Hottest Pain Porn Videos (163)

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PAINFULL PENETRATION

PAINFULL PENETRATION

Txxx

Added: 2 years ago

71%

Doggy in the bathroom pain deep

Doggy in the bathroom pain deep

Hclips

Added: 2 years ago

67%

Porn Site

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Hot moaning milf, amazing POV, painal prone bone

Hot moaning milf, amazing POV, painal prone bone

Upornia

Added: 9 months ago

89%

Blonde sub girl suffers pain and an ass fucking

Blonde sub girl suffers pain and an ass fucking

AlphaPorno

Added: 2 years ago

71%

Porn Site

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Painful big beautiful woman Anal

Painful big beautiful woman Anal

Hclips

Added: 2 years ago

50%

Slave pain Lean, leggy, young, dumb and actually full of

Slave pain Lean, leggy, young, dumb and actually full of

HD21

Added: 10 months ago

0%

My young wife had a pain in her legs and she wanted me

My young wife had a pain in her legs and she wanted me

BravoTube

Added: 9 months ago

60%

Katya Rodriguez Massive Toy Masturbation

Katya Rodriguez Massive Toy Masturbation

xHamster

Added: 16 days ago

66%

Porn Site

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Amazonian MILF goddess applies pain relief to a young man's swollen dick

Amazonian MILF goddess applies pain relief to a young man's swollen dick

YourLust

Added: 10 months ago

55%

Painful Duel 9 - extended trailer

Painful Duel 9 - extended trailer

xHamster

Added: 16 days ago

50%

This hoe is getting her pussy toyed hard and she has no chance of getting away

This hoe is getting her pussy toyed hard and she has no chance of getting away

MyLust

Added: 8 months ago

62%

Porn Site

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Severe ass spanking and anal sex for Misha Cross

Severe ass spanking and anal sex for Misha Cross

HellPorno

Added: 2 years ago

72%

Teen babe wants pain from monster dick

Teen babe wants pain from monster dick

PornList

Added: 11 months ago

63%

SexList

Added: 2 years ago

77%

Premium teen fucked in merciless scenes of maledom

Premium teen fucked in merciless scenes of maledom

XBabe

Added: 9 months ago

50%

Girl pain anal hold fucking huge toy

Girl pain anal hold fucking huge toy

MyLust

Added: 2 years ago

100%

Asian gets gagged and fucked by two dominant males

Asian gets gagged and fucked by two dominant males

XBabe

Added: 12 months ago

50%

Merciless anal for the naked whores in pure lezdom action

Merciless anal for the naked whores in pure lezdom action

HellPorno

Added: 10 months ago

0%

The women he uses in the dungeon are so hot and this slut has got big tits

The women he uses in the dungeon are so hot and this slut has got big tits

MyLust

Added: 9 months ago

100%

Fully obedient babe ass fucked in merciless fetish XXX

Fully obedient babe ass fucked in merciless fetish XXX

XBabe

Added: 2 years ago

60%

Teen virgin feels the pain as he pops her cherry

Teen virgin feels the pain as he pops her cherry

AlphaPorno

Added: 2 years ago

86%

Porn Site

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Fuck the Pain Away - Brazzers

