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Painful Insertion gifs

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BBC Teen Anal Painfull Ass Insertion

BBC Teen Anal Painfull Ass Insertion

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Anal Anal Creampie Anal Play Big Ass Big Dick Cuckold Deep Penetration Desi Dildo

Anal Anal Creampie Anal Play Big Ass Big Dick Cuckold Deep Penetration Desi Dildo Homemade Indian Mask Object Insertion Pain Slave Submission Submissive gif

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Pretty Latina has her ticket emphatically punched as she rides the rectal express

Pretty Latina has her ticket emphatically punched as she rides the rectal express for apparently the first time [0:00]. Gif contains the insertion but give the full scene a go. It's pinned in the comment . Follow me you filthy animals <3 YLPD

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this time I fucked my peehole with an open bottle of hot sauce

this time I fucked my peehole with an open bottle of hot sauce

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Inserting an anal hook in her unprepped asshole (Sound on) [00:37]

Inserting an anal hook in her unprepped asshole (Sound on) [00:37]

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Butthole whipping + anal insertion = screaming pain

Butthole whipping + anal insertion = screaming pain

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Sir likes to use my latex thong to whip my asshole before inserting my anal hook

Sir likes to use my latex thong to whip my asshole before inserting my anal hook for maximum pain. (Sound on)

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On the road so she had to improvise to please (sound) [F]

On the road so she had to improvise to please (sound) [F]

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a brush and some clamps abuse and please me more than your dick does. i cum and it's

a brush and some clamps abuse and please me more than your dick does. i cum and it's dripping all over the floor. ps: it's so much better with sounds on 😌

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Masturbating Moaning Object Insertion Pain Pussy Spread gif

Masturbating Moaning Object Insertion Pain Pussy Spread gif

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[M] [OC] The pain was worth it..

[M] [OC] The pain was worth it..

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💦 BY u/ REQUEST! 💦Watch @the_coquette’s painful struggle👊insertion getting

💦 BY u/ REQUEST! 💦Watch @the_coquette’s painful struggle👊insertion getting a microphone in her pussy - make sure 🎧SOUND 🎧 on!

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Stretching my pussy with the brush. The pain makes me cum so hard

Stretching my pussy with the brush. The pain makes me cum so hard

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Object Insertion GIF by clit-torture-lover

Object Insertion GIF by clit-torture-lover

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anal ass ava addams big dick caption milf object insertion pain pornstar gif

anal ass ava addams big dick caption milf object insertion pain pornstar gif

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anal caption christian clay cute elena koshka missionary natural tits object insertion

anal caption christian clay cute elena koshka missionary natural tits object insertion pain pornstar gif

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I got bored with the handle. Decided to try the more challenging side of the brush

I got bored with the handle. Decided to try the more challenging side of the brush

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Slow insertion and rough fuck

Slow insertion and rough fuck

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Cuffed, collared, rubbing my stuffed 20f pussy just for Reddit, and being thankful

Cuffed, collared, rubbing my stuffed 20f pussy just for Reddit, and being thankful for it

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Master made me get up early so I could rape my cunt for him

Master made me get up early so I could rape my cunt for him

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SexEd 101 - Object: When flirting, if things are going well, you can try casually

SexEd 101 - Object: When flirting, if things are going well, you can try casually touching them and see how they respond. If they don't wince in pain, you're not deep enough in their urethra

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Not sure this is the end of the brush I’m meant to be fucking….

Not sure this is the end of the brush I’m meant to be fucking….

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Backdoor insertion

Backdoor insertion

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if you've been following for a awhile, you may know that one of my goals was inserting

if you've been following for a awhile, you may know that one of my goals was inserting a toilet brush. Well, tonight, that goal has been accomplished!

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wow

wow

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[kik sissyfucktoyemily] listen to be squeal as I Painfully insert my plug dry into

[kik sissyfucktoyemily] listen to be squeal as I Painfully insert my plug dry into my tight little pussy! Feeling pretty sorry for myself to day anyone want to chat and send me nasty porn to make me feel better?

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I love gooning out and fucking my peehole 🤤

I love gooning out and fucking my peehole 🤤

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I had the most amazing online session with a domme. Brutalized my poor pussy with

I had the most amazing online session with a domme. Brutalized my poor pussy with the mean end of a hair brush

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amateur anal ass bondage butt plug doggystyle handcuffed object insertion onlyfans

amateur anal ass bondage butt plug doggystyle handcuffed object insertion onlyfans pain gif

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Scrubbing out my pussy with soap is the most painful part of every shower, but a

Scrubbing out my pussy with soap is the most painful part of every shower, but a clean hole is a good hole (he/they)

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Dildo GIF by kinkiwife26

Dildo GIF by kinkiwife26

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Pussy swallows 20oz tumbler -it hurt so good

Pussy swallows 20oz tumbler -it hurt so good

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Got challenged to fuck myself with hot sauce as lube. All I had was Sriracha.

Got challenged to fuck myself with hot sauce as lube. All I had was Sriracha.

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bbw bdsm homemade masturbating object insertion pain pussy gif

bbw bdsm homemade masturbating object insertion pain pussy gif

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😳 It's permanently ruined now 😬

😳 It's permanently ruined now 😬

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Pain & pleasure go hand in hand, first i was almost crying then i got O

Pain & pleasure go hand in hand, first i was almost crying then i got O

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Whore Renea: 21F, Restrained, Tits Tied, Gagged. Basketball Inflated in Gaping Cunt,

Whore Renea: 21F, Restrained, Tits Tied, Gagged. Basketball Inflated in Gaping Cunt, Pissed On, Tits & Pussy Slapped, Forced Orgasms, Birthing 🏀💦 (Link in Comments)

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Harsh session and inserting 3 bananas in ass!

Harsh session and inserting 3 bananas in ass!

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Inserting the dildo without any warm up, listen to my whimpers on redgifs

Inserting the dildo without any warm up, listen to my whimpers on redgifs

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versuche immer noch das limit meines kleinen arsches zu pushen

versuche immer noch das limit meines kleinen arsches zu pushen

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guess i found the current limit 0f my lil ass

guess i found the current limit 0f my lil ass

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amateur bwc bareback big dick gay hardcore moaning pain tight ass tightlipsbigdick

amateur bwc bareback big dick gay hardcore moaning pain tight ass tightlipsbigdick gay-anal inexperienced-bottom-hardcore insertions male-moaning gif

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bdsm huge dildo monster cock pain pussy stretching trans trans man dildos insertions

bdsm huge dildo monster cock pain pussy stretching trans trans man dildos insertions monster-sex real-bdsm transmasc gif

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bdsm gay huge dildo pain pussy tight pussy trans trans man insertions monster-sex

bdsm gay huge dildo pain pussy tight pussy trans trans man insertions monster-sex plugged real-bdsm transmasc gif

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Wish I could figure out how to upload more than on video

Wish I could figure out how to upload more than on video

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bdsm ftm gay hairy pussy huge dildo legs up pain slut tight pussy trans dildos insertions

bdsm ftm gay hairy pussy huge dildo legs up pain slut tight pussy trans dildos insertions real-bdsm transmasc gif

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bdsm boy pussy pain pussy pussy spread trans trans man cuntboys insertions real-bdsm

bdsm boy pussy pain pussy pussy spread trans trans man cuntboys insertions real-bdsm trans-guys-ftm transmasc gif

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betaslave degrading hairy pussy humiliation object insertion pain sex slave slave

betaslave degrading hairy pussy humiliation object insertion pain sex slave slave toilet torture lips-that-grip gif

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Anal Pain Brush

Anal Pain Brush

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amateur bbw bdsm big ass fetish huge ass kinky object insertion pain ssbbw bdsm-humiliation

amateur bbw bdsm big ass fetish huge ass kinky object insertion pain ssbbw bdsm-humiliation homemade-bdsm plugged real-bdsm spankings gif

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I struggled hard during this shoot.. sadists will definitely want their sound up

I struggled hard during this shoot.. sadists will definitely want their sound up

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I added barbs to my knotted toy. No! Don't shove it all the way in! I won't be able

I added barbs to my knotted toy. No! Don't shove it all the way in! I won't be able to get it back out!

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need a real bone next 🐾🐶

need a real bone next 🐾🐶

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My pussy was starving for some ginger it seems

My pussy was starving for some ginger it seems

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Fingering and fishing thumbtacks out of my cunt 🤤📌📌

Fingering and fishing thumbtacks out of my cunt 🤤📌📌

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

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

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A little of the old in and out.

A little of the old in and out.

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What the best household items should I shove up in my ass?

What the best household items should I shove up in my ass?

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Brush dildo

Brush dildo

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Master wants to know if there's any tasks his toy can do

Master wants to know if there's any tasks his toy can do

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