Jail Tube (19,168)

Man Pleaser

68% HD 1:48 / 1:13:39

Kink 5 years ago

Alice - Water Torment

58% 0:11 / 18:50

Alice - Water Torment

Italian Correction Camp - 05

55% 0:13 / 11:56

Italian Correction Camp - 05

Clips4sale 7 months ago

Victoria ass whipping 2001

85% HD 0:30 / 4:03

Victoria ass whipping 2001

Clips4sale 2 months ago

Dissident – electro treatment - Episode 2 of 4

64% 0:11 / 14:14

Dissident – electro treatment - Episode 2 of 4

Clips4sale 1 year ago

Candy: arrestata e interrogata - Candy: arrest and interogatory (PRISON PLAY)

72% 4K 1:00 / 20:35

Candy: arrestata e interrogata - Candy: arrest and interogatory (PRISON PLAY)

Clips4sale 4 weeks ago

Chained by the Neck - Elise Graves and Heavy - Inmate Elise is locked into a heavy metal collar suspended by chains inside a prison cell with a creepy sheriff looking after her

63% HD 0:58 / 23:45

Chained by the Neck - Elise Graves and Heavy - Inmate Elise is locked into a heavy metal collar suspended by chains inside a prison cell with a creepy sheriff looking after her

Clips4sale 2 months ago

Superfox - a "Sweating day"

53% HD 0:09 / 10:20

Superfox - a "Sweating day"

Clips4sale 1 year ago

Prison Time

40% 4K 0:30 / 15:52

Hentaied 1 year ago

Trixie causing trouble for herself part #2

66% 0:30 / 14:40

Trixie causing trouble for herself part #2

Clips4sale 3 weeks ago

cuffs and a strict gaze - mp4 720p

61% HD 0:19 / 18:39

cuffs and a strict gaze - mp4 720p

Clips4sale 3 months ago

Alba Zevon brought in part #2

51% 0:11 / 12:53

Alba Zevon brought in part #2

Clips4sale 1 year ago

4161 Amber and Emma in Latex Prisoner Transfer

46% HD 0:22 / 20:10

4161 Amber and Emma in Latex Prisoner Transfer

Clips4sale 3 months ago

cuffed prisoner pee desperation - mp4 1080p

52% HD 0:29 / 12:03

cuffed prisoner pee desperation - mp4 1080p

Clips4sale 3 weeks ago

Prison Break

VRConk 3 years ago

Interrogation of an imprisoned woman in a bunker room (prison play)

65% 1:00 / 28:23

Interrogation of an imprisoned woman in a bunker room (prison play)