Fuck the Pain Away - Brazzers

TubeDupe

Added: 2 years ago

75%

IRANIAN WIFE FIRST TIME CRYING PAINFUL ANAL SEX

IRANIAN WIFE FIRST TIME CRYING PAINFUL ANAL SEX

ProPorn

Added: 2 years ago

100%

Exploring her sexuality through pain and humiliation

Exploring her sexuality through pain and humiliation

HDzog

Added: 2 years ago

67%

Gagged babe leaves horny master to torn her pussy apart

Gagged babe leaves horny master to torn her pussy apart

XBabe

Added: 10 months ago

100%

Outdoor painful anal sex

Outdoor painful anal sex

WinPorn

Added: 9 months ago

65%

Black dick comic and teen crying pain hd Small Girl Makes

Black dick comic and teen crying pain hd Small Girl Makes

ProPorn

Added: 7 months ago

67%

nice teen girl painful sodomy scene

nice teen girl painful sodomy scene

Analdin

Added: 9 months ago

61%

Female painter in cap finds inspiration thanks to lesbian sex

Female painter in cap finds inspiration thanks to lesbian sex

PornID

Added: 14 days ago

55%

elmer girl extreme painful anal fist

elmer girl extreme painful anal fist

VivaTube

Added: 2 years ago

80%

Girl tries hard to look sexy feeling pleasurable pain

Girl tries hard to look sexy feeling pleasurable pain

PornID

Added: 14 days ago

62%

Painful Games With Naughty Girl

Painful Games With Naughty Girl

Analdin

Added: 2 years ago

50%

Anal maledom for the female slave Maya Kendrick

Anal maledom for the female slave Maya Kendrick

XBabe

Added: 1 year ago

100%

Anal seduction in rough scenes of BDSM for the petite brunette

Anal seduction in rough scenes of BDSM for the petite brunette

HellPorno

Added: 10 months ago

50%

Submissive Sailor Luna excited by pleasure and pain at the hands of her Dom

Submissive Sailor Luna excited by pleasure and pain at the hands of her Dom

HellPorno

Added: 8 months ago

61%

Submissive teen asphyxiated and made to endure brutal anal

Submissive teen asphyxiated and made to endure brutal anal

HellPorno

Added: 9 months ago

54%

Hooker Screaming in Pain but Still Allow to Fuck Her Ass. Painful Anal.

Hooker Screaming in Pain but Still Allow to Fuck Her Ass. Painful Anal.

