just like hurting their fuckpigs. If he is using you at all, be grateful. His attention gives you purpose.

When pain and pleasure melt together

[Amy_Ink] I love Pain very much😋👽

Mondays are a pain

Which do you think is more intense: the pain from those clamps or the pleasure from the Sybian?

Your pain is my pleasure

Tied up my bully and fucked her for all the pain she caused me

Caning Play/Pain

She prayed that her slave would make a single mistake so that she could revel in his pain.

[M] [F] The Wheel Of Pain was not merciful last night.

My Show is plenty of Pain Stuff, Do you like it MASTER🥵🔥

Mixing pain with pleasure all while drooling from a penis gag

Sometimes, it's all about finding the right kind of balance between pleasure and pain. 😈🔥

It’s amazing how much pleasure a little pain can bring. The question is, are you worth it?

Shego (Gale) from Kimpossible captures Ron Stoppable (Otter) and painfully punishes him

Shego (Gale) from Kimpossible captures Ron Stoppable (Otter) and painfully punishes him

Quit your whining and pull the damn clothespins off already, because you're not going to like the way I do it

She's definitely regretting those piercings now...

Her eyes give everything away

Nipples tied to toes, suspended in mid-air and lowered onto a dildo

Love spanking and the pain afterwards

[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. 🔥

[ashlystonee] Your slave is come back, Nipples clamps for more pain as you like! 🍒🥵😈🤤

I feel pleasure just imagining your pain. Are you ready?

i am the 😈😵‍💫😈 sage of the six paths 😎🤓😏 i can show u Pain..⚕️⛓️💥 and superior chakra 🔌🔋🔌

Short clip from 11 minutes of painful pleasure!

Firm spanking from MissKittyMeow to the screaming AnnikaShae

I'm so thankful Master showed me some mercy - my poor tits were being crushed under my weight! [F]

I love busting the nuts of my inferior filthy slaves 😈

Banded my 18yo cock and balls... Throbbing in pain😫🤤

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Enjoyed this probably too much

😳