Clips4sale 1 year ago

Bitter sweet treat of a prisoner 2- fetish,tickling,domination,cell,cuffs

55% 0:28 / 12:47

Bitter sweet treat of a prisoner 2- fetish,tickling,domination,cell,cuffs

Clips4sale 1 year ago

Prisoner`s Catheterization

56% 0:30 / 10:45

Prisoner`s Catheterization

Clips4sale 1 month ago

tiny inmate must suffer part 3 - wmv 1080p

51% HD 0:23 / 29:01

tiny inmate must suffer part 3 - wmv 1080p

Clips4sale 2 months ago

Several milky enemas in a girls ass

65% 0:27 / 10:17

Several milky enemas in a girls ass

bobbi starr and andy san dimas are prison sluts

HD 0:30 / 1:25:29

bobbi starr and andy san dimas are prison sluts

PornBox 1 week ago

A sentence for Gaia and Gilda

59% 0:18 / 17:22

A sentence for Gaia and Gilda

Clips4sale 1 year ago

Charlotte - Episode 2 of 4

44% 0:11 / 25:14

Charlotte - Episode 2 of 4

C4S 2 years ago

cuffed in prison chastity

63% HD 0:10 / 6:33

cuffed in prison chastity

LoyalFans 2 months ago

Secretary for the Prison Headmistress - Chapter FIVE

55% 0:14 / 13:30

Secretary for the Prison Headmistress - Chapter FIVE

Clips4sale 1 year ago

the visious games of the wardens part 2 - mp4 1080p

61% HD 0:34 / 27:48

the visious games of the wardens part 2 - mp4 1080p

Clips4sale 8 months ago

Awaiting Trial (MP4 1080p) - Jessica

Awaiting Trial (MP4 1080p) - Jessica

Clips4sale 2 years ago

The Savannah attempt of escape helped by Gaia and stopped by Luna

55% 0:15 / 20:08

The Savannah attempt of escape helped by Gaia and stopped by Luna

Clips4sale 1 month ago

Handcuffed and Shackled Maid 1 *wmv*

44% HD 0:23 / 11:20

Handcuffed and Shackled Maid 1 *wmv*

Clips4sale 10 months ago

Officer Lauren Arrests Mackenzi for Vandalism

61% 4K 0:30 / 24:10

Officer Lauren Arrests Mackenzi for Vandalism

Clips4sale 2 months ago

no compassion with the inmate - wmv 720p

66% HD 0:26 / 14:08

no compassion with the inmate - wmv 720p

Clips4sale 2 years ago

PRISON BREAK: Recaptured in the Woods! HD (WMV)

69% HD 0:11 / 13:14

PRISON BREAK: Recaptured in the Woods! HD (WMV)

Clips4sale 1 year ago

October 8th 2023 Live Sunday Bondage Show Haley and Lisa

56% HD 0:10 / 1:39:45

October 8th 2023 Live Sunday Bondage Show Haley and Lisa

LoyalFans 1 year ago

Vicky anus caning 1411

67% HD 0:11 / 3:17

Vicky anus caning 1411

Clips4sale 1 year ago

I Can't Let You Go enhanced (MP4 1080p) - Dee

52% HD 1:00 / 50:03

I Can't Let You Go enhanced (MP4 1080p) - Dee

Clips4sale 3 years ago

pat down and punishment - wmv 1080p

HD 0:34 / 12:33

pat down and punishment - wmv 1080p

Clips4sale 11 months ago

The prisoner

55% 4K 1:00 / 1:50:00

DorcelVision 7 years ago

Vicky Spanking 10233

54% HD 0:39 / 2:11

Vicky Spanking 10233

FapHouse 2 months ago

tiny inmate must suffer part 4 - mp4 1080p

59% HD 0:24 / 27:45

tiny inmate must suffer part 4 - mp4 1080p

Clips4sale 2 months ago

Tormented Whore - Judith is fixed on the interrogation chair with screw clamps on her tits and an iron hook in her cunt to feel lashes and hot wax while being interrogated

66% 0:58 / 26:06

Tormented Whore - Judith is fixed on the interrogation chair with screw clamps on her tits and an iron hook in her cunt to feel lashes and hot wax while being interrogated

Clips4sale 3 months ago

48h Prison Extreme Day 2 – Ice-cold water for an imprisoned girl

65% 0:54 / 19:24

48h Prison Extreme Day 2 – Ice-cold water for an imprisoned girl

Clips4sale 11 months ago

Gangbang in Prison with Samantha Jolie

60% HD 0:39 / 23:54

Gangbang in Prison with Samantha Jolie

FapHouse 1 year ago

interrogation methods part 2 - mp4 720p

69% HD 0:25 / 13:00

interrogation methods part 2 - mp4 720p

Clips4sale 1 year ago

Prisonner’s greedy girl

Premium 59% 4K 16:05

Prisonner’s greedy girl

DorcelClub 7 years ago

pat down and punishment - mp4 720p

69% HD 0:34 / 12:33

pat down and punishment - mp4 720p

Clips4sale 11 months ago

Lola Rêve fucked by 3 guys in jail

Premium 42% 4K 14:07

Lola Rêve fucked by 3 guys in jail

DorcelClub 10 years ago

Reve Submitted to 3 Prisoners

67% HD 0:39 / 14:18

Reve Submitted to 3 Prisoners

FapHouse 1 year ago

Drill and punishment for our prisoners - [720p] | Mistress Karino, Dominatrix Dinah, Vinko, Aspenx24

65% HD 0:26 / 10:23

Drill and punishment for our prisoners - [720p] | Mistress Karino, Dominatrix Dinah, Vinko, Aspenx24

