Jail 2,860 videos

• 1:30:32 thumb_up 83%

  70s dude visits girlfriend in jail and enjoys classic hardcore with her

  4 months ago

  AroundXXX

  classic, vintage, anal, girlfriend

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• 49:30 thumb_up 77%

  Wife visit husband in jail and fucks with new boyfriend

  3 years ago

  xHamster

  cheating, cuckold, husband, sleeping, wife share, fingering, pussy licking

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• 24:19 thumb_up 78%

  Tattooed StepMom Visits StepSon In Prison (2K) - Toys, fetish sex

  1 year ago

  xTits

  mature, mom, homemade, voyeur, big ass, fetish, big tits

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• 17:30 thumb_up 53%

  HORROR PORN – Hell in Jail

  1 year ago

  PornGem

  pissing, ass licking, blonde, ass, shaving, domination, fingering

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• 08:00 thumb_up 65%

  Fucking A Grandma In Prison

  5 months ago

  KePorn

  69, granny

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• 07:52 thumb_up 80%

  Ryan Keely punishes a cop for stealing & gets caught in the act with her pawg partner

  2 years ago

  Sexu

  mature anal, caught, fantasy, PAWG, thief

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• 07:44 thumb_up 58%

  Hot-blooded coquette Adele Unicorn finds a way to avoid

  5 years ago

  Analdin

  teen (18+), police, shoplifter

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• 08:10 thumb_up 51%

  Hot blonde doesnt want to go to jail, so she gives her pussy

  11 months ago

  SexVidXXX

  office, big tits

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• 08:02 thumb_up 85%

  She might be a nun, but she doesnt want to go to jail

  11 months ago

  SexVidXXX

  big tits, nun, office, big ass

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• 12:01 thumb_up 48%

  Dominatrix Mistress April - cane Training Day 3

  2 years ago

  xHamster

  latex, domination, enema, sissy, german, bondage

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• 35:59 thumb_up 91%

  Creampie My Big Titties Stepmom While Dad In The Jail POV porn

  1 year ago

  Analdin

  mature, mom, creampie, stepmom, blonde, babe, hardcore

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• 09:01 thumb_up 74%

  LAW4k. Sultry lassie pleases two cops so they can let her

  4 years ago

  XoZilla

  police, reality, czech, MMF, blowjob

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• 08:00

  Giving Giving Head To Corrupt Security

  1 week ago

  Teen21

  hardcore, mom, teen (18+), chubby, blowjob, police

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• 10:42

  Jades small ass smut by Dorcel Club

  2 years ago

  OkXXX

  french, club

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• 20:14 thumb_up 51%

  Giant TITS Lezbo Cut Steet Whore Outta Jail Onto My DICK!

  1 year ago

  xHamster

  homemade, hooker, BBW, ugly, whore

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• 09:29 thumb_up 77%

  Hot prisoner gets banged by two cops during interrogation

  5 years ago

  XoZilla

  doctor, police, uniform, MMF

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• 39:13 thumb_up 91%

  Jail switch

  2 years ago

  JizzBunker

  bondage, uniform

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• 1:44:45 thumb_up 68%

  You Deserve Jail! (full Movie)

  3 years ago

  Upornia

  stockings, italian, outdoor, vintage, full movie

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• 14:14 thumb_up 58%

  Dominatrix Mistress April - Interrogation in prison cell45

  4 years ago

  xHamster

  electro, femdom

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• 32:13 thumb_up 61%

  Stepmom with huge jugs Sara Jay seducing & screwing stepson - old and young hardcore

