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Most Viewed Videos Tagged with pain

Getting my Tight Ass Fucked by a Thick Cock (HUGE CUMSHOT!) 15:11
Getting my Tight Ass Fucked by a Thick Cock (HUGE CUMSHOT!)
I can't Handle all that Dick in my Ass (PAIN ANAL!) ♡ 14:04
I can't Handle all that Dick in my Ass (PAIN ANAL!) ♡
Sexy Blonde GF is Fucked in her Ass Fresh out the Shower 11:42
Sexy Blonde GF is Fucked in her Ass Fresh out the Shower
Girl rides biggest dick im the world 6:32
Girl rides biggest dick im the world
Pain is her Pleasure 14:53
Pain is her Pleasure
Big Tit Squirter BDSM 8:03
Big Tit Squirter BDSM
Katie Kush: Blonde, All Natural, Flexible Slut in Grueling Bondage 10:29
Katie Kush: Blonde, All Natural, Flexible Slut in Grueling Bondage
Needle Play / Clit Piercing & Nipple Piercings / Pussy Pain BDSM Girlfriend 0:50
Needle Play / Clit Piercing & Nipple Piercings / Pussy Pain BDSM Girlfriend
Sasha Grey Like Pain 11:19
Sasha Grey Like Pain
The Pope vs Kagney LinnKarter 10:10
The Pope vs Kagney LinnKarter
Painful Ass to Mouth | Painal | Anal Destruction 17:16
Painful Ass to Mouth | Painal | Anal Destruction
PAWG first time deep anal milf squirting loads! 5:39
PAWG first time deep anal milf squirting loads!
Squirting Blonde Pain Slut 10:19
Squirting Blonde Pain Slut
The Pope vs Kira Noir - From the Shadows 8:21
The Pope vs Kira Noir - From the Shadows
Joseline Kelly's Slave Training 5:38
Joseline Kelly's Slave Training
The Pope vs Dani Daniels - Playful Creature 15:04
The Pope vs Dani Daniels - Playful Creature
AJ Applegate Submits 8:04
AJ Applegate Submits
Full Dose of Domination 10:10
Full Dose of Domination
The Pope vs Ingrid and Daisy 10:13
The Pope vs Ingrid and Daisy
The Pope vs Roxanne Rae - Walking the Walk 10:07
The Pope vs Roxanne Rae - Walking the Walk
NO MERCY PAINAL | Extremely Tight Ass Hole Gets Fucked while she Cries 1:56
NO MERCY PAINAL | Extremely Tight Ass Hole Gets Fucked while she Cries
Lets Try Anal - Beggin For It starring Ashton Pierce 7:56
Lets Try Anal - Beggin For It starring Ashton Pierce
Screaming Bondage 8:47
Screaming Bondage
Needle Through Her Clit 0:40
Needle Through Her Clit
Demi Sutra is put in grueling bondage and tormented, and suffers nonstop 10:04
Demi Sutra is put in grueling bondage and tormented, and suffers nonstop
French Maid BDSM Humiliation 9:45
French Maid BDSM Humiliation
Red Headed Lauren Phillips in Grueling Bondage and Suffering 10:41
Red Headed Lauren Phillips in Grueling Bondage and Suffering
First time painful anal | painal 14:00
First time painful anal | painal
Chastity Vlog Day 030 - Cock Bondage Edging Torture (Free trailer) 0:43
Chastity Vlog Day 030 - Cock Bondage Edging Torture (Free trailer)
Prince Albert Piercing 1:14
Prince Albert Piercing
Urethral stimulation to orgasm 4:09
Urethral stimulation to orgasm
Alexis Love Ballbusting 26:05
Alexis Love Ballbusting
WTF... please Stop Fucking my Ass it Hurts! 1:31
WTF... please Stop Fucking my Ass it Hurts!
The Pope vs Lacey Lennon 10:34
The Pope vs Lacey Lennon
WRONG HOLE | Extreme Ass Fucking with Anal Creampie! 9:38
WRONG HOLE | Extreme Ass Fucking with Anal Creampie!
WHY DID I DO THIS... getting Fucked in the Ass Hurts so Bad! 9:38
WHY DID I DO THIS... getting Fucked in the Ass Hurts so Bad!
salome salvi (salomesalvi) gets jackhammered by a literal jackhammer 1:25
salome salvi (salomesalvi) gets jackhammered by a literal jackhammer
It Hurts because you haven't Fucked me for a Long Time 10:00
It Hurts because you haven't Fucked me for a Long Time
Milf takes a dick too big for her ! 8:07
Milf takes a dick too big for her !
PAINAL... Spooning Leads to Ass Fucking 3:27
PAINAL... Spooning Leads to Ass Fucking
Prepping Pin-Up pixie For Painal - spanking/hair pulling/rough doggystyle 16:37
Prepping Pin-Up pixie For Painal - spanking/hair pulling/rough doggystyle
pretty burnette getting fingered by camera girl miss_pussycat with inflated dildo pussy stretch hard 7:49
pretty burnette getting fingered by camera girl miss_pussycat with inflated dildo ...
Hard ballbusting kicks from behind 0:39
Hard ballbusting kicks from behind
Torture my Naked Tits in Barn 4:28
Torture my Naked Tits in Barn
Anal Slave PAWG Begs for Cum inside her little Teen Asshole 4:06
Anal Slave PAWG Begs for Cum inside her little Teen Asshole
spanking my slutty catgirl *LOUD WHIMPERING* *TAIL BUTT PLUG* 3:35
spanking my slutty catgirl *LOUD WHIMPERING* *TAIL BUTT PLUG*
nerdy skinny ieva and jete painful pussy play with clothes pins 11:10
nerdy skinny ieva and jete painful pussy play with clothes pins
DDSC-032 PAIN GATE 刻肢夢想 1:01
DDSC-032 PAIN GATE 刻肢夢想

Free pain Porn on Shooshtime

Love watching pain porn? You have come to the right place. We feature 2253 of the best pain 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 pain videos you would love to share? Feel free to upload them and tag this page!