Hclips

Added: 10 months ago

51%

Lily Labeau's sexy lesson in total submission during BDSM session

Lily Labeau's sexy lesson in total submission during BDSM session

HellPorno

Added: 8 months ago

53%

BDSM party with rich folks and sub sluts Lauren Phillips and Eliza Jane

BDSM party with rich folks and sub sluts Lauren Phillips and Eliza Jane

HellPorno

Added: 8 months ago

59%

Rough sex, asphyxiation and dirty orgasms in pure BDSM

Rough sex, asphyxiation and dirty orgasms in pure BDSM

XBabe

Added: 2 years ago

66%

Blonde with huge tits, smashing nude fetish in home XXX

Blonde with huge tits, smashing nude fetish in home XXX

HellPorno

Added: 9 months ago

65%

Unexpected Painal

Unexpected Painal

HDzog

Added: 9 months ago

75%

This slut lives the BDSM lifestyle and she loves having her tits punished

This slut lives the BDSM lifestyle and she loves having her tits punished

MyLust

Added: 8 months ago

71%

Obedient babe ass fucked by her master and spanked hard

Obedient babe ass fucked by her master and spanked hard

HellPorno

Added: 10 months ago

0%

Vintage Lesbian Teasing And Pain Fetish

Vintage Lesbian Teasing And Pain Fetish

TubePornClassic

Added: 2 years ago

100%

Upper floor orgy gone wild with the ladies acting slutty

Upper floor orgy gone wild with the ladies acting slutty

HellPorno

Added: 10 months ago

100%

Amazing Teens Body Paint At Nudist Beach

Amazing Teens Body Paint At Nudist Beach

MyLust

Added: 1 year ago

65%

This whore loves having her breasts crushed between metal tubes

This whore loves having her breasts crushed between metal tubes

MyLust

Added: 10 months ago

58%

Sporty Sasha Sparrow's body is covered in paint during a hot fuck

Sporty Sasha Sparrow's body is covered in paint during a hot fuck

CrocoTube

Added: 9 months ago

61%

Sexy Mistress Aiden Starr reminds her male sub who's the boss

Sexy Mistress Aiden Starr reminds her male sub who's the boss

HellPorno

Added: 10 months ago

0%

painslut torture

painslut torture

Upornia

Added: 2 years ago

72%

Skinny mature slave girl Paintoy Emma spanked hard by London River

Skinny mature slave girl Paintoy Emma spanked hard by London River

AnyPorn

Added: 2 years ago

66%

Skinny whore plays by the rules and pleases her female master

Skinny whore plays by the rules and pleases her female master

HellPorno

Added: 8 months ago

67%

After a good spanking this pain slut loves to play with her pussy

After a good spanking this pain slut loves to play with her pussy

MyLust

Added: 6 months ago

66%

The Aliens' Pain

The Aliens' Pain

Hclips

Added: 2 years ago

72%

Masked strangers fuck this skinny amateur in her tiny holes

Masked strangers fuck this skinny amateur in her tiny holes

HellPorno

Added: 11 months ago

60%

Energized MILF plays submissive with cock down her ass

Energized MILF plays submissive with cock down her ass

HellPorno

Added: 6 months ago

73%

Slutty teenie was taken in anus asylum for painful treatment

Slutty teenie was taken in anus asylum for painful treatment

HDzog

Added: 8 months ago

66%

Dom exposes agreeable sub to what pleasure mixed with pain feels like

Dom exposes agreeable sub to what pleasure mixed with pain feels like

HellPorno

Added: 7 months ago

69%

Chronicles Of Pain 4

Chronicles Of Pain 4

TheClassicPorn

Added: 8 months ago

67%

See Shay Fox as you've never seen her before during hot power switch

See Shay Fox as you've never seen her before during hot power switch

HellPorno

Added: 7 months ago

73%

Fuck my virgin ass slowly ! BDSM Painal pov split screen

Fuck my virgin ass slowly ! BDSM Painal pov split screen

Hclips

Added: 8 months ago

100%

Hairy milf gets painful bbc anal

Hairy milf gets painful bbc anal

HDzog

Added: 2 years ago

72%

Painful anal and ATM for 18yo redhead

Painful anal and ATM for 18yo redhead

AnyPorn

Added: 10 months ago

100%

Submissive redhead ass fucked while being restrained

Submissive redhead ass fucked while being restrained

HellPorno

Added: 9 months ago

65%

Amazing bondage sex leads young babe to insane anal orgasms

Amazing bondage sex leads young babe to insane anal orgasms

HellPorno

Added: 10 months ago

59%

Cards of Pain 4

Cards of Pain 4

Upornia

Added: 8 months ago

52%

Brutal and painful penis torture by ebony chick Sandra Romain

Brutal and painful penis torture by ebony chick Sandra Romain

BravoTube

Added: 9 months ago

71%

Hooker Screaming In Pain But Still Allow To Fuck Her Ass. Pa

Hooker Screaming In Pain But Still Allow To Fuck Her Ass. Pa

Hclips

Added: 9 months ago

64%

German teen gets bound

German teen gets bound

Beeg

Added: 2 years ago

62%

Sweet teen endures mommy's rough strap-on fuck moves

Sweet teen endures mommy's rough strap-on fuck moves

HellPorno

Added: 9 months ago

63%

Submissive blonde youngster learns the art of bondage play

Submissive blonde youngster learns the art of bondage play

XBabe

Added: 9 months ago

50%

These hot exhibitionists are so sexy when they're naked like a Picasso's paint

These hot exhibitionists are so sexy when they're naked like a Picasso's paint

MyLust

Added: 10 months ago

75%

Chubby dyke's painful and pleasurable Lezdom session with a curvy Domme

Chubby dyke's painful and pleasurable Lezdom session with a curvy Domme

ZedPorn

Added: 8 months ago

73%

ProPorn

Added: 8 months ago

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Part 8 Shirohime Amateur Paint 8 Hours Endurance Cute And Sexy Gal Moms Donty Gonzo Diary

Part 8 Shirohime Amateur Paint 8 Hours Endurance Cute And Sexy Gal Moms Donty Gonzo Diary