  4 years ago

  xTits

  mature, mom, fat, creampie, huge dildo, stepmom, shower

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• 07:59 thumb_up 69%

  Big-titted Shoplifters Bargain - Cops Fondling To Skip Jail

  6 months ago

  InPorn

  shoplifter, compilation

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• 10:16 thumb_up 80%

  Watch aphrodisiac Lola Reves smut

  2 years ago

  PornHat

  handjob, police, dogging, cumshot, gangbang, domination, watching

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• 09:30 thumb_up 84%

  Peter King And Jackie Hoff In Does Anal While Her Husband Is In Jail 10 Min

  8 months ago

  HDZog

  big cock, anal, hairy, MILF, deepthroat, ass

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• 33:39 thumb_up 71%

  She Has a Choice: Go to Jail or Get Fucked by Five Big Dicks

  9 months ago

  xHamster

  blowjob, police, office, caught, deepthroat, shop, shoplifter

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• 07:30

  Bisexual pegging tattooed MILF fucks sissy in prison orgy

  3 months ago

  PornGem

  crossdresser, orgy, pegging, strapon, tattoo, bisexual

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• 07:58 thumb_up 81%

  Cute teen caught stealing gets punished with hardcore backroom sex & jail time

  2 years ago

  HogTV

  mom, cute, backroom, thief, shop, shoplifter

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• 13:01

  Beautiful Taiwan gal looks like an angel and fucks like a slut - AV Jail

  2 years ago

  AnySex

  close up, asian

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• 05:30 thumb_up 73%

  Lola Lee In Monday Gets A Creampie

  1 month ago

  PePorn

  mom, granny, german, creampie, missionary, classic

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• 07:14

  Shoplifting mexican slips on an aged horny security guard - Vienna Black

  5 months ago

  Sexu

  mexican, 18

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• 09:33 thumb_up 53%

  Two muscled security guys punish bad thief

  5 years ago

  XoZilla

  muscle, police, uniform, thief, shoplifter

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• 08:00

  Hell In Jail / Horror Porn 11

  5 months ago

  Fuxxx

  orgy

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• 07:59

  Lana Roy In Poor Thief Avoids Going To Jail By Selling

  4 months ago

  KePorn

  thief, cuckold

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• 36:43 thumb_up 88%

  Cougar Kitten Lesbian Fuck Behind the Jail Bars

  3 years ago

  xHamster

  bar, lesbian, mom, fingering, teen (18+)

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• 09:33 thumb_up 65%

  Busty MILF dominates the guy and enjoy

  2 years ago

  TheyAreHuge

  domination, facesitting, femdom

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• 04:00

  A Nymphomaniac Prisoner Of Anal Sex, Fisting, And Prolapse - Sheena Shaw

  2 months ago

  uAnal

  prolapse, fisting

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• 05:45 thumb_up 81%

  Wicked Girl, jailed and in chastity belt

  6 years ago

  xHamster

  bondage, chastity

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• 05:04 thumb_up 78%

  Busty Jail Bird - Kamille Amora - XLGirls

  2 months ago

  TXXX

  masturbation, solo, BBW

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• 11:24

  Please, Fuck My Big Ass, But Dont Send Me To Jail, Im Begging You - Ryan Keely And Tommy Gunn

  5 days ago

  TXXX

  anal, hairy

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• 07:05

  ModelMedia Asia - Sex Jail-Euro Cup Female Fan

  1 year ago

  xHamster

  cosplay, BDSM

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• 28:04 thumb_up 71%

  Maggie Green - Watching My Mom Go Black - prison gangbang with busty MILF in eyeglasses

  5 years ago

  xTits

  black, gangbang, orgy, watching, double penetration, PAWG

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• 11:39 thumb_up 75%

  Lesbian Prison Wardern Yuu Kawakami Seduces Inmate Ryou Arimori AVOP-16560fps - Fetish

  3 years ago

  xTits

  japanese lesbian, seduced

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• 09:11 thumb_up 50%

  LAW4k. Teenie doesnt know where security officer

  4 years ago

  XoZilla

  jail

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• 12:34 thumb_up 73%

  Troubled Stepson Tries Anal With His Stepmom

  3 years ago

  xHamster

  MILF, BBW, BBW anal, stepmom

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• 50:32 thumb_up 82%

  To avoid going to jail, slutty blonde shoplifter, Chanel Grey is having sex with a security guy

  5 years ago

  Upornia

  shoplifter

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• 23:51 thumb_up 85%

  A very special Lawyer

  3 years ago

  xHamster

  big tits, hungarian, anal

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• 1:03:25 thumb_up 87%

  Pegging Party In Jail

  3 years ago

  HDZog

  femdom, strapon, pegging, party, BDSM

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• 08:19 thumb_up 74%

  Sexy jail strip

  6 years ago

  HDZog

  solo, strip, BDSM, bondage, club

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• 34:19

  Shag instead of going to jail - interracial porn video

  4 years ago

  Analdin

  police, fisting

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• 11:26 thumb_up 71%

  Detained Latina thief stripped naked, humiliated by police officer in uniform - fetish roleplay