Clips4sale 11 months ago

tiny inmate must suffer part 4 - mp4 720p

62% HD 0:24 / 27:45

tiny inmate must suffer part 4 - mp4 720p

Clips4sale 2 months ago

Painful tits training for the failed poker lady Sophie

60% 0:11 / 16:35

Painful tits training for the failed poker lady Sophie

Hotel Prisoner (FULL CLIP)

40% HD 0:11 / 17:09

Hotel Prisoner (FULL CLIP)

Clips4sale 2 years ago

Cruel interrogation methods

63% HD 0:28 / 26:15

Cruel interrogation methods

Clips4sale 7 months ago

Tit Slave Eva - 48 hours in Tit Hell Part 1 - splitter 02 - HD (mp4)

54% HD 0:11 / 9:08

Tit Slave Eva - 48 hours in Tit Hell Part 1 - splitter 02 - HD (mp4)

Clips4sale 2 years ago

Ktal Fucking Elisa Sanches in Jail with Penitentiary Officer Thales Mileto

56% HD 0:39 / 26:47

Ktal Fucking Elisa Sanches in Jail with Penitentiary Officer Thales Mileto

FapHouse 3 months ago

Hot Nights In Prison

51% HD 0:30 / 1:59:00

Hot Nights In Prison

AEBN 7 years ago

Interrogation of a cute dreadgirl 2 - (Dark House 2 #4)

65% 0:46 / 17:18

Interrogation of a cute dreadgirl 2 - (Dark House 2 #4)

Clips4sale 7 months ago

DIldo chairs game for my prisoner slaves - [720p]

67% HD 0:27 / 13:02

DIldo chairs game for my prisoner slaves - [720p]

Clips4sale 1 year ago

Black couple gets really naughty in a prison cell

59% 0:57 / 20:02

Black couple gets really naughty in a prison cell

FapHouse 4 years ago

Lesbians in Jail: BONDAGE is the NEW BLACK! HD

66% HD 1:00 / 18:28

Lesbians in Jail: BONDAGE is the NEW BLACK! HD

Clips4sale 6 months ago

Blonde kitchen maid tormented on the rack

Blonde kitchen maid tormented on the rack

Clips4sale 1 year ago

Gorgeous Big Boobed Blonde in Uniform Satisfies Two Jail Birds

67% HD 0:39 / 16:34

Gorgeous Big Boobed Blonde in Uniform Satisfies Two Jail Birds

Private 11 years ago

Zoey and Emily go to jail part 8

Zoey and Emily go to jail part 8

Clips4sale 3 weeks ago

Prisoner Muscle Growth Fantasy Video

Prisoner Muscle Growth Fantasy Video

Clips4sale 6 days ago

Inmates in the corridor - mp4 1080p

64% HD 0:18 / 9:05

Inmates in the corridor - mp4 1080p

Clips4sale 1 year ago

Prison Pour Femmes

43% HD 0:30 / 1:33:00

Prison Pour Femmes

AEBN 14 years ago

Bounty Hunter Celene Thorne Brings In Heather And Lauren

61% 4K 0:30 / 20:03

Bounty Hunter Celene Thorne Brings In Heather And Lauren

Clips4sale 1 week ago

4 Ladies Meet Up In Jail

56% 4K 0:30 / 21:43

4 Ladies Meet Up In Jail

Clips4sale 2 weeks ago

The first fat Amazon WMV

54% 0:11 / 12:42

The first fat Amazon WMV

Clips4sale 8 months ago

experience in female prison - mp4 1080p

HD 0:18 / 12:17

experience in female prison - mp4 1080p

Clips4sale 1 year ago

Clara &ndash_ girl looses control of her bladder by electro torment (complete scene)

Premium 50% HD 15:13

Clara &ndash_ girl looses control of her bladder by electro torment (complete scene)

XVideosRed 1 year ago

She wanted to feel like a whore again

70% HD 5:10 / 1:37:00

She wanted to feel like a whore again

AEBN 10 years ago

Date ends in Handcuffs

71% HD 0:38 / 10:52

Date ends in Handcuffs

Clips4sale 2 years ago

TIMES OF LENIN | PAUL BLACK | FULL FILM

Premium 65% HD 26:00

TIMES OF LENIN | PAUL BLACK | FULL FILM

xnxxGold 4 years ago

Belastungsproben - Andrea (kompletter Film)