Vjav

Added: 7 months ago

65%

Painful anal crying slave Dolly is a cool gal who makes a

Painful anal crying slave Dolly is a cool gal who makes a

VivaTube

Added: 8 months ago

63%

Upper floor orgy leads the married women to fuck insanely

Upper floor orgy leads the married women to fuck insanely

XBabe

Added: 10 months ago

0%

Teen gf getting painful spanking, Fucked, deepthroat and huge cum in mouth

Teen gf getting painful spanking, Fucked, deepthroat and huge cum in mouth

HDzog

Added: 2 years ago

100%

Obedient slut leaves master to anal bang her merciless

Obedient slut leaves master to anal bang her merciless

HellPorno

Added: 10 months ago

0%

Painful Anal with Huge dick for hot blonde Mary

Painful Anal with Huge dick for hot blonde Mary

AnyPorn

Added: 2 years ago

66%

Cute brunette sub endures rough slave training and anal smashing

Cute brunette sub endures rough slave training and anal smashing

XBabe

Added: 9 months ago

54%

Intense anal after the guy clamps and spanks her pussy

Intense anal after the guy clamps and spanks her pussy

HellPorno

Added: 10 months ago

100%

$Real display of pure latex fantasy and femdom attraction$ 6:53

Real display of pure latex fantasy and femdom attraction

HellPorno

Added: 10 months ago

61%

bondage extreme for the petite blonde

bondage extreme for the petite blonde

HellPorno

Added: 9 months ago

63%

No Pain No Gain As We Said Solo Masturbation After Tied Up Part 02

No Pain No Gain As We Said Solo Masturbation After Tied Up Part 02

Hclips

Added: 2 years ago

57%

Hardcore teen screaming pain xxx Suspects grandmother was

Hardcore teen screaming pain xxx Suspects grandmother was

VivaTube

Added: 9 months ago

70%

Exactly what I do with my submissive young slut and she's got a nice ass too

Exactly what I do with my submissive young slut and she's got a nice ass too

MyLust

Added: 8 months ago

64%

Sub is bound with chains while Master shoves toys in her cunt

Sub is bound with chains while Master shoves toys in her cunt

HellPorno

Added: 7 months ago

69%

The pain and pleasure are favorite sex mix for horny Eliza Ibarra

The pain and pleasure are favorite sex mix for horny Eliza Ibarra

BravoTeens

Added: 1 year ago

50%

Sexy lesbian femdom in scenes of BDSM porn

Sexy lesbian femdom in scenes of BDSM porn

XBabe

Added: 2 years ago

74%

Painful breast bondage and teen oil squirt Punish my 19

Painful breast bondage and teen oil squirt Punish my 19

VivaTube

Added: 12 months ago

75%

Pain And A Red BBW Ass Spank That Punished Her Chubby butt

Pain And A Red BBW Ass Spank That Punished Her Chubby butt

BravoTube

Added: 9 months ago

60%

Cam Girls - Cute teen in gold body paint

Cam Girls - Cute teen in gold body paint

Hclips

Added: 9 months ago

65%

This voluptuous temptress of a woman is shackled by the hands

This voluptuous temptress of a woman is shackled by the hands

MyLust

Added: 9 months ago

56%

Sexy domina painful urethral torture with piss injection pt2 HD

Sexy domina painful urethral torture with piss injection pt2 HD

Hclips

Added: 1 year ago

0%

There is a pain in my breast - bianka blue

There is a pain in my breast - bianka blue

Analdin

Added: 2 years ago

54%

In a well-equipped fantasy dungeon, Master makes sexy slaves submit

In a well-equipped fantasy dungeon, Master makes sexy slaves submit

HellPorno

Added: 7 months ago

0%

Kain Lanning in Giving Kain Some Anal Pain - DamnThatsBig