  5 years ago

  xTits

  fetish, police, thief, bondage

  flag
• 50:52 thumb_up 48%

  Badge '69' (1974), upscaled to 4K

  5 years ago

  xHamster

  police, lesbian, vintage

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• 07:21 thumb_up 77%

  Slim Redhead Teen Needs To Find A Way To Slink Her Way Out Of Jail Time

  3 years ago

  HogTV

  amateur, 18, backroom, japanese uncensored, ugly

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• 1:00:22 thumb_up 73%

  Instead of going to jail for shoplifting, Sovereign Syre is getting fucked by a security guy

  5 years ago

  Upornia

  shoplifter

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• 09:13 thumb_up 68%

  Adorable thief gives her tight shaved pussy twat

  5 years ago

  XoZilla

  police, shaving, thief, shoplifter, uniform

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• 07:58 thumb_up 92%

  She Choose The Humiliation Over Jail Time

  6 months ago

  Sexu

  caught, shoplifter, teen (18+), office

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• 07:47

  Anal naughty brunette steals necklace and fucks to avoid jail 2

  2 weeks ago

  PornGem

  anal, shoplifter, teen (18+)

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• 09:59 thumb_up 80%

  Ball Busting Chicks - Ballbusting A Jailed Man

  2 years ago

  VipTube

  femdom

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• 10:29 thumb_up 82%

  Captivating Lola Reve and Ferrera Gomez - pornstar sex - Dorcel Classics

  2 years ago

  OkXXX

  classic, french, police

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• 07:40 thumb_up 68%

  Mom and Daughter Get Caught Shoplifting and Fuck Guard To Stay Out of Jail

  6 years ago

  TXXX

  caught, shoplifter, mom

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• 17:30 thumb_up 67%

  Horror Porn 11 Hell in Jail

  1 year ago

  PornDr

  handjob, BDSM, german, masturbation, wife

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• 07:59

  Hot Blond In Lezdom Jail

  1 week ago

  Fuxxx

  femdom, BDSM

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• 10:18 thumb_up 86%

  Anal threesome in jail

  1 year ago

  xHamster

  threesome, FFM, police

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• 29:26 thumb_up 85%

  Demi Sutra And Ana Foxxx - Passionate Seductions And Lesbian - Black - Ebony - Face Sitting - Locker Room - Masturbation - Jail - Scissoring - Shv - A Taste Of Freedom

  2 years ago

  TXXX

  lesbian seduction, black, ebony, lesbian

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• 27:09 thumb_up 84%

  Stepmom bangs son fresh outta jail

  13 years ago

  Beeg

  mature, mom, tall, wife, stepmom, housewife

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• 17:01

  Shoplyfter - Fiery Redhead Teen Gets Unlucky With Shoplifting

  12 months ago

  xHamster

  dogging, teen (18+), shoplifter, old and young (18+), shop

  flag
• 12:00

  Danny D screwed Poopea in the jail cell

  4 years ago

  Analdin

  caught

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• 24:43

  Jail school (Kangoku Gakuen) anime uncensored #12 (2015)

  1 month ago

  HDSex

  school uniform, anime

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• 08:00

  Lez jail doctor milf enjoys sex with prisoner in the infirmary

  2 years ago

  JizzBunker

  uniform, doctor

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• 1:36:04

  Almost Jail Volume 3

  9 months ago

  $$ FapHouse

  18, compilation, french

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• 30:54 thumb_up 81%

  Sexy lawyer fucked in the ass by horny prisoner

  1 year ago

  xHamster

  anal, french, old and young (18+), teen anal (18+), teen (18+)

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• 30:00 thumb_up 70%

  Black lesbian prisoner with enormous tits seduces young busty blondie in jail

  8 years ago

  Analdin

  seduced

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• 18:49 thumb_up 60%

  Valentina Nappi Lusted (4K) Prison foursome gangbang orgy with anal and double penetration

