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1 year ago
7:26

PornHub

Girl on death row

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Teen Girl Arrested & Handcuffed for DUI
19 days ago
0:44

PornHub

Teen Girl Arrested & Handcuffed for DUI

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56 days ago
5:10

Vjav

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2 months ago
5:13

PornHub

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1 year ago
1:12:26

xHamster

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6 days ago
19:03

VoyeurHit

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2 months ago
7:02

XXXDan

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2 months ago
5:30

uiPorn

Archer Anime Porn - Prison romp with Lana

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9 days ago
0:24

xHamster

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10 months ago
5:12

PornGem

Hot fuck instead of prison

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2 months ago
10:58

PornHub

Cocky babe gets stripped searched while handcuffed

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3 years ago
38:39

Vivud

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1 year ago
1:38:44

TubePornClassic

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ebony inmate gets assfucked by ebony officer
4 years ago
16:12

PornHub

ebony inmate gets assfucked by ebony officer

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Convicted Mother Get Punished In Prison's Inspection
4 months ago
8:11

PornHub

Convicted Mother Get Punished In Prison's Inspection

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7 months ago
8:25

XoZilla

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Bombshell blonde babe Carmen Caliente pounded and creampied in prison
13 days ago
6:57

AnyPorn

Bombshell blonde babe Carmen Caliente pounded and creampied in prison

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3 months ago
4:43

PornHub

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7 months ago
4:59

BravoTube

Bouncing on a stiff dick makes lovely Foxy Di reach an orgasm

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3 years ago
5:21

JizzBunker

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2 years ago
9:07

PornHub

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8 months ago
11:53

PornHub

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SDDE-130 - Lady Correction Officer - 1
9 months ago
16:54

PornHub

SDDE-130 - Lady Correction Officer - 1

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Arrested and handcuffed
7 months ago
11:24

PornHub

Arrested and handcuffed

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Elodie Cherie These girls got wet
9 months ago
6:34

PornHub

Elodie Cherie These girls got wet

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Emmanuelle Goes to Prison (Classic)
59 days ago
1:38:29

Txxx

Emmanuelle Goes to Prison (Classic)

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asian Prison strip
9 years ago
6:29

xHamster

asian Prison strip

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Miela - prison spanking
1 year ago
3:42

PornHub

Miela - prison spanking

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A lesbian prison guard chick seduces an innocent chick
11 months ago
6:00

PornoMovies

A lesbian prison guard chick seduces an innocent chick

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Gorgeous girl with nice big boobs Larissa Dee is fucked in the ass, in the row by some big guys that are spending their time in prison. Enjoy Bruno SX
3 years ago
5:01

Pornoid

Gorgeous girl with nice big boobs Larissa Dee is fucked in the ass, in the row by some big guys that are spending their time in prison. Enjoy Bruno SX

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Stepmom Fucks Jodi Taylor's Ass in Prison
2 years ago
0:51

TubeDupe

Stepmom Fucks Jodi Taylor's Ass in Prison

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Kinky security guard gets her strap on licked by prisoner babe
3 years ago
29:47

JizzBunker

Kinky security guard gets her strap on licked by prisoner babe

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4 years ago
4:21

CrocoTube

Huge fake breasts lesbians fool around in prison

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4 months ago
9:24

JizzBunker

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6 months ago
54:46

XoZilla

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5 years ago
10:36

RedTube

Lesbiens in prison

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gcsample2
2 years ago
4:16

PornHub

gcsample2

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6 months ago
11:33

PornHub

Prison

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7 months ago
3:07

PornGem

Chains of Pride: Girl/girl Maid Is Prepped For Shipment To The Middle East

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3 years ago
8:03

Tubous

Prison Fuck

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Prison Discipline
6 years ago
32:23

xHamster

Prison Discipline

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5 months ago
8:02

PornHub

Punishment

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Conjugal fantasy gone wild! Cute prison pen-pal taken down by ex-cons
4 years ago
4:00

TubeDupe

Conjugal fantasy gone wild! Cute prison pen-pal taken down by ex-cons

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Prison cell sex with a slut in thigh high boots
3 months ago
5:57

CrocoTube

Prison cell sex with a slut in thigh high boots

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Reporter In Prison
5 months ago
8:57

PornHub

Reporter In Prison

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Bliss Dulce In Jail House Lesbians
3 years ago
7:00

TubeDupe

Bliss Dulce In Jail House Lesbians

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3 years ago
14:07

DrTuber

Nadege went to prison

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1 year ago
7:00

RedTube

Prison strapon cops Pretty latin lady Josie

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Arrested babe Alana Summers is fucked by brutal policeman
5 months ago
7:00

