Anal Pain

showing 1-108 of 20183. order by: Date  |  Duration
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Pic Anal Mix Compilation - Best 2009
Pic Anal Mix Compilation - Best 2009
108:41
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1 year ago
XVideos

Femdom Blonde Abuses Various Subs
Femdom Blonde Abuses Various Subs
102:44
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2 years ago
AlphaPorno

Look Ladies- Whoring For Money Can Be A Pain In The Ass
Look Ladies- Whoring For Money Can Be A Pain In The Ass
100:40
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1 year ago
PornHub

Faces Of Pain 6 - Painal - Painful Anal Compilation
Faces Of Pain 6 - Painal - Painful Anal Compilation
96:24
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2 years ago
XHamster

FUCK MY MILK FILLED ASS PT DEUX
FUCK MY MILK FILLED ASS PT DEUX
88:55
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1 year ago
PornHub

FUCK MY MILK FILLED ASS PT ONE
FUCK MY MILK FILLED ASS PT ONE
87:25
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1 year ago
PornHub

ANAL MILK LOVER PART 1
ANAL MILK LOVER PART 1
87:25
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1 year ago
PornHub

PURE NASTY PERVERTED FUCK SEX THREE HANDS ONE ASS
PURE NASTY PERVERTED FUCK SEX  THREE HANDS ONE ASS
79:54
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1 year ago
PornHub

Massive Lesbian Orgy With Sexy Pain Play
Massive Lesbian Orgy With Sexy Pain Play
78:14
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3 years ago
Porn.com

PONY GIRL LUST
PONY GIRL LUST
74:06
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1 year ago
PornHub

Czech - Zuzana
Czech - Zuzana
72:57
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6 months ago
XVideos

Yummy Triple Feature Of A Bedroom Fuck, Interrogation Room Sex And A Bathroom Romp
Yummy Triple Feature Of A Bedroom Fuck, Interrogation Room Sex And A Bathroom Romp
72:38
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2 years ago
NuVid

Chubby French Brunette Painful Anal Casting
Chubby French Brunette Painful Anal Casting
68:15
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3 years ago
XHamster

Faces Of Pain
Faces Of Pain
63:43
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3 months ago
Ah-Me

Faces Of Pain
Faces Of Pain
63:43
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3 months ago
SunPorno

Faces Of Pain
Faces Of Pain
63:41
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1 year ago
XVideos

Out In The Surroundings Of An Abandoned Building We Go Through Some Pain And Pleasure
Out In The Surroundings Of An Abandoned Building  We Go Through Some Pain And Pleasure
61:58
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2 years ago
NuVid

Pegging, Hot Wax Torture, Flogging, And Other Acts Of Sadistic Ruthlessness! This Is A Video That Has Unlimited Amount Of Fury, Yet It Also Has Plenty Moments Of Leather Clad Passion. You Will Feel The Pain Of The Punishment, Yet You Will Also Feel The Lu
Pegging, Hot Wax Torture, Flogging, And Other Acts Of Sadistic Ruthlessness! This Is A Video That Has Unlimited Amount Of Fury, Yet It Also Has Plenty Moments Of Leather Clad Passion. You Will Feel The Pain Of The Punishment, Yet You Will Also Feel The Lu
61:33
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3 months ago
TnaFlix

Faces Of Anal Pain Compilation JJ
Faces Of Anal Pain Compilation JJ
61:24
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3 years ago
DrTuber

Slap It, Whack It And Hot Wax It. In This Film You Are Going To Get A Lot Of Pain And Even More Pleasure. As If Smacking His Balls With A Whip Is Not Enough This Dominatrix Is Going To Drip Hot Wax All Over His Hairless Chest To Top Things Off. He Has Nev
Slap It, Whack It And Hot Wax It. In This Film You Are Going To Get A Lot Of Pain And Even More Pleasure. As If Smacking His Balls With A Whip Is Not Enough This Dominatrix Is Going To Drip Hot Wax All Over His Hairless Chest To Top Things Off. He Has Nev
60:42
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3 months ago
TnaFlix

Fetish Of All Times In One Vid
Fetish Of All Times In One Vid
60:04
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2 years ago
PornerBros

Women Are Going To Check How Pain Resistant Their Men Are!
Women Are Going To Check How Pain Resistant Their Men Are!
59:45
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3 months ago
TnaFlix

Compilation Of Painful Anal Sex Scenes
Compilation Of Painful Anal Sex Scenes
59:11
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4 years ago
AlphaPorno

Real Amature Bondage Fucking
Real Amature Bondage Fucking
59:00
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1 year ago
PornHub

Juelz Suffers Painful Anal
Juelz Suffers Painful Anal
58:05
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9 months ago
TubeCup

