Jail (23,766)

Rebecca - the Horny Slut Is Tied to the Spreader Chair and Tickled to the Extreme

49% HD 1:01 / 12:50

Rebecca - the Horny Slut Is Tied to the Spreader Chair and Tickled to the Extreme

FapHouse 7 months ago

Gangbang in Prison with Samantha Jolie

48% HD 1:01 / 24:00

Gangbang in Prison with Samantha Jolie

FapHouse 2 years ago

Naked Busty Girl Has to Do a Handstand While Being Slapped with a Wet Rag

47% HD 1:01 / 13:26

Naked Busty Girl Has to Do a Handstand While Being Slapped with a Wet Rag

FapHouse 7 months ago

Prison Part 6 - Strip, Holes Search, Blowjob, Fucking and Paddle Spanking

Prison Part 6 - Strip, Holes Search, Blowjob, Fucking and Paddle Spanking

xHamster 7 months ago

Prison Time

60% 0:20 / 15:52

Hentaied.Pro 3 years ago

Charlotte - Episode 1 of 4

49% HD 0:39 / 32:49

Charlotte - Episode 1 of 4

FapHouse 1 month ago

Gangbang in Prison with Samantha Jolie

52% HD 0:39 / 24:00

Gangbang in Prison with Samantha Jolie

FapHouse 2 years ago

Sissi Birching 46231

57% HD 0:39 / 3:45

Sissi Birching 46231

FapHouse 3 months ago

Charlotte - Episode 2 of 4

47% HD 1:01 / 25:20

Charlotte - Episode 2 of 4

FapHouse 1 month ago

Chloe Is Pulled Over and Arrested by Officer Lo Valentine 4k + Download

53% 4K 0:10 / 23:09

Chloe Is Pulled Over and Arrested by Officer Lo Valentine 4k + Download

LoyalFans 4 months ago

Vicky Spanking 10233

47% HD 0:39 / 2:11

Vicky Spanking 10233

FapHouse 1 year ago

Sissi Caning 29232

50% HD 1:01 / 7:00

Sissi Caning 29232

FapHouse 4 months ago

Body search for hot prisoner Cléa Gaultier

64% HD 1:01 / 24:14

Body search for hot prisoner Cléa Gaultier

FapHouse 4 years ago

Prisoner Moore and the Counselor

61% HD 0:39 / 52:37

Prisoner Moore and the Counselor

FapHouse 9 months ago

Big butt ebony Celebrity Cumms takes a cum load to the face

68% HD 1:01 / 18:05

Big butt ebony Celebrity Cumms takes a cum load to the face

FapHouse 5 years ago

Prison Heat - the Guards Submit in an Anal Orgy Behind Bars

60% 4K 0:39 / 20:52

Prison Heat - the Guards Submit in an Anal Orgy Behind Bars

FapHouse 9 months ago

Rebecca - a Beautiful Blonde Slut Is Masturbating to Fantasies of Pain in Prison

46% HD 1:01 / 21:15

Rebecca - a Beautiful Blonde Slut Is Masturbating to Fantasies of Pain in Prison

FapHouse 7 months ago

Blonde Girl Has Weights Attached to Her Feet and Is Hoisted up for Whipping

58% HD 1:01 / 11:59

Blonde Girl Has Weights Attached to Her Feet and Is Hoisted up for Whipping

FapHouse 4 months ago

Women's Prison - Chapter #03

61% HD 1:01 / 20:48

Women's Prison - Chapter #03

FapHouse 1 year ago

March 6th Sunday Show Lisa, Charlotte, Mackenzie UPDATED VERSION

57% HD 0:10 / 2:24:06

March 6th Sunday Show Lisa, Charlotte, Mackenzie UPDATED VERSION

LoyalFans 4 years ago

Rebecca - a Beautiful Blonde Slut Is Masturbating to Fantasies of Pain in Prison

53% HD 0:39 / 21:15

Rebecca - a Beautiful Blonde Slut Is Masturbating to Fantasies of Pain in Prison

FapHouse 7 months ago

Yasmeena Caning 2302

48% HD 0:39 / 5:29

Yasmeena Caning 2302

FapHouse 2 years ago

Hot Horny Parole Officer Put in Her Place by Bad-boy Parolee

64% HD 1:01 / 57:59

Hot Horny Parole Officer Put in Her Place by Bad-boy Parolee

FapHouse 1 month ago

The Prison Guard #7

63% HD 0:08 / 0:40

The Prison Guard #7

FapHouse 2 weeks ago

The Prisoner

56% 0:08 / 0:40

FapHouse 4 months ago

Black Widow Without Remorse

59% HD 0:10 / 41:31

Black Widow Without Remorse

LoyalFans 2 years ago

Reve Submitted to 3 Prisoners

61% HD 1:01 / 14:24

Reve Submitted to 3 Prisoners

FapHouse 2 years ago

Sexual Experiments

60% HD 1:01 / 52:27

Sexual Experiments

FapHouse 1 year ago

“Cum On the Babysitter’s Face” Convict Nanny Becomes Former Boss’s Fuck Doll

66% 4K 1:28 / 53:18

“Cum On the Babysitter’s Face” Convict Nanny Becomes Former Boss’s Fuck Doll

TeamSkeet 1 month ago

The Prisoner and the Guard: Fucked in the Basement

54% HD 1:01 / 14:41

The Prisoner and the Guard: Fucked in the Basement

FapHouse 1 year ago

Officer Lauren Checks Your Cell and Makes You Shower JOI 4k + Download

4K 0:10 / 21:07

Officer Lauren Checks Your Cell and Makes You Shower JOI 4k + Download

LoyalFans 6 days ago

48H Prison Extreme - Deepthroat Swallowing Exercise for Breakfast

HD 1:01 / 13:44

48H Prison Extreme - Deepthroat Swallowing Exercise for Breakfast

FapHouse 2 months ago

DIldo chairs game for my prisoner slaves

56% HD 0:10 / 13:02

DIldo chairs game for my prisoner slaves

LoyalFans 3 years ago

Lola Reve and Ferrera Gomez in an Anal Threesome in Prison

61% HD 1:01 / 26:28

Lola Reve and Ferrera Gomez in an Anal Threesome in Prison

FapHouse 2 years ago

Akina - Imprisoned Asian Girl Has to Clean Her Cell with a Huge Hook in Her Ass

42% HD 1:01 / 26:05

Akina - Imprisoned Asian Girl Has to Clean Her Cell with a Huge Hook in Her Ass

FapHouse 7 months ago

Criminal Intake

61% HD 0:10 / 9:11

Criminal Intake

LoyalFans 2 months ago

Olivia Spanking Machine - Bare Back Whipping

65% 0:39 / 10:52

Olivia Spanking Machine - Bare Back Whipping

FapHouse 3 months ago

Black couple gets really naughty in a prison cell

55% 0:57 / 20:02

Black couple gets really naughty in a prison cell

FapHouse 5 years ago

Gia Jordan and Brian Surewood

61% 1:01 / 28:59

Gia Jordan and Brian Surewood

FapHouse 3 months ago

Roman Is Arrested by Officer Autumn 4k + Download

49% 4K 0:10 / 27:18

Roman Is Arrested by Officer Autumn 4k + Download

LoyalFans 10 months ago

A Women's Prison Like No Other

56% HD 1:01 / 14:42

A Women's Prison Like No Other

FapHouse 3 months ago

The Guards Have Sex in the Prison Corridors

59% HD 1:01 / 17:04

The Guards Have Sex in the Prison Corridors

FapHouse 1 year ago

Destined For Bondage - FULL EIGHT-SCENE VIDEO! 1080p

57% HD 0:10 / 45:08

Destined For Bondage - FULL EIGHT-SCENE VIDEO! 1080p

LoyalFans 2 years ago

Carina Front Whip Classic

44% 0:39 / 3:22

Carina Front Whip Classic

FapHouse 1 year ago

Charlotte - Episode 1 of 4

41% HD 1:01 / 32:49

Charlotte - Episode 1 of 4

FapHouse 1 month ago

YOU Stripsearch Your Wicked Stepmom in Jail

YOU Stripsearch Your Wicked Stepmom in Jail

Dafreeporn 2 weeks ago

Prison Heat_scene 2 Bad Girls.mp4

69% HD 1:01 / 36:01

Prison Heat_scene 2 Bad Girls.mp4

FapHouse 9 months ago

Induction 2

62% HD 0:10 / 18:49

LoyalFans 3 years ago

Repeated Offender

Repeated Offender

FapHouse 1 week ago

Hogtying The Captive Gym Girl So She Won't Escape!