AnySex

Arrested babe Alana Summers is fucked by brutal policeman

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MSP Pussy Prison Part 1
3 years ago
6:11

Fuckler

MSP Pussy Prison Part 1

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Pornstars: honey lovely

Dominated bound and fucked by a prison guard
8 years ago
4:07

Tube8

Dominated bound and fucked by a prison guard

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Drop-dead gorgeous miners give twats up to lucky policeman
1 year ago
10:00

PornID

Drop-dead gorgeous miners give twats up to lucky policeman

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Who's the Prison Bitch now!
2 years ago
23:26

PornHub

Who's the Prison Bitch now!

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1 year ago
0:15

PornHub

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5 years ago
1:14:50

TubePornClassic

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Sex-starved police matron fucks sexy arrested lesbian with strapon
22 days ago
8:00

AnySex

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3 years ago
8:14

PornHub

prisoner humiliated with cavity search

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Lesbian Slave In Prison Plays With Mistress's Panties
20 days ago
4:33

xHamster

Lesbian Slave In Prison Plays With Mistress's Panties

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Stunning milf with perfectly shaped slender body India Summer gets laid
4 months ago
7:01

AnySex

Stunning milf with perfectly shaped slender body India Summer gets laid

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Charlie in Jail
5 months ago
8:56

PornHub

Charlie in Jail

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Prison Warden Picks A Plaything
2 years ago
3:03

PornWatchers

Prison Warden Picks A Plaything

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Pornstars: diamond jackson

Thug Luvin In Prison
3 years ago
30:50

PornHub

Thug Luvin In Prison

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A Gorgeous Blonde Seduce a Shy Girl in Prison.
1 year ago
30:09

xHamster

A Gorgeous Blonde Seduce a Shy Girl in Prison.

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Violencia na Carne
1 year ago
1:30:23

TubePornClassic

Violencia na Carne

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Lux ask her judge friend for a favor part 1
2 years ago
8:02

PornHub

Lux ask her judge friend for a favor part 1

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The Education of Erica: Slave In Prison Orgasming From Mistresses Hands
3 months ago
5:09

YouPorn

The Education of Erica: Slave In Prison Orgasming From Mistresses Hands

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High Security
1 year ago
10:48

PornHub

High Security

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Prison Heat - Lori Jo Hendrix
2 years ago
3:34

PornHub

Prison Heat - Lori Jo Hendrix

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Prison guard roughly uses a slutty prisoner
3 years ago
4:06

CrocoTube

Prison guard roughly uses a slutty prisoner

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25 days ago
1:04:17

uiPorn

Inked dark haired, Amilia Onyx was caught shoplifting and concluded up smashed, instead of going to prison

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This What Happen Inside An All Girls Prison
5 years ago
4:31

MilfFox

This What Happen Inside An All Girls Prison

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Pornstars: kiara diane

Sexy ebony babe in hot interracial prison
1 year ago
18:58

xHamster

Sexy ebony babe in hot interracial prison

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Wife in Prison Hell giving Milk 5of6 censored ctoan
3 years ago
12:09

HotMovs

Wife in Prison Hell giving Milk 5of6 censored ctoan

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Anna arrested at college
2 years ago
29:00

PornHub

Anna arrested at college

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16 days ago
5:32

xHamster

Using my prison strap

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17 days ago
4:54

xHamster

Girls Prison Sex

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guard and prisoner get down and dirty
3 years ago
10:51

PornHub

guard and prisoner get down and dirty

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1 year ago
8:56

PornHub

Girl arrested

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Prison guard ravages the prisoner's wet cunt
2 years ago
0:56

xHamster

Prison guard ravages the prisoner's wet cunt

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1 year ago
24:02

BravoTube

Vanessa Mae and Lucie Lee didnt grow up dreaming about being in porn

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Arabic chooses to give her donk to two cop to avoid prison
2 months ago
21:39

uiPorn

Arabic chooses to give her donk to two cop to avoid prison

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9 months ago
6:18

BDSMTubeOne

Nerdy submissive bitch enjoys Danny's monster dick in her pussy

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1 year ago
30:10

BravoTube

Lauryn May is a new inmate at the jail cell

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Women in Cellblock 9
1 year ago
1:17:48

TubePornClassic

Women in Cellblock 9

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Girl in jail GC01
6 months ago
7:09

PornHub

Girl in jail GC01

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Fucked From Courtroom To Prison
9 months ago
56:24

