Prison Guard (1,236)

The best and newest prison guard videos

Women Behind Bars! Old and young lesbian sex between intimate inmates!

57% HD 6:18 / 1:22:21

Women Behind Bars! Old and young lesbian sex between intimate inmates!

Mature.nl 4 months ago

Conjugal Footjob with MILF Prisoner

Conjugal Footjob with MILF Prisoner

Dafreeporn 1 week ago

Conjugal Footjob with MILF Prisoner

70% 1:01 / 14:56

Conjugal Footjob with MILF Prisoner

FapHouse 1 week ago

Blonde with Big Tits Fucks Guard - Asian Inmate Joins the Action

Blonde with Big Tits Fucks Guard - Asian Inmate Joins the Action

xHamster 2 months ago

Curvy doctor Sheena Ryder was caught stealing and punished

Curvy doctor Sheena Ryder was caught stealing and punished

MegaTube 1 year ago

The Prison Guard 6 Amy is making eceryone hot

The Prison Guard 6 Amy is making eceryone hot

xHamster 1 year ago

Hot tattooed MILF Kessie Shy in sexy clothes anal fucked by a security guard to avoid jail

Hot tattooed MILF Kessie Shy in sexy clothes anal fucked by a security guard to avoid jail

XGroovy 3 years ago

The Jail Guard five Maria got plowed by all the Guards and her hubby observed her

The Jail Guard five Maria got plowed by all the Guards and her hubby observed her

HentaiGem 1 year ago

Nightguards of the Femdom Jail: Otk & Mouthsoaping

Nightguards of the Femdom Jail: Otk & Mouthsoaping

xHamster 1 year ago

Wild Lesbian Prison Orgy With Ladies From All Ages!

Wild Lesbian Prison Orgy With Ladies From All Ages!

xHamster 4 months ago

French Hottie Gets Pounded by 5 Prison Guards

French Hottie Gets Pounded by 5 Prison Guards

xHamster 2 weeks ago

Big Boobs Milf Enjoy Prison Life

Big Boobs Milf Enjoy Prison Life

xHamster 3 years ago

Lisa Ann Rocks a Fellow Guards World in Shower

Lisa Ann Rocks a Fellow Guards World in Shower

xHamster 2 months ago

Cowgirl Remy Lacroix pleases guard Parker Ambrose to get free

Cowgirl Remy Lacroix pleases guard Parker Ambrose to get free

XGroovy 8 months ago

Busty MILF Dee Williams saves her boys from jail by fucking mall cop

Busty MILF Dee Williams saves her boys from jail by fucking mall cop

MyLust 3 years ago

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

68% 4K 1:01 / 20:52

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

FapHouse 9 months ago

Fresh Meat for the Warden

Fresh Meat for the Warden

xHamster 5 months ago

16 old and young lesbians in a wild pussylicking, asslicking prison orgy beyond you wildest dreams

60% HD 0:40 / 1:22:21

16 old and young lesbians in a wild pussylicking, asslicking prison orgy beyond you wildest dreams

Mature.nl 4 months ago

Blonde with Big Tits Fucks Guard - Asian Inmate Joins the Action

59% HD 0:39 / 1:30:21

Blonde with Big Tits Fucks Guard - Asian Inmate Joins the Action

FapHouse 4 months ago

Teen thief and her latina MILF stepmother Kylie Kingston fucked by a cop

Teen thief and her latina MILF stepmother Kylie Kingston fucked by a cop

Pornicom 3 years ago

French Honey Gets Pounded by 5 Prison Guards

French Honey Gets Pounded by 5 Prison Guards

FreePorn8 1 week ago

Redhead bitch Lauren Philips gets fucked by cocky prisoner

Redhead bitch Lauren Philips gets fucked by cocky prisoner

DefineBabe 3 weeks ago

The Prison Guard #9

The Prison Guard #9

xHamster 2 months ago

Prisoner Strip Search Anal

57% HD 1:01 / 6:22

Prisoner Strip Search Anal

FapHouse 3 months ago

Conjugal Footjob with mother I'd like to fuck Prisoner

Conjugal Footjob with mother I'd like to fuck Prisoner

FreePorn8 1 week ago

Prison guards penetrate the female inmates

Prison guards penetrate the female inmates

ZBPorn 5 years ago

Blonde Milf Let Security Guard in Police Uniform Fuck Her To Avoid Jail For Stealing - Reality shopliftying episode

Blonde Milf Let Security Guard in Police Uniform Fuck Her To Avoid Jail For Stealing - Reality shopliftying episode

Xtits 3 years ago

French Hottie Gets Pounded by 5 Prison Guards

61% HD 1:01 / 53:56

French Hottie Gets Pounded by 5 Prison Guards

FapHouse 2 weeks ago

The Officer

55% HD 1:01 / 11:02

FapHouse 5 months ago

Autumn Bodell's Prison Playtime

58% HD 1:01 / 23:55

Autumn Bodell's Prison Playtime

FapHouse 5 months ago

Nikki Nicole and Harper Hill get fucked by cocky security guard

Nikki Nicole and Harper Hill get fucked by cocky security guard

DefineBabe 2 months ago

MB Sally Prison Strapping HD.mp4

MB Sally Prison Strapping HD.mp4

xHamster 10 months ago

The Prison Guard 8 Anne had twice a double penetration

The Prison Guard 8 Anne had twice a double penetration

xHamster 1 year ago

The Prison Guard 5 Maria got fucked by all the Guards and her husband watched her.