61% HD 0:10 / 18:21

Hogtying The Captive Gym Girl So She Won't Escape!

LoyalFans 3 months ago

The Officer

55% HD 1:01 / 11:02

FapHouse 5 months ago

Policewoman licking horny college girl in a prison

67% 0:39 / 20:49

Policewoman licking horny college girl in a prison

FapHouse 3 years ago

Two Inmates Catch Officer Lo Off Guard 4k + Download

50% 4K 0:10 / 22:16

Two Inmates Catch Officer Lo Off Guard 4k + Download

LoyalFans 8 months ago

Repeated Offender

52% 1:01 / 39:00

Repeated Offender

FapHouse 1 week ago

Four Ladies Meet Up In Jail 4k + Download

50% 4K 0:10 / 21:43

Four Ladies Meet Up In Jail 4k + Download

LoyalFans 1 year ago

Leya is under arrest - Adventures of a captive

65% HD 0:39 / 25:53

Leya is under arrest - Adventures of a captive

FapHouse 3 years ago

Cassie

65% 0:39 / 28:02

FapHouse 1 day ago

Hairy BDSM Slut Bounces and Swings Her Tits

Hairy BDSM Slut Bounces and Swings Her Tits

XXXShake 3 years ago

Sexy Blonde Prison Warden with Big Tits Gets Gangbanged by Horny Inmates

52% HD 0:39 / 54:50

Sexy Blonde Prison Warden with Big Tits Gets Gangbanged by Horny Inmates

FapHouse 8 months ago

Destroy my prisoner's ass

HD 0:10 / 10:36

Destroy my prisoner's ass

LoyalFans 2 days ago

big tits female prisoner fucked in jail (ai)

48% HD 0:30 / 12:35

big tits female prisoner fucked in jail (ai)