VintageTube

Fucked From Courtroom To Prison

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Luxury Hookers Billie Star & Linda Sweet are served Anal Sex in Prison
1 year ago
6:23

PornHub

Luxury Hookers Billie Star & Linda Sweet are served Anal Sex in Prison

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Teen tried to escape but was brought to BDSM prison
10 months ago
4:29

BDSMTubeOne

Teen tried to escape but was brought to BDSM prison

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26 days ago
5:01

uiPorn

2 damsel police officers are having lovemaking with a false soldier in prison

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8 months ago
7:19

PornHub

Gang bang in prison

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Horny inmate babe Abigail Mac rides a well hung guard in a prison cell
17 days ago
7:57

AnyPorn

Horny inmate babe Abigail Mac rides a well hung guard in a prison cell

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Brutal In Prison
10 months ago
8:18

PornHub

Brutal In Prison

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3 years ago
6:44

MilfFox

Busty mom got fucked in the prison

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Prison Nurse Foot Domination
1 year ago
3:00

PornHub

Prison Nurse Foot Domination

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Stunning lesbian sluts fuck each other in prison
2 years ago
10:59

JizzBunker

Stunning lesbian sluts fuck each other in prison

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5 days ago
25:50

XXXDan

prison cop

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Riley Jane brought from court
2 years ago
33:43

PornHub

Riley Jane brought from court

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Leah James gets a cavity search
2 years ago
9:08

PornHub

Leah James gets a cavity search

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Fuck in the Prison
3 years ago
5:22

xHamster

Fuck in the Prison

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Busty babe gets facialed and fucked in jail
2 years ago
10:00

Spankwire

Busty babe gets facialed and fucked in jail

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Prison Guard gets assfucked
2 months ago
31:53

FetishPapa

Prison Guard gets assfucked

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Busty cougar Amber Lynn Bach visits black guy in prison and gets fucked
1 year ago
5:20

StileProject

Busty cougar Amber Lynn Bach visits black guy in prison and gets fucked

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PMV1: Jailhouse Rock
1 year ago
2:43

PornHub

PMV1: Jailhouse Rock

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Mr. Pete takes advantage of prison paralegal Maya Kendrick
2 months ago
10:16

PornHub

Mr. Pete takes advantage of prison paralegal Maya Kendrick

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4 years ago
4:51

CrocoTube

Lesbian prison sex with two total hotties

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1 year ago
6:01

StileProject

Deep hairy analhole sex in prison

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Sahrye and JaneLynn trouble part 1
1 year ago
8:06

PornHub

Sahrye and JaneLynn trouble part 1

Tags: bondage, prison, uniform

Prison guard enjoys heavy sex with two sluts
38 days ago
4:57

XCum

Prison guard enjoys heavy sex with two sluts

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Prison Lesbian Vol. 5
1 year ago
1:50:02

PornHub

Prison Lesbian Vol. 5

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Brazzers – Cock Locked Up
1 year ago
5:40

TubeDupe

Brazzers – Cock Locked Up

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Old man watches how his driver fucks mistress in prison
1 year ago
19:03

Sexu

Old man watches how his driver fucks mistress in prison

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Jav Idol Emi Miyano tortured and humiliated in prison
3 days ago
15:01

AnyPorn

Jav Idol Emi Miyano tortured and humiliated in prison

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Sheriff Charles Dera gives Lela Star a chance to escape after hard sex
30 days ago
8:00

PornID

Sheriff Charles Dera gives Lela Star a chance to escape after hard sex

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Two lesbians are able to make night in prison unforgettable
2 years ago
6:15

PornID

Two lesbians are able to make night in prison unforgettable

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Wanted Fucked Or Alive: Part 2
5 months ago
6:00

TubeDupe

Wanted Fucked Or Alive: Part 2

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Arrest and going to jail
1 year ago
12:17

PornHub

Arrest and going to jail

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Sweaty anal sex in prison with a cute brunette
4 years ago
4:23

CrocoTube

Sweaty anal sex in prison with a cute brunette

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Samantha Sanders fits the definition of brick house. Her tits measure 32JJ. When Sam said it in her Brit accent, she said "Double-Jehhh."  S
3 years ago
0:38

OverThumbs

Samantha Sanders fits the definition of brick house. Her tits measure 32JJ. When Sam said it in her Brit accent, she said "Double-Jehhh." S

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Pornstars: samantha sanders

lesbian prison
5 months ago
15:16

XXXDan

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Prison Break -- Beach Sink
1 year ago
3:40