Premium 43% HD 1:14:30

Belastungsproben - Andrea (kompletter Film)

XVideosRed 2 years ago

Felony traffic stop for Beatrix

Felony traffic stop for Beatrix

Clips4sale 3 weeks ago

TIMES OF LENIN | PAUL BLACK | FULL FILM

Premium 63% HD 26:00

TIMES OF LENIN | PAUL BLACK | FULL FILM

XVideosRed 4 years ago

Black Widow Without Remorse

58% HD 0:10 / 41:31

Black Widow Without Remorse

LoyalFans 1 year ago

Claire's First Date (MP4 Format)

56% 0:27 / 40:34

Claire's First Date (MP4 Format)

Clips4sale 2 weeks ago

Keri Spectrum: Three Clips in One (MP4 1080p) - 38 minutes

56% HD 1:00 / 38:00

Keri Spectrum: Three Clips in One (MP4 1080p) - 38 minutes

Clips4sale 1 year ago

Things Are Not As They Seem (MP4 1080p) - Claire Irons

70% HD 1:00 / 43:52

Things Are Not As They Seem (MP4 1080p) - Claire Irons

Clips4sale 3 years ago

A jail visit of Charlotte to her mother

A jail visit of Charlotte to her mother

Clips4sale 1 month ago

Fierce Fairy - the Ritual (TRAILER scene #1)

Fierce Fairy - the Ritual (TRAILER scene #1)

XVideosRed 2 years ago

Imprisoned wench has to lick the feet of her tormentors

60% 0:11 / 8:00

Imprisoned wench has to lick the feet of her tormentors

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

64% HD 0:10 / 2:24:06

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

LoyalFans 2 years ago

The Fate Of The Forger & Stripping A Cop (4K) - Lydia Lael

50% 4K 1:00 / 12:54

The Fate Of The Forger & Stripping A Cop (4K) - Lydia Lael

Clips4sale 10 months ago

the harsh guard part 2 - mp4 1080p

58% HD 0:27 / 12:47

the harsh guard part 2 - mp4 1080p

Clips4sale 2 years ago

Gaia and Megan arrested for using mobile phone in a military zone

56% 0:13 / 20:50

Gaia and Megan arrested for using mobile phone in a military zone

Clips4sale 8 months ago

Catwoman Prison Break - Dixie Comet & Star Nine

55% 0:10 / 21:16

Catwoman Prison Break - Dixie Comet & Star Nine

APClips 1 month ago

CAGED

69% HD 0:29 / 20:59

Clips4sale 8 months ago

This is ridiculous! part 1

This is ridiculous! part 1

Clips4sale 3 years ago

Reach around handjob with HOM part 7!!

56% HD 0:16 / 6:37

Reach around handjob with HOM part 7!!

Clips4sale 2 months ago

Private Room Strip By Sophia Has The Guards Tongues Wagging!!!!

44% 0:11 / 6:29

Private Room Strip By Sophia Has The Guards Tongues Wagging!!!!

Clips4sale 3 years ago

Belastungsproben - Andrea (kompletter Film)

Premium 56% HD 1:14:30

Belastungsproben - Andrea (kompletter Film)

xnxxGold 2 years ago

Taken Into Custody (2K upscaled) - Shauna Ryanne

45% 0:52 / 15:19

Taken Into Custody (2K upscaled) - Shauna Ryanne

Clips4sale 6 months ago

Sasha on the One Bar Prison

55% 4K 0:10 / 3:57

Sasha on the One Bar Prison

Clips4sale 5 months ago

Lesbian Prison Play Nose-to-Nose Fun With Indica Jane & Remy Boo (HD 1080p MP4)

Premium HD 7:09

Lesbian Prison Play Nose-to-Nose Fun With Indica Jane & Remy Boo (HD 1080p MP4)

Clips4sale 10 months ago

Routine Cell Check by Madame Key

62% 0:30 / 9:18

Routine Cell Check by Madame Key

Clips4sale 1 month ago

Italian - Hungarian Prison Guards in the Castle

66% HD 0:15 / 6:54

Italian - Hungarian Prison Guards in the Castle

Clips4sale 3 months ago

You Failed Your Test And Are Taken To Jail 4k + Download

4K 0:10 / 22:40

You Failed Your Test And Are Taken To Jail 4k + Download

LoyalFans 3 weeks ago

Military Whistleblower Amelia Jane Rutherford Spanked, Strapped and Caned by Stern CO (SE0012, 4K MP4)