PornBox 1 month ago

Anal Threesome in Prison

70% HD 1:01 / 26:45

Anal Threesome in Prison

FapHouse 2 years ago

the prisoner fucks me really hard and cums on my tits - mikexmoreno

HD 0:30 / 15:54

the prisoner fucks me really hard and cums on my tits - mikexmoreno

AnalVids 6 days ago

The Countess's Maid Is Deloused on the Spreader Bench and Roughly Cleaned

57% HD 1:01 / 40:40

The Countess's Maid Is Deloused on the Spreader Bench and Roughly Cleaned

FapHouse 1 month ago

The Prisoner and the Guard: Fucked in the Basement

56% HD 0:39 / 14:41

The Prisoner and the Guard: Fucked in the Basement

FapHouse 1 year ago

Tormented Whore - Candle Course

54% HD 1:01 / 12:29

Tormented Whore - Candle Course

FapHouse 5 months ago

Prisoner Strip Search Anal

57% HD 1:01 / 6:22

Prisoner Strip Search Anal

FapHouse 4 months ago

The Prison Guard #7

The Prison Guard #7

FapHouse 2 weeks ago

Officer Lauren Transfers Mia – A Pregnant Inmate 4k + Download

46% 4K 0:10 / 28:54

Officer Lauren Transfers Mia – A Pregnant Inmate 4k + Download

LoyalFans 4 months ago

Reve Submitted to 3 Prisoners

55% HD 0:39 / 14:24

Reve Submitted to 3 Prisoners

FapHouse 2 years ago

Clara - Extreme Cunt Treatment

53% HD 1:01 / 22:45

Clara - Extreme Cunt Treatment

FapHouse 4 months ago

Body search for hot prisoner Cléa Gaultier

61% HD 0:39 / 24:14

Body search for hot prisoner Cléa Gaultier

FapHouse 4 years ago

Punishment in the Women's Camp. Aisscom 017

62% HD 0:07 / 0:40

Punishment in the Women's Camp. Aisscom 017

FapHouse 1 week ago

prisoner wife

51% HD 0:10 / 26:52

LoyalFans 2 years ago

Whipping before locking OWK

64% HD 0:10 / 10:35

Whipping before locking OWK

LoyalFans 1 year ago

Melodie, EmilyAddams and Roxyboundlife cuffed in prison

Melodie, EmilyAddams and Roxyboundlife cuffed in prison

LoyalFans 3 months ago

Handjob and Tease and Denial, Lady Yna sensually torments your freed cock

67% HD 0:10 / 8:26

Handjob and Tease and Denial, Lady Yna sensually torments your freed cock

LoyalFans 3 months ago

Lazy Prisoner gets a Punishment - ENTIRE

67% HD 0:10 / 45:58

Lazy Prisoner gets a Punishment - ENTIRE

LoyalFans 4 weeks ago

Prisoner of War - Captured

52% HD 1:01 / 15:45

Prisoner of War - Captured

FapHouse 8 months ago

Knox County Lockup: Scene 1 - Kora Summers Arrested Strip Searched and Booked Into Detention Center by C.O. Katy Hall [Katherine Kink]

HD 0:10 / 10:42

Knox County Lockup: Scene 1 - Kora Summers Arrested Strip Searched and Booked Into Detention Center by C.O. Katy Hall [Katherine Kink]

LoyalFans 1 month ago

Foxy4 Spanking Machine - Ass Whipping

55% HD 1:01 / 7:49

Foxy4 Spanking Machine - Ass Whipping

FapHouse 1 year ago

Blowjob Under the Watch of the Prison Guards

56% HD 0:39 / 6:07

Blowjob Under the Watch of the Prison Guards

FapHouse 2 years ago

The Prison Officer - Disobedience Training

53% HD 1:01 / 51:20

The Prison Officer - Disobedience Training

FapHouse 3 months ago

Candy6 Spanking Machine - Ass Whipping

Candy6 Spanking Machine - Ass Whipping

xHamster 7 months ago

Hot Girl Prison Pleasure

Hot Girl Prison Pleasure

xHamster 4 weeks ago

Hot Sex in a Prison Cell

52% HD 1:01 / 12:52

Hot Sex in a Prison Cell

FapHouse 2 years ago

Kelsie Gets Transferred 4k + Download

44% 4K 0:10 / 19:45

Kelsie Gets Transferred 4k + Download

LoyalFans 1 year ago

Black couple gets really naughty in a prison cell

54% 1:01 / 20:02

Black couple gets really naughty in a prison cell

FapHouse 5 years ago

Karol bare back whipping 0208

Karol bare back whipping 0208

FapHouse 3 years ago

Medieval ass fucking ass fingering in the prison

63% HD 1:01 / 14:10

Medieval ass fucking ass fingering in the prison

FapHouse 3 years ago

Cleo Moon Sunday Show November 20 2022 4k + download

53% 4K 0:10 / 1:40:50

Cleo Moon Sunday Show November 20 2022 4k + download

LoyalFans 3 years ago

The Prison Guard #9

The Prison Guard #9

FapHouse 2 weeks ago

Officer Luna Ray Arrests Oliver 1080p Streaming

52% HD 0:10 / 15:13

Officer Luna Ray Arrests Oliver 1080p Streaming

LoyalFans 3 years ago

OWK Prison #1

57% HD 0:10 / 12:51

LoyalFans 1 year ago

Slut Fucked in a Prison Cell

Slut Fucked in a Prison Cell

FapHouse 1 week ago

the prisoner fucks me really hard and cums on my tits - mikexmoreno

HD 0:30 / 15:54

the prisoner fucks me really hard and cums on my tits - mikexmoreno

PornBox 5 days ago

Orange Is the New Black Gangbang

HD 1:01 / 38:15

Orange Is the New Black Gangbang

FapHouse 1 week ago

Prisoner Moore and the Counselor

52% HD 1:01 / 52:37

Prisoner Moore and the Counselor

FapHouse 9 months ago

The Policewoman Is Taking Care of the Hot Prisone

66% HD 1:01 / 10:20

The Policewoman Is Taking Care of the Hot Prisone

FapHouse 4 months ago

Falling for Stepmom

49% HD 0:39 / 58:10

Falling for Stepmom

FapHouse 1 year ago

Big Frank - Escape

67% 0:39 / 22:52

Big Frank - Escape

FapHouse 3 years ago

Cops or Cock?