This Movie Is Hard To The Limit Of Brutal Pain. Explicit Hardcore Action Featuring Germans Who Enjoy Pain. Squeezing, Pinching, Clamping, Heels, Leather And So Much More! Loads Of Kinks And Fetishes In One Great Flick!
This Movie Is Hard To The Limit Of Brutal Pain. Explicit Hardcore Action Featuring Germans Who Enjoy Pain. Squeezing, Pinching, Clamping, Heels, Leather And So Much More! Loads Of Kinks And Fetishes In One Great Flick!
57:21
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3 months ago
TnaFlix

Cici Rhodes Punishment Gang Bang
Cici Rhodes Punishment Gang Bang
57:15
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1 year ago
ValPorn

Trinity Post
Trinity Post
56:48
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1 year ago
H2Porn

Wanker Gives A Deepthroat Blowjob To Plastic Dildo
Wanker Gives A Deepthroat Blowjob To Plastic Dildo
56:10
Report
10 months ago
PornerBros

Smalltalk Inferno Brings You More Of The Best In Hardcore Adult Entertainment All The Way From Europe With "Pain Deluxe"! These Nasty Germans Go For Broke In An All Out, Intense Fetish-fest. Packed Full Of All The Fucking And Sucking You Could Need, This
Smalltalk Inferno Brings You More Of The Best In Hardcore Adult Entertainment All The Way From Europe With
56:03
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3 months ago
TnaFlix

Too Big For My Butt Volume 2 Contains Cute Assholes Getting Ripped Apart
Too Big For My Butt Volume 2 Contains Cute Assholes Getting Ripped Apart
55:43
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2 years ago
DrTuber

Poor Male Slave Gets Some Pain And Discipline From Three Mistresses
Poor Male Slave Gets Some Pain And Discipline From Three Mistresses
51:29
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1 year ago
NuVid

Brutal Sex
Brutal Sex
51:17
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1 year ago
PornHub

Nikki Benz - HOT Fetsih Sex With Pornstar
Nikki Benz - HOT Fetsih Sex With Pornstar
50:15
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2 years ago
NuVid

LIKE A PAIN IN THE ASS
LIKE A PAIN IN THE ASS
49:32
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1 year ago
XHamster

FOR HAVING 1000 FRIENDS THIS NASTY SLUT
FOR HAVING 1000 FRIENDS THIS NASTY SLUT
49:08
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1 year ago
PornHub

Abelia Painful Anal
Abelia Painful Anal
46:42
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6 months ago
TryBoobs

Tim Had Lower Back Pain.
Tim Had Lower Back Pain.
46:13
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1 year ago
PornHub

Evil Jade With A Stray Fanny Boo Gets Some Pleasure And Pain In This Three-way
Evil Jade With A Stray Fanny Boo Gets Some Pleasure And Pain In This Three-way
45:01
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2 years ago
NuVid

Mistress Tara Inflicts Some Extreme Pain
Mistress Tara Inflicts Some Extreme Pain
44:21
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3 years ago
Porn.com

Lorelei And Sarah Like It Rough!
Lorelei And Sarah Like It Rough!
44:12
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1 year ago
PornHub

S Ramain And Huge Anal Pain
S Ramain And Huge Anal Pain
44:03
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1 year ago
PornHub

Hung Whipped Sucked Fucked
Hung Whipped Sucked Fucked
44:02
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1 year ago
PornHub

Kinky Threesome With Bondage And Anal
Kinky Threesome With Bondage And Anal
43:37
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3 years ago
AlphaPorno

Dark Haired And Really Hot Babe
Dark Haired And Really Hot Babe
43:28
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1 year ago
PornSharing

Painfull 1st Anal
Painfull 1st Anal
43:00
Report
2 years ago
NuVid

Pain-loving Girl With Tattooed Tit Nearly Tears Her Pussy Open While Getting Ass-fucked
Pain-loving Girl With Tattooed Tit Nearly Tears Her Pussy Open While Getting Ass-fucked
43:00
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1 year ago
WinPorn

Fetishs Bitch Takes Control
Fetishs Bitch Takes Control
42:55
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2 years ago
PornHub

Fetish Mistress Tortures Her Slave And Has Him Bang Both Holes
Fetish Mistress Tortures Her Slave And Has Him Bang Both Holes
42:55
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2 years ago
NuVid

Major Pain In The Ass
Major Pain In The Ass
42:55
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11 months ago
XHamster

This Milf Screams In Pain And Pleasure For An Ass Fucking
This Milf Screams In Pain And Pleasure For An Ass Fucking
42:54
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1 year ago
Porn.com

The Dirtiest Threesome Ever Filmed Painful And Anal Sex
The Dirtiest Threesome Ever Filmed Painful And Anal Sex
42:27
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1 year ago
Porn.com

Flower Tucci And Dean Men In Pain
Flower Tucci And Dean Men In Pain
42:12
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10 months ago
RedTube

First And Painful Anal
First And Painful Anal
41:55
Report
1 month ago
CumLouder

Clad In Latex, A Beautiful Blonde Slave Girl Cries Out From Pleasure And Pain
Clad In Latex, A Beautiful Blonde Slave Girl Cries Out From Pleasure And Pain
41:29
Report
2 years ago
NuVid

This Girl, Likes The Pain, She Love Its, And The Enjoyn Of A Good Anal Sex, She Said That She Likes Anal So Much And That She Is A PUTA = WHORE = PAULA , MILENIA, PAISA, MEDELLIN, PREPAGO,ZUNGA
This Girl, Likes The Pain, She Love Its, And The Enjoyn Of A Good Anal Sex, She Said That She Likes Anal So Much And That She Is A PUTA = WHORE = PAULA , MILENIA, PAISA, MEDELLIN, PREPAGO,ZUNGA
41:25
Report
3 months ago
TnaFlix

House Of Pleasure House Of Pain - LC06
House Of Pleasure House Of Pain - LC06
40:59
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3 years ago
XHamster

Hot Blonde Enjoys In House Of Pain
Hot Blonde Enjoys In House Of Pain
40:53
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2 weeks ago
PornMaki

Forced Blonde
Forced Blonde
40:28
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2 years ago
PornHub

Blond Guy Riding Fat Black Cock Like Pro
Blond Guy Riding Fat Black Cock Like Pro
39:43
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2 years ago
SpankWire

Sasha Grey In A Solo Play Scene With Dildo Anal
Sasha Grey In A Solo Play Scene With Dildo Anal
39:33
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2 years ago
AlphaPorno

Hot Redhead MILF, Shannon Kelly, Gets The Pleasure And Pain Of DP By Two Big Black Cocks
Hot Redhead MILF, Shannon Kelly, Gets The Pleasure And Pain Of DP By Two Big Black Cocks
39:28
Report
2 years ago
NuVid

Brutal Bdsm Threesome
Brutal Bdsm Threesome
39:03
Report
1 year ago
PornerBros

Latina First Time Painful ANAL
Latina First Time Painful ANAL
38:05
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1 year ago
PornHub

Miniature Eighteen Yo Screaming Painful Anal Excitement
Miniature Eighteen Yo Screaming Painful Anal Excitement
37:41
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1 week ago
TubeCup

Painful Anal - Anal Sex Video
Painful Anal - Anal Sex Video
37:40
Report
2 years ago
Tube8

Marie Luv In Bondage
Marie Luv In Bondage
37:35
Report
1 year ago
XVideos

Uniformed Velicity Von Gets Pain And Pleasure As Her Sweet Ass Is Fucked
Uniformed Velicity Von Gets Pain And Pleasure As Her Sweet Ass Is Fucked
37:15
Report
1 year ago
4Tube

Petite Brunette Rides A Cock In The Ass
Petite Brunette Rides A Cock In The Ass
37:14
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1 year ago
PornYeah

Buff & Trinity Teach My Ass Big Daddy! Painful Anal Training
Buff & Trinity Teach My Ass Big Daddy! Painful Anal Training
37:12
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1 year ago
XHamster

Astounding Pain Pleasure Hard Fucking
Astounding Pain Pleasure Hard Fucking
37:06
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1 month ago
YOBT

Astounding Pain Delight Huge Making Love
Astounding Pain Delight Huge Making Love
37:06
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1 month ago
YOBT TV

Hardcore Anal Sucking And Fucking Scene
Hardcore Anal Sucking And Fucking Scene
36:38
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3 years ago
Porn.com

Painfully Hatefucked For Life
Painfully Hatefucked For Life
36:05
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1 year ago
DrTuber

Ass Up Anal Fuck And Face Down Mei Mara
Ass Up Anal Fuck And Face Down Mei Mara
36:05
Report
1 year ago
SpankWire

Aiden Starr And Angel Men In Pain
Aiden Starr And Angel Men In Pain
36:05
Report
10 months ago
RedTube

Painfully Hatefucked For Life
Painfully Hatefucked For Life
36:04
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2 years ago
DrTuber

Submissive Redhead Loves The Pain That Double Anal Fucking Brings Her
Submissive Redhead Loves The Pain That Double Anal Fucking Brings Her
36:04
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1 year ago
ProPorn

Lesbian Femdom Session Turns Into A Brutal Group Sex Violation Of Both Whores Who Have Every Hole Punished
Lesbian Femdom Session Turns Into A Brutal Group Sex Violation Of Both Whores Who Have Every Hole Punished
35:49
Report
3 months ago
TubeQ