77% 4K 0:30 / 35:00

Military Whistleblower Amelia Jane Rutherford Spanked, Strapped and Caned by Stern CO (SE0012, 4K MP4)

Clips4sale 7 months ago

A witch gets her pubic hair plucked out before screw clamps are used to secure her slim body on the rack

54% 0:32 / 11:11

A witch gets her pubic hair plucked out before screw clamps are used to secure her slim body on the rack

Clips4sale 1 year ago

Annie and Saras Shrinkies (cruel Giantesses) 4K Version VR360

4K 0:26 / 20:03

Annie and Saras Shrinkies (cruel Giantesses) 4K Version VR360

Clips4sale 3 days ago

Coffee and Cigarette break in Warsaw Prison

66% HD 0:29 / 6:25

Coffee and Cigarette break in Warsaw Prison

Clips4sale 1 year ago

Romina stretched on the rack

77% 0:37 / 14:02

Romina stretched on the rack

Clips4sale 1 year ago

Creampie Prison Fuck

57% HD 0:39 / 2:03:01

Creampie Prison Fuck

FapHouse 7 months ago

The Prisoner II - part 7 - bonus clip - 3840x1820_VR180_24Mbps

The Prisoner II - part 7 - bonus clip - 3840x1820_VR180_24Mbps

Clips4sale 3 days ago

Flogging the prisoner in the medieval prison

56% HD 0:10 / 8:50

Flogging the prisoner in the medieval prison

LoyalFans 11 months ago

Miaa: "My Feet Too Pretty For Jail Officer": Foot Worship

Miaa: "My Feet Too Pretty For Jail Officer": Foot Worship

Clips4sale 5 days ago

Trixie: Bride arrested part #2

65% 0:30 / 22:24

Trixie: Bride arrested part #2

Clips4sale 3 months ago

Officer Luna Ray Arrests Oliver 1080p Streaming

50% HD 0:10 / 15:13

Officer Luna Ray Arrests Oliver 1080p Streaming

LoyalFans 2 years ago

This is ridiculous!

65% HD 1:00 / 25:21

This is ridiculous!

Clips4sale 3 years ago

Lola6 Spanking Machine - Breast Whipping

Lola6 Spanking Machine - Breast Whipping

FapHouse 3 weeks ago

police officer has sex with a detainee in jail - max betancur

police officer has sex with a detainee in jail - max betancur

PornBox 4 months ago

Lilin’s Bondage Slime Prison! BDSM + Gunge POV

HD 0:10 / 20:07

Lilin’s Bondage Slime Prison! BDSM + Gunge POV

LoyalFans 10 months ago

Why So Red? Cruel Headscissors Domination

66% HD 0:15 / 16:09

Why So Red? Cruel Headscissors Domination

Clips4sale 1 month ago

Jackie Jupiter and Lo Valentine Jail Time

66% HD 0:36 / 56:17

Jackie Jupiter and Lo Valentine Jail Time

Clips4sale 1 year ago

Josefine Mutzenbacher part 3 duke video

58% 0:39 / 1:14:08

Josefine Mutzenbacher part 3 duke video

FapHouse 4 years ago

tiny inmate must suffer part 3 - mp4 1080p

73% HD 0:23 / 29:01

tiny inmate must suffer part 3 - mp4 1080p

Clips4sale 2 months ago

Interrogation of a cute natural Dreadgirl 2/2 (complete scene)

Premium HD 17:19

Interrogation of a cute natural Dreadgirl 2/2 (complete scene)

XVideosRed 7 months ago

Claire Gets Her Pussy and Ass Finger Fucked, Dildo Fucked, Double Pentrated and Finally Vibrated to Orgasm with Claire Irons - 1080

59% HD 0:16 / 18:28

Claire Gets Her Pussy and Ass Finger Fucked, Dildo Fucked, Double Pentrated and Finally Vibrated to Orgasm with Claire Irons - 1080

Clips4sale 1 year ago

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19,168 results found

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