PornHub

Prison Break -- Beach Sink

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Lawyer lady dominates her lesbian client in prison
4 years ago
5:59

AnyPorn

Lawyer lady dominates her lesbian client in prison

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4 years ago
4:20

TubeWolf

Prison sex scene with a couple of hot sluts

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Unsatisfied guard takes huge black cock in prison cell
1 year ago
24:46

Sexu

Unsatisfied guard takes huge black cock in prison cell

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Hot guard Shyla Stylez fucked hard and additionally facialised in prison
7 years ago
3:03

SunPorno

Hot guard Shyla Stylez fucked hard and additionally facialised in prison

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4 years ago
4:36

CrocoTube

Night stick up the ass of lesbian prison slut

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Sexy prison guard strapon fucks a blonde inmate
3 years ago
6:57

CrocoTube

Sexy prison guard strapon fucks a blonde inmate

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1 year ago
5:18

PornHub

Prison teen handcuffed in a car

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Muscular prison blokes butt nailing
1 year ago
5:10

StileProject

Muscular prison blokes butt nailing

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Wanted Fucked Or Alive: Part 1
4 months ago
10:00

PornHat

Wanted Fucked Or Alive: Part 1

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Pornstars: lela star

Adrenalynn and her husband's friend Jon has just came home from his prison sentence. John took the rap for Adrenalynn and went to prison for almo
9 years ago
3:00

OverThumbs

Adrenalynn and her husband's friend Jon has just came home from his prison sentence. John took the rap for Adrenalynn and went to prison for almo

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Pornstars: adrenalynn

carissa stripper 3
2 years ago
6:20

PornHub

carissa stripper 3

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11 months ago
7:00

SexVid

Lesbian prisoner and a hot guard fucking in the bunks

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Japanese Female Army Privates Are Captured
5 years ago
9:00

FlyFlv

Japanese Female Army Privates Are Captured

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Girl gets gangbanged by a group of prisoners in a cell
3 years ago
8:01

AnyPorn

Girl gets gangbanged by a group of prisoners in a cell

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2 years ago
6:52

JizzBunker

Prison whipping after her panties are pulled down

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1 year ago
43:25

XCum

Group sex in prison with a bunch of chicks trying to escape

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3 years ago
7:00

AnyPorn

Young whore with big tits for old prisoner

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Gotcuffs Dixie
1 year ago
9:07

PornHub

Gotcuffs Dixie

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reporter Bianca
1 year ago
9:24

PornHub

reporter Bianca

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Aggressive cop fucks super juggy prison slut Kagney Linn Karter
2 years ago
4:00

AnySex

Aggressive cop fucks super juggy prison slut Kagney Linn Karter

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Exotic Fucklsut receives it on the prison floor.
7 years ago
14:23

xHamster

Exotic Fucklsut receives it on the prison floor.

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Lea Martini Gangbang in Prison
3 years ago
9:25

xHamster

Lea Martini Gangbang in Prison

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Busty Mistress Will Fuck Him To Death
9 months ago
7:56

FlyFlv

Busty Mistress Will Fuck Him To Death

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Pornstars: audrey bitoni

Amilia inhales and tears up officer Marcus rock hard penis in swap of her not go to prison
16 days ago
8:01

uiPorn

Amilia inhales and tears up officer Marcus rock hard penis in swap of her not go to prison

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Teen gets rehab sex in prison cell
11 months ago
5:10

KeezMovies

Teen gets rehab sex in prison cell

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Cuff training Lux
1 year ago
13:26

PornHub

Cuff training Lux

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Kristi in Prison 4
1 year ago
7:01

PornHub

Kristi in Prison 4

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Prison anal sex with big ass brunette girl
4 years ago
4:58

CrocoTube

Prison anal sex with big ass brunette girl

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Blonde teen whore Chloe Cherry tied up and pounded in a prison cell
8 days ago
6:56

AnyPorn

Blonde teen whore Chloe Cherry tied up and pounded in a prison cell

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Boobalicious BBW seduces the prison guard and asks him to fuck her good
14 days ago
6:30

MyLust

Boobalicious BBW seduces the prison guard and asks him to fuck her good

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Your in my jail now so you follow my rules and i'm going to search you now
2 years ago
9:24

PornHub

Your in my jail now so you follow my rules and i'm going to search you now

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Girls are doing naughty things in their prison cell
3 years ago
7:00

TubeDupe

Girls are doing naughty things in their prison cell

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Big ass prisoner babe AJ Applegate bounces on a guards cock
30 days ago
7:57

BravoTube

Big ass prisoner babe AJ Applegate bounces on a guards cock

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Prison Punishment in Public
11 months ago
10:28

xHamster

Prison Punishment in Public

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Fallout 4 Prison
2 years ago
5:17

PornHub

Fallout 4 Prison

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Sexy hot prison guard Sovereign eats up Natashas wet pussy
1 year ago
5:30

StileProject

Sexy hot prison guard Sovereign eats up Natashas wet pussy

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Prison Guard RubberDoll Spanks & Doms Inmate Megan Jones!
3 months ago
11:00

xHamster

Prison Guard RubberDoll Spanks & Doms Inmate Megan Jones!

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This Cop has to remind the rookie Cop to check the prisoners piggies
2 years ago
10:14

PornHub

This Cop has to remind the rookie Cop to check the prisoners piggies

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Fucking in prison in leather gloves on 2
2 years ago
35:19

FetishPapa

Fucking in prison in leather gloves on 2

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prsn Daisy Arrest
3 months ago
9:22

PornHub

prsn Daisy Arrest

Tags: bdsm, fetish, jail, lesbian, uniform

Linda Sweet and Billie Star share a guard's cock to get out of prison
50 days ago
4:56

AnyPorn

Linda Sweet and Billie Star share a guard's cock to get out of prison

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Daisy in portable prison
1 year ago
7:06

PornHub

Daisy in portable prison

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Prison Ganbang
1 year ago
53:51

Smutr

Prison Ganbang

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3 Inmates
1 year ago
15:30

PornHub

3 Inmates

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Whores in prison in a lesbian strapon group scene
5 years ago
5:58

TubeWolf

Whores in prison in a lesbian strapon group scene

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Prison - Preview DORCEL
4 years ago
2:10

YouPorn

Prison - Preview DORCEL

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Pornstars: alexis crystal, lola lane

Prison Lesbians
20 days ago
15:26

Vjav

Prison Lesbians

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Bitch gets her furry mature cunt demolished in prison sex scenes
1 year ago
37:52

XCum

Bitch gets her furry mature cunt demolished in prison sex scenes

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Jail is no fun. Unless the prisoner is XL Girl Trinity Michaels in this spectacular XXX fuck scene. Trinity is prisoner number 42-32-40-38DDD. She is
2 years ago
0:38

OverThumbs

Jail is no fun. Unless the prisoner is XL Girl Trinity Michaels in this spectacular XXX fuck scene. Trinity is prisoner number 42-32-40-38DDD. She is

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Pornstars: candy sweet

Renee Risque strip searched barefoot dirty soles
10 months ago
9:58

PornHub

Renee Risque strip searched barefoot dirty soles

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Prison doctor ass fucked
7 years ago
6:01

CrocoTube

Prison doctor ass fucked

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Worried Teen Fucks Security Guard To Avoid Prison
2 months ago
7:46

PornHub

Worried Teen Fucks Security Guard To Avoid Prison

Tags: blonde, blowjob, hardcore, pornstar, teen

lesbian guard anal fucks lesbians in prison
22 days ago
5:10

XXXDan

lesbian guard anal fucks lesbians in prison

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hot whoring in jail
50 days ago
4:41

TubePornClassic

hot whoring in jail

Tags: big tits, classic, prison, retro, vintage

Ebony Babe Will Happily Suck My Dick If I Scare Her With Prison And Police
9 days ago
7:58

FlyFlv

Ebony Babe Will Happily Suck My Dick If I Scare Her With Prison And Police

Tags: ass, babe, blowjob, dick, handjob

Hot lesbian prison sex
7 years ago
6:01

CrocoTube

Hot lesbian prison sex

Tags: lesbian, licking, prison, pussy, toys

Prison tied bitch fucked in her mouth then fingered and busted in bdsm sex
1 year ago
3:58

StileProject

Prison tied bitch fucked in her mouth then fingered and busted in bdsm sex

Tags: bdsm, bitch, fingering, prison, tied up

Rae Dawn Chong-Annabella Sciorra-Prison Stories Women on the Inside
3 years ago
1:30

PornHub

Rae Dawn Chong-Annabella Sciorra-Prison Stories Women on the Inside

Tags: amateur, big tits, blonde, handjob, prison

Vintage Prison Movie
11 months ago
1:32:42

VintageTube

Vintage Prison Movie

Tags: group sex, prison, vintage

Inmate Named Mick Got His Much Awaited Revenge
5 years ago
3:01

MilfFox

Inmate Named Mick Got His Much Awaited Revenge

Tags: ass, pornstar, prison, revenge, white

Pornstars: victoria white