He Rolls The Spur Down Her Body And The Pain Sears In The Amateur Video
He Rolls The Spur Down Her Body And The Pain Sears In The Amateur Video
35:46
Report
3 months ago
TnaFlix

Big Busty Whore Will Be In Pain
Big Busty Whore Will Be In Pain
35:20
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1 year ago
XVideos

Big Dick CASTRO Brings The Pain This Week - Gay
Big Dick CASTRO Brings The Pain This Week - Gay
35:16
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1 year ago
ManHub

Schoolgirl Hikes It Up And Pays For Car Repairs
Schoolgirl Hikes It Up And Pays For Car Repairs
35:14
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1 month ago
TubeQ

Horny Blonde Slave Tortured And Fucked In The Ass
Horny Blonde Slave Tortured And Fucked In The Ass
34:46
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1 year ago
PornerBros

Kaylynn First Dp Is So Painful
Kaylynn First Dp Is So Painful
34:39
Report
3 months ago
Ah-Me

Romanian Girls Impaled
Romanian Girls Impaled
34:12
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1 year ago
XVideos

Newbie Beauty Gets Painful Anal
Newbie Beauty Gets Painful Anal
34:07
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1 week ago
TubeCup

Euro Dungeon Fun
Euro Dungeon Fun
33:46
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1 year ago
PornHub

Two Hard Cocks In One Hot Girl
Two Hard Cocks In One Hot Girl
33:44
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3 years ago
Porn.com

Crying Lil Blonde Gets Destroyed Via DP
Crying Lil Blonde Gets Destroyed Via DP
33:28
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1 year ago
PornHub

Private Pain Pleasure Of Learner Bondman
Private Pain Pleasure Of Learner Bondman
33:24
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1 month ago
YOBT

Private Pain Of Learner Bondman
Private Pain  Of Learner Bondman
33:24
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1 month ago
CoolMovs

Sexy Girl Becomes Painfully Aware That She’s Getting Completely Naked In A Matter Of Seconds
Sexy Girl Becomes Painfully Aware That She’s Getting Completely Naked In A Matter Of Seconds
33:22
Report
3 years ago
DrTuber

Kristi Painful Anal Humiliation
Kristi Painful Anal Humiliation
33:04
Report
3 months ago
Ah-Me

Kristi Painful Anal Humiliation
Kristi Painful Anal Humiliation
33:04
Report
3 months ago
SunPorno

[FapCore.com] Kristi Painful Anal Humiliation
[FapCore.com] Kristi Painful Anal Humiliation
33:03
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1 year ago
XVideos

Kristi Painful Anal Humilation Gangbang
Kristi Painful Anal Humilation Gangbang
33:03
Report
1 year ago
PornHub

Femdom Scene With Him Suffering Big Time
Femdom Scene With Him Suffering Big Time
33:02
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4 years ago
AlphaPorno

Nika Noir And Lobo Man In Pain
Nika Noir And Lobo Man In Pain
32:43
Report
10 months ago
RedTube

Ultrablonde Chick Receives Two Raging Boner In Her Eager Tiny Butt Hole As She Screams In Pain But Loves The Feeling. In The End Her Nasty Thirsty Mouth Gets Filled Up To The Top With White Sizzling Spunk.
Ultrablonde Chick Receives Two Raging Boner In Her Eager Tiny Butt Hole As She Screams In Pain But Loves The Feeling. In The End Her Nasty Thirsty Mouth Gets Filled Up To The Top With White Sizzling Spunk.
32:25
Report
3 months ago
TnaFlix

Men In Pain FemDom Strapon Anal
Men In Pain FemDom Strapon Anal
32:24
Report
3 months ago
XHamster

GUY Barebacked Painfully - Gay
GUY Barebacked Painfully - Gay
32:21
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6 months ago
ManHub

Veronica Gets Her Ass Painfully Filled With Toys And Cocks
Veronica Gets Her Ass Painfully Filled With Toys And Cocks
32:18
Report
2 years ago
MadThumbs

Pain Pleasure Please
Pain Pleasure Please
32:16
Report
2 months ago
YOBT

Pain Enjoyment Please
Pain Enjoyment Please
32:16
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1 month ago
FetishOK

Tory Lane Taming Her Hot Slave
Tory Lane Taming Her Hot Slave
32:12
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1 year ago
ExtremeTube

Pain Can Be A Weapon
Pain Can Be A Weapon
31:55
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1 year ago
PornHub

Kagney Linn Karter - Tight Anal So Hell Pain
Kagney Linn Karter - Tight Anal So Hell Pain
31:55
Report
1 year ago
PornHub

showing 1-108 of 20183. order by: Date  |  Duration
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