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Kinda Crazy: How Rough is TOO Rough? 18:59
Kinda Crazy: How Rough is TOO Rough?
Dude Has His Balls Turned into Oatmeal 0:52
Dude Has His Balls Turned into Oatmeal
Honest Police vs. Dishonest Police 13:58
Honest Police vs. Dishonest Police
LMFAO: I Think She Broke His Cock at 16:09 18:59
LMFAO: I Think She Broke His Cock at 16:09
Cruel Sauce 5:24
Cruel Sauce
Used russian girl 1 "sucking outdoor and painful hardcore fucking" 0:28
Used russian girl 1 "sucking outdoor and painful hardcore fucking"
POV ANAL CREAMPIE 6:14
POV ANAL CREAMPIE
Malay - Painful MiLF Sex 1:56
Malay - Painful MiLF Sex
Lily Gets A Slow & Painful Clit Piercing // Needles Needle Play BDSM Pain 0:54
Lily Gets A Slow & Painful Clit Piercing // Needles Needle Play BDSM Pain
Small Dicked Fatass Puts Girl Through Hell 2:04
Small Dicked Fatass Puts Girl Through Hell
Big Dick Rips Through Quirky Teen Pussy 26:14
Big Dick Rips Through Quirky Teen Pussy
Boyfriend Dominates Her Tiny Fragile Hole 8:16
Boyfriend Dominates Her Tiny Fragile Hole
They Took Turns Pounding Her Anus 5:24
They Took Turns Pounding Her Anus
That's Never Going to Fit Inside Me! 12:26
That's Never Going to Fit Inside Me!
2 Bull Riders Get Severely Fucked up 1:44
2 Bull Riders Get Severely Fucked up
Wrestler Comes Within Inches of Paralysis 0:34
Wrestler Comes Within Inches of Paralysis
Hes Trying to Enjoy a Rain Walk When... 0:39
Hes Trying to Enjoy a Rain Walk When...
Trucker Goes Head-First into Windshield 4:16
Trucker Goes Head-First into Windshield
Fucked so Hard She BEGS to Stop 8:22
Fucked so Hard She BEGS to Stop
Umpire Takes Fastball to the Nuts 1:18
Umpire Takes Fastball to the Nuts
I Worry About the Female Gender 0:54
I Worry About the Female Gender
Anal Dildo Pain Makes Chick Cry 3:25
Anal Dildo Pain Makes Chick Cry
Alex Cobbs Horrible Headshot 1:00
Alex Cobbs Horrible Headshot
Why Would a Man Agree to This 1:48
Why Would a Man Agree to This
Russians Take 'Jackass' Seriously 5:52
Russians Take 'Jackass' Seriously
Teen Girlfriend is a Real Trooper 36:41
Teen Girlfriend is a Real Trooper
The Face of a Man Full of Regret 0:41
The Face of a Man Full of Regret
At Least He Cant Reproduce Now 1:56
At Least He Cant Reproduce Now
Steve-o Literally Puts Ass on the Line 2:07
Steve-o Literally Puts Ass on the Line
Pointblank Paintballs Really Hurt a Lot 1:06
Pointblank Paintballs Really Hurt a Lot
How NOT to Perform Insurance Scams 0:30
How NOT to Perform Insurance Scams
Uhh, I Don't Think it Bends That Way 1:17
Uhh, I Don't Think it Bends That Way


Best Free painful Porn on Shooshtime

Love painful porn? You have come to the right place. We feature 145 of the best painful videos you will ever see on the internet. All our porn videos are free to watch, with no registration required, however we always suggest registering as you will be able to take advantage of all the cool features Shooshtime has to offer! Have some of your own painful videos you would love to share? Feel free to upload them and tag this page!