66% HD 0:39 / 23:25

FapHouse 1 year ago

Horny Officers Catch Girls Trying To Escape From Prison Trailer With Veronica Leal, Ohana Petite And Amirah Adara

Horny Officers Catch Girls Trying To Escape From Prison Trailer With Veronica Leal, Ohana Petite And Amirah Adara

AbLesbian 1 month ago

Renee's Perilous Predicament: Cute Bound and Cleave-gagged in Secret Prison Interrogation!

HD 1:01 / 23:25

Renee's Perilous Predicament: Cute Bound and Cleave-gagged in Secret Prison Interrogation!

FapHouse 2 weeks ago

Witch Judith Is in the Stocks and Gets Fucked and Punished

52% HD 1:01 / 23:07

Witch Judith Is in the Stocks and Gets Fucked and Punished

FapHouse 2 months ago

The Delicious Brunette Couldn't Stand and Fell on the Prisoner's Mouth in Jail - Carol Fênix and Oscar Luz

51% HD 0:39 / 21:17

The Delicious Brunette Couldn't Stand and Fell on the Prisoner's Mouth in Jail - Carol Fênix and Oscar Luz

FapHouse 7 months ago

French Wife's Anal Experiment.

61% 1:01 / 11:52

French Wife's Anal Experiment.

FapHouse 8 months ago

Prisoner's Bitch

67% HD 1:01 / 55:43

Prisoner's Bitch

FapHouse 10 months ago

Restrained CBT - Needles in his balls and tongue

Restrained CBT - Needles in his balls and tongue

xHamster 2 months ago

Vicky Spanking 10233

52% HD 0:39 / 2:11

Vicky Spanking 10233

FapHouse 1 year ago

PANTYHOSE TRAP - VORE

HD 0:10 / 12:48

PANTYHOSE TRAP - VORE

LoyalFans 6 days ago

Sex Trade in Prisons

58% 0:39 / 37:04

Sex Trade in Prisons

FapHouse 2 months ago

Ktal Fucking Elisa Sanches in Jail with Penitentiary Officer Thales Mileto

61% HD 1:01 / 26:47

Ktal Fucking Elisa Sanches in Jail with Penitentiary Officer Thales Mileto

FapHouse 1 year ago

All Sex Scenes From the Game - the Prison Guard 0.4

57% 0:39 / 6:59

All Sex Scenes From the Game - the Prison Guard 0.4

FapHouse 1 year ago

Ktal Fucking Elisa Sanches in Jail with Penitentiary Officer Thales Mileto

61% HD 0:39 / 26:47

Ktal Fucking Elisa Sanches in Jail with Penitentiary Officer Thales Mileto

FapHouse 1 year ago

Arresting Seductive Summer

69% 1:01 / 22:42

Arresting Seductive Summer

FapHouse 3 years ago

Man Breaks Out of Prison to Fuck Black Pussy

65% HD 1:01 / 24:43

Man Breaks Out of Prison to Fuck Black Pussy

FapHouse 1 year ago

Prison Health Checkup Gone Juicy with Creampie at the End

HD 1:01 / 10:51

Prison Health Checkup Gone Juicy with Creampie at the End

FapHouse 2 weeks ago

Jessica Uses Her 36DD Naturals To Avoid Jailtime

VR 1:00 / 46:13

Jessica Uses Her 36DD Naturals To Avoid Jailtime

POVR 3 years ago

Caning Mutiny 2 - Trestle Time! (prison Caning #5)

Caning Mutiny 2 - Trestle Time! (prison Caning #5)

BDSMX 4 years ago

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23,766 results found

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