The Prison Guard 5 Maria got fucked by all the Guards and her husband watched her.

xHamster 1 year ago

Alexis Crystal, Dido Angel, Lola Reve, Ferrara Gomez :: Blonde inmate gangbang with guard and prisoners

Alexis Crystal, Dido Angel, Lola Reve, Ferrara Gomez :: Blonde inmate gangbang with guard and prisoners

BDSMX 3 years ago

New chick has to get fucked

New chick has to get fucked

MilfFox 10 years ago

Breasty golden-haired duet ends up milking security guards wang to avoid jail

Breasty golden-haired duet ends up milking security guards wang to avoid jail

FreePorn8 6 months ago

Naughty MYLF Sheena Ryder screwed by cocky LP officer

Naughty MYLF Sheena Ryder screwed by cocky LP officer

DefineBabe 1 year ago

All Sex Scenes From the Game - the Prison Guard 0.4

48% 1:01 / 6:59

All Sex Scenes From the Game - the Prison Guard 0.4

FapHouse 1 year ago

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

58% 4K 0:39 / 20:52

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

FapHouse 9 months ago

Teen thief and her latina MILF stepmother Kylie Kingston fucked by a cop

Teen thief and her latina MILF stepmother Kylie Kingston fucked by a cop

Pervclips 3 years ago

Female prison guards (short)

Female prison guards (short)

PornFreeNow 4 months ago

”Huge titted jail guard Kailani Kai bangs with prisoner”

”Huge titted jail guard Kailani Kai bangs with prisoner”

Fapnow 1 year ago

Experienced woman is fucking a guard in her prison cell

60% 1:01 / 18:14

Experienced woman is fucking a guard in her prison cell

FapHouse 5 years ago

Iraqi Slut Alina Angel Fucked Deep by Prison Guard

Iraqi Slut Alina Angel Fucked Deep by Prison Guard

XXXShake 4 months ago

The Prison Guard Update #15 to Be Continue

The Prison Guard Update #15 to Be Continue

xHamster 4 months ago

Hate Fuckin' Part 2

HD 0:39 / 14:45

Hate Fuckin' Part 2

FapHouse 1 year ago

Autumn Bodell's Prison Playtime

Autumn Bodell's Prison Playtime

xHamster 4 months ago

Inmate bangs the fuck out of busty blonde prison guard after she sucks his cock

Inmate bangs the fuck out of busty blonde prison guard after she sucks his cock

XXXShake 4 weeks ago

Ginger MILF Lauren Phillips Gets Her Pussy Stuffed by Guard Behind Bars

HD 0:39 / 30:29

Ginger MILF Lauren Phillips Gets Her Pussy Stuffed by Guard Behind Bars

FapHouse 3 weeks ago

A scared blonde convict seeks solace in the brunette guard with a strapon and thirst for ass eating

A scared blonde convict seeks solace in the brunette guard with a strapon and thirst for ass eating

xHamster 3 years ago

French Babe Gets Pounded by 5 Prison Guards

French Babe Gets Pounded by 5 Prison Guards

Lesbian8 1 week ago

Savvy Suxx gets eaten out and screwed by cocky LP officer

Savvy Suxx gets eaten out and screwed by cocky LP officer

MilfFox 1 year ago

Slutty doctor Sheena Ryder gets fucked good and proper

Slutty doctor Sheena Ryder gets fucked good and proper

MilfFox 1 year ago

Granny in Jail Ai Porn Slideshow

Granny in Jail Ai Porn Slideshow

xHamster 6 months ago

Ultra Hot Lesbians Get Spnaking Punishment By Prison Guard That Turns Into Pussy Eating Sex

Ultra Hot Lesbians Get Spnaking Punishment By Prison Guard That Turns Into Pussy Eating Sex

AbXXX 11 months ago

Delinquent Valerie Gets an Intense Lesson on the Parrot Swing with Her Tits Being Slapped and a Huge Anal Hook Deep in Her Ass

HD 1:01 / 15:59

Delinquent Valerie Gets an Intense Lesson on the Parrot Swing with Her Tits Being Slapped and a Huge Anal Hook Deep in Her Ass

FapHouse 1 day ago

Prison guard couldn't resist the charm of the busty criminal.

Prison guard couldn't resist the charm of the busty criminal.

XGroovy 8 months ago

All Sex Scenes From the Game - the Prison Guard 0.4

60% 0:39 / 6:59

All Sex Scenes From the Game - the Prison Guard 0.4

FapHouse 1 year ago

Conjugal Footjob with MILF Prisoner

61% 0:39 / 14:56

Conjugal Footjob with MILF Prisoner

FapHouse 1 week ago

Prison Guard Enjoys Inmates’ Throat Action Behind Bars

Prison Guard Enjoys Inmates’ Throat Action Behind Bars

XXXShake 1 year ago

Tatiana Alvarez and La Paisita Oficial get banged in prison cell

Tatiana Alvarez and La Paisita Oficial get banged in prison cell

MilfFox 4 months ago

Prison guard gets seduced by horny brunette slut

Prison guard gets seduced by horny brunette slut

xHamster 4 years ago

Prison Meat Cravings (USA 1998, Heather Hunter, Monique)

Prison Meat Cravings (USA 1998, Heather Hunter, Monique)

Eporner 3 years ago

Female prison guards (short)

Female prison guards (short)

Lesