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Dee Williams in extreme bondage

Casey Calvert endures bondage, wearing a dental retractor

Cheating Sluts Deserve Painful Fucking

Alien Cartoon Electric Electro Fuck Machine Pain Sadism Screaming Tentacles Whipping Porn GIF by slimyalien

Sir likes to take a video of my face during our sessions and keep note of which parts of play were the most painful

I give him pleasure and he gives me pain, fair trade - wouldn't you say? The best part about it is I never know what's coming because of the lenses!

Decorating the Slutmas pain tree with hot lights crotch rope, heavy bells on nipple piercings, and bows stapled into its flesh.

I Just Love That Reaction When Their Pussy Is Too Sensitive After Cumming Too Much. When Pain And Pleasure Are One In The Same

I was surprise by the intense pain. I totally lost it and burst into tears. [F] [M]

Squirming in Pain and Pleasure

Butthole whipping + anal insertion = screaming pain

BDSM BBondage Fetish Gagging India Summer James Deen Pain Slave Submission

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

i love when the real pain comes in a moment ~after~ the impact

Gia DiMarco hangs by her wrists until she whimpers in pain, only to be lowered back onto the wooden horse

[Amy_Ink] Pain Of The Day 😈⚡

Emerald's Pain Slut Training (Full video in comments)

Me and Elizabeth Thorn each trading off pain and pleasure by Royjack during movie night ❤️💦

Pleasure is always better with a little pain [F][M]

[M4M] When my friend said he wanted to show me his new bondage setup in his basement, I wasn't expecting him to use me to break it in

Strapped to the wand, mixing pain with pleasure

College rope bunny cumming hard in painful predicament bondage

Bobbi Starr squeals in pain as she's forced to walk the crotch rope

I'm not sure what was more painful. The ruined handjob or the overstimulation afterwards. This was after a month of chastity 😭😭

Make me WET with my PAIN😍

Jessie Cox gets trained to handle the pain

[Amy_Ink] Playful Pain Tongue🍭🤪

[Amy_Ink] Master my delicious Pussy is craving for pain🥵💛

Anal Hook Atomic Wedgies! Pain, Pleasure, and Humiliation!

Genesis Fae strapped to bondage table and made to orgasm [F][M]

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

If you feel like you are in a spot, here is some predicament bondage to lighten up your day [M][F]

Submissive forced to choose between nipple pain or oxygen

Sometimes pain is the only way through.

Lorelei Lee knows she has to bear the pain in order to have the pleasure of an orgasm

Would it turn you on to have this much control over my pleasure and pain? Watch more of me squirming like a BBC loving slut on my OnlyFans today and SAVE!😈 https://onlyfans.com/theaspenrose1

The only way to get some relief on my nipples was to pull down hard on the rope tied to my collar - I had to choose between pain and choking! [F]

Keeping the rock filled buckets level to save her nipples from the wire-connected clamps. Her tight bondage makes it all the harder when she's unable to stop the distracting vibrator or rest her outstretched arms.

Forced between a slow strangle or sensitive pain, with no freedom for a moments rest.

Dollified and used as a pain toy.

Sasha Grey locked in metal bondage and screaming from multiple orgasms (sound on!)

Sasha Grey completely loses her mind while locked in metal bondage and vibrated into multiple orgasms (Sound on!)

If a cow underproduces after a long milking session, it's post session orgasm is mixed in with a punishment to encourage improvement. This one is forced to inhale from it's piss pot and has it's sore udders squeezed until it moos in pain.

Dad would be proud at how well you took you painful bondage enema.

Bonding through pain and denial...

Rough Femdom Bondage Ballbusting

My little pain slut. The harder I go, the harder she cums.

Does the pain in my nipples stop me from cumming...? Watch with sound to find out!

At least he’s at the beach [public] [bondage] [handjob] [exhibition]

James Bond - Casino Royale! But my version is much more painful!

The pain of a clamp slipping off is unmatched! 🥵

The pain in my tits makes me cum even harder!

For the first time in a while master [f]illed his dumb whore's cunt with a toy, but not without making its clit and nipples throb in pain

oof banding and clamping is a new kind of pain that I love ofc

My fucktoy learning to orgasm with pain and pleasure

Rewiring and reprogramming a cunt to be a free use 24/7 pain slut… Zapping out all thoughts of defiance, arrogance, ability to think for self - a perfect slave in making!

Mixing pain and pleasure, depriving you of your senses. I’ll break your mind to the point it can’t think what’s going on… and your body would be so exhausted it will feel like it’s broken. You’ll truly be nothing but a broken little fuck toy!

You want your holes destroyed, don’t you? Well news flash… if it doesn’t hurt, it doesn’t work. Be a good little pain slut, and take what’s thrown at you. Your comfort is irrelevant!

Enjoying yourself much? Let’s decorate you with accessories, you’ll enjoy a lot more. Especially when pain joins pleasure… would tell how feeble and easy your mind is to break

The pain from the swinging chain just makes me cum harder