Kain Lanning in Giving Kain Some Anal Pain - DamnThatsBig

Txxx

Added: 2 years ago

0%

Kinky sub girl suffers pain from clothes pins

Kinky sub girl suffers pain from clothes pins

CrocoTube

Added: 2 years ago

100%

Party Destroys Slave with a Series of Painful and Humiliating Games

Party Destroys Slave with a Series of Painful and Humiliating Games

HotMovs

Added: 2 years ago

100%

Mistress abuses the pussy of a bound submissive girl

Mistress abuses the pussy of a bound submissive girl

TubeWolf

Added: 2 years ago

0%

Devout sinner Sunohara Miki gets kinky when talking a dip in the lady pond

Devout sinner Sunohara Miki gets kinky when talking a dip in the lady pond

HellPorno

Added: 7 months ago

57%

VR BANGERS Naughty painter masturbating her ass with brush

VR BANGERS Naughty painter masturbating her ass with brush

TubeDupe

Added: 9 months ago

65%

Gachi 11 Intense Pain Anal Fucking First 2 Hole Insertion

Gachi 11 Intense Pain Anal Fucking First 2 Hole Insertion

Vjav

Added: 8 months ago

73%

Paint ball game turns into a cock sharing game for two sluts

Paint ball game turns into a cock sharing game for two sluts

XBabe

Added: 2 years ago

54%

Tied up teen slave screaming in pain bondage and BDSM sex

Tied up teen slave screaming in pain bondage and BDSM sex

TubeDupe

Added: 2 years ago

55%

Busty Cowgirl Anal Pain

Busty Cowgirl Anal Pain

Txxx

Added: 2 years ago

100%

pleasure and pain for this cutie

pleasure and pain for this cutie

Txxx

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50%

Wall painting turns into passionate doggystyle pounding

Wall painting turns into passionate doggystyle pounding

Analdin

Added: 2 years ago

72%

Rough painful abusive anal Teen Jade Jantzen has been

Rough painful abusive anal Teen Jade Jantzen has been

TubeOn

Added: 8 months ago

100%

Jeny Smith walks the streets naked with only painted pants. Shocking footage

Jeny Smith walks the streets naked with only painted pants. Shocking footage

BravoTube

Added: 2 years ago

50%

To the white clear theme hotel girlfriend said that the following pain does

To the white clear theme hotel girlfriend said that the following pain does

Hclips

Added: 1 year ago

0%

Skinny petite redhead Sasha Pain sprayed with cum on her pretty face

Skinny petite redhead Sasha Pain sprayed with cum on her pretty face

BravoTeens

Added: 2 years ago

73%

Redhead Office Worker get Painful Anal Fuck with Tied Hands

Redhead Office Worker get Painful Anal Fuck with Tied Hands

Hclips

Added: 8 months ago

74%

Sexy Dia de los Muertos makeup on a hot Latina fuck slut

Sexy Dia de los Muertos makeup on a hot Latina fuck slut

PornID

Added: 14 days ago

66%

Nerdy painter stuffs cunt of teacher's wife with massive cock

Nerdy painter stuffs cunt of teacher's wife with massive cock

PornID

Added: 14 days ago

54%

Awesome brunette with cool tattoos and wonderful body loves painful anal

Awesome brunette with cool tattoos and wonderful body loves painful anal

PornID

Added: 14 days ago

65%

Small-tittied blonde with painted body fucked by the painter

Small-tittied blonde with painted body fucked by the painter

PornID

Added: 14 days ago

53%

Diva tries out painful sex with big-cocked black guy

Diva tries out painful sex with big-cocked black guy

PornID

Added: 14 days ago

55%

Granny fucked by the painter!

Granny fucked by the painter!