  1 year ago

  xTits

  gangbang, group, foursome, cosplay

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• 15:09

  Dominatrix Mistress April - Military Bunker Prison drill event

  3 years ago

  xHamster

  nurse, strapon, african

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• 07:45 thumb_up 44%

  Watch security officer catch car thief & teach her a hard lesson in cage

  2 years ago

  HogTV

  mom, office, uniform, thief

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• 2:09:54 thumb_up 64%

  Sentenced to be a jailed girl (RCTD-259)

  6 years ago

  TXXX

  japanese lesbian, BDSM

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• 49:20 thumb_up 82%

  Kit Mercer Caught Stealing Gets Her Pussy Drilled Hard To Avoid Trip To Jail

  2 years ago

  xHamster

  backroom, shoplifter, caught, hidden

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• 07:17

  (arcane parody) muscle female vi wrecks caitlyn’s little Wet Pussy wet

  3 months ago

  HogTV

  parody, strapon

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• 10:10

  Following the orders of the 2 police women

  2 years ago

  xHamster

  police, french

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• 10:15 thumb_up 71%

  Sexy Brunette Schoolgirl Sub Megan Rain Is Hot For Teacher Domme Brett Rossi - Lesbian Femdom Fetish Hardcore

  1 year ago

  xTits

  kissing, spanking, teacher, feet

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• 13:42 thumb_up 86%

  Kitty in Jail

  6 years ago

  TXXX

  skinny

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• 16:35

  Doctor Tampa Strip Searches Besties Aria Nicole, Angel Santana Arrested On Spring Break Visiting Floridas Busted Beaches

  3 years ago

  xHamster

  twins, exam

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• 07:47 thumb_up 56%

  Nicole Love gets caught and punished by client in hot reality porn clip

  2 years ago

  HogTV

  prostitute, czech, whore, police, escort, uniform

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• 07:19

  Slave Real Bdsm - Slave Has Strong Orgasm Tied Up Inside Her Cage - Orgasm Torture

  2 years ago

  TheyAreHuge

  fetish, tied, mask, domination

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• 03:03 thumb_up 76%

  Chastity Girl, chained and jailed

  6 years ago

  xHamster

  BDSM, chastity, bondage

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• 07:14 thumb_up 43%

  Hazel Moore gets naughty with shoplifting officer in jail - Shoplyfter

  2 years ago

  HogTV

  police, office, dirty talk, backroom, bareback, long hair, big nipples

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• 07:56

  Teens 18+ Love Ebony Cocks - Pipers Jail Pen Pal With Piper Perri

  6 days ago

  Teen21

  BBC, teen (18+)

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• 10:24

  Anal submission in jail

  2 years ago

  xHamster

  police, french

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• 28:57 thumb_up 60%

  Asian mistresses - femdom scene in jail

  5 years ago

  XoZilla

  femdom

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• 12:07

  I JUST GOT OUT OF JAIL AFTER 20 YEARS IN PRISON, AND SUCKING A DICK IS WHAT I EXPECTED, FUCK ME HARD PLEASE

  3 years ago

  xHamster

  mexican, thong, leggings

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• 58:55 thumb_up 40%

  Tit for Tat: You Let Me Fuck Your Tight Pussy, and I Dont Send You to Jail

  1 month ago

  $$ FapHouse

  office, teen (18+), pussy, tight

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• 08:00

  Wild Tali In Testing Sex Toy From Jybl Prisoner , Dildo Unboxing, Anal And Fisting

  2 months ago

  uAnal

  fisting, dildo, insertion, huge dildo, mom

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• 18:14 thumb_up 62%

  Nightguards of the Femdom Jail: Otk & Mouthsoaping

  10 months ago

  $$ FapHouse

  domination, femdom, spanking, BDSM, CFNM

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• 08:01 thumb_up 50%

  Hairy twat dyke anally drilled in jail by Asian mature

  1 year ago

  XoZilla

  mature anal, mom, lesbian

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• 05:00 thumb_up 83%

  Curvy police MILF rides prisoner in jail on camera

  1 year ago

  SomePorn

  MILF, police, chubby, voyeur

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• 16:46

  Mira Monroe Comes To In A Jail Cell For A Twisted Game That Makes Her Cum To Find The Key To Escape! HitachiHoes.com

  2 years ago

  xHamster

  game, doctor

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• 35:44 thumb_up 83%

  Creampie My Big Boobs Stepmom While Dad In The Jail

  2 years ago

  TheyAreHuge

  mature, MILF, stepmom, beauty

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• 29:50

  Lesbian prison guard seduce bitch in jail

  3 years ago

  xHamster

  femdom

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• 07:09

  Sofia Lee caught & punished by patrol officer for stealing goods

  2 years ago

  HogTV

  chubby, office, caught

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• 02:05

  Kattie Hill & Victoria Puppy & Jenny Smith & Brittany Bardot in Hell in Jail - xVirtual

  5 years ago

  TXXX

  pissing

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• 26:06

  Tribbing jail all girl fuck-fest

  1 week ago

  VideoSection

  couple, group, lesbian, ass to mouth, orgy

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• 15:00

  Sexy female prison officer fucks passionate jailbird

  3 years ago

  xTits

  office, fake tits

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• 07:48

  Anal big titty teen steals from store fucks officer to avoid jail

  1 week ago

  PornGem

  blowjob, shoplifter, anal, teen anal (18+)

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• 16:50 thumb_up 75%

  Cute Fit Shoplifter Nicole Aria Agrees To Be Analized By a Perv Security Guy Instead Of Going To Jail

  10 months ago

  YourLust

  shoplifter, anal, cute, reality

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• 10:01

  Harley Quinn, Сrazy Slut Cheats on Joker while hes in Jail (AI Generated)

  2 weeks ago

  PornDr

  cheating, german

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• 07:22 thumb_up 90%

  April Reid gets shoplifted and fucked instead of jail time!

  1 year ago

  Sexu

  caught, shoplifter, thief, teen (18+), shop, shy

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• 19:59

  Cheating Wife Does Anal While Her Husband Is in Jail

  10 months ago

  $$ FapHouse

  POV, cheating, husband, housewife, saggy tits

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• 38:19

  Joshuas brunette smut

  1 month ago

  PornHat

  18, big cock, missionary

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• 39:24 thumb_up 43%

  Caged submissive slave spanked in prison - BDSM fetish

  5 years ago

  xTits

  spanking

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• 07:48 thumb_up 79%

  Redheaded Teen 18+ Strip-search Gone Wild - Guard Fucks Suspect In Prison Cell

  2 months ago

  KePorn

  police, teen (18+)

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• 29:04 thumb_up 90%

  Behind the Walls at Jail House with Special Guest Domina

  10 months ago

  VipTube

  femdom, spanking

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• 09:34

  Patrol officer catches adorable thief Sofia Lee and nails her - young and busty

  5 years ago

  XoZilla

  police, uniform, thief

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• 06:59

  Jailed beauty gets intimate with her female lawyer and loves the outcome

  1 year ago

  HellPorno

  MILF, lesbian, interracial

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• 23:20

  Strange ravage instructor and a chesty chinese girl in jail

  2 years ago

  VideoSection

  chinese

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• 08:30 thumb_up 20%

  Trailer - MDSJ-0002 - Horny Sex Jail - Li Rong Rong - Best Original Asia Porn Video

  2 years ago

  xHamster

  chinese

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• 42:58

  Something Unlimited Part 013 Prison (Game made by Gunsmokegames)

  1 year ago

  xHamster

  anal, handjob, cartoon

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• 42:49

  Ballbusting in Jail with the cockbiting Nun

  7 years ago

  TXXX

  nun

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• 07:43

  Preciosa modelo goes wild for cash with police MDMAs in 4K

  2 years ago

  Sexu

  police, mom

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• 25:32

  Lesbian milf guard uses her power to make the blonde suck her clit and finger her shaved pussy

  3 years ago

  xHamster

  big clit

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• 50:56 thumb_up 48%

  The confession - A slave in interrogation

  2 years ago

  xHamster

  femdom, chastity, bondage

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• 08:04 thumb_up 63%

  Femdom Fun Jail [Full version hentai Prison School]

  3 years ago

  AnySex

  femdom, student, uniform

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• 16:39

  WOMANS PRISON - milf hardcore bdsm

  5 years ago

  xTits

  bondage, BDSM

  flag

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