xHamster

Added: 16 days ago

65%

Petite Liza Shay Comes Back for more anal

Petite Liza Shay Comes Back for more anal

xHamster

Added: 16 days ago

64%

Ruined orgasm handjob from masseuse Jade Jantzen drives a man crazy

Ruined orgasm handjob from masseuse Jade Jantzen drives a man crazy

HellPorno

Added: 7 months ago

59%

Homemade teen hard and anal pain first time Grounded Girls

Homemade teen hard and anal pain first time Grounded Girls

HD21

Added: 8 months ago

53%

This is a dream situation for any submissive bitch and this hoe loves wax play

This is a dream situation for any submissive bitch and this hoe loves wax play

MyLust

Added: 8 months ago

59%

Cute Rebecca Volpetti washes away pain and stress and then masturbates

Cute Rebecca Volpetti washes away pain and stress and then masturbates

YourLust

Added: 9 months ago

74%

My young wife had a pain in her legs and she wanted me to help her relax

My young wife had a pain in her legs and she wanted me to help her relax

BravoTube

Added: 9 months ago

70%

Indian Desi Bhabi screaming in Pain and Pleasure Venom

Indian Desi Bhabi screaming in Pain and Pleasure Venom

ProPorn

Added: 9 months ago

62%

MILF roughly fucked in BDSM scenes then made to swallow

MILF roughly fucked in BDSM scenes then made to swallow

HellPorno

Added: 9 months ago

50%

Obedient man leaves his mistress to fulfill her femdom desires

Obedient man leaves his mistress to fulfill her femdom desires

HellPorno

Added: 9 months ago

55%

Sexual display of rough lesbian toy porn in kinky XXX

Sexual display of rough lesbian toy porn in kinky XXX

XBabe

Added: 9 months ago

69%

LAW4k. Dark-haired exciting painted the wall and was

LAW4k. Dark-haired exciting painted the wall and was

Analdin

Added: 9 months ago

75%

Erotic Confessions - the Painting

Erotic Confessions - the Painting

TubePornClassic

Added: 9 months ago

68%

Deep anal play in rough scenes for the obedient babe

Deep anal play in rough scenes for the obedient babe

HellPorno

Added: 9 months ago

75%

Dude knows how to zap female slaves into submission and this slut is kinda hot

Dude knows how to zap female slaves into submission and this slut is kinda hot

MyLust

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52%

Submissive ebony teen roped and ass fucked

Submissive ebony teen roped and ass fucked

HellPorno

Added: 9 months ago

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This submissive slut's dark desires need to be satisfied in the dungeon

This submissive slut's dark desires need to be satisfied in the dungeon

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Dominant ebony woman wants her male slave dick right now

Dominant ebony woman wants her male slave dick right now

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Added: 9 months ago

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That's what we call a nice fuck and this teen is a total anal slut

That's what we call a nice fuck and this teen is a total anal slut

MyLust

Added: 9 months ago

67%

This slender whore loves being punished like this and she's so naughty

This slender whore loves being punished like this and she's so naughty

MyLust

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75%

Submissive blonde leaves the master to fulfill even his deepest desires

Submissive blonde leaves the master to fulfill even his deepest desires

XBabe

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65%

This whore only gets off to BDSM play and she's got a hot body

This whore only gets off to BDSM play and she's got a hot body

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Ebony mistress plays with her slave girl pretty rough

Ebony mistress plays with her slave girl pretty rough

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Extreme electro-stimulation discovery with Claire Robbins and Aiden Starr

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Mind blowing BDSM in cuckold scenes for the obedient wife

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Big butt pain slut getting manhandled in a hot group sex scene

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Hardcore painful fuck and tits first time Finally she's

Hardcore painful fuck and tits first time Finally she's

TubeOn

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Kelly Divine and Alison Tyler body painting

Kelly Divine and Alison Tyler body painting

HDzog

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A pain and passion are the favorite mix for dominant Lady Mephista

A pain and passion are the favorite mix for dominant Lady Mephista

AnyPorn

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Body Painting Models

Body Painting Models

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Live Messy Fun With Paint

Live Messy Fun With Paint

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Added: 1 year ago

58%

Submissive gets her ass spanked until it turns red

Submissive gets her ass spanked until it turns red

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german teen loves her first painful anal

german teen loves her first painful anal

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Dripping hot wax all over a skinny milf beauty

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Ex-GFs love pain

Ex-GFs love pain

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Nude model ends up having wild sex with the painter

Nude model ends up having wild sex with the painter

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Rough BDSM domination for two enslaved bitches

XBabe

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Hclips

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Mofos - Shes A Freak - Sasha Pain - Unlimited Pleasure

Mofos - Shes A Freak - Sasha Pain - Unlimited Pleasure

Txxx

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Pain Pleasures For Hawt Playgirl

Pain Pleasures For Hawt Playgirl

HotMovs

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Painful spanking and abuse session for Keira Croft in bondage

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Chubby white wife pain and pleasure from BBC

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XXX Bra Busters In The 70s: Vol.2

XXX Bra Busters In The 70s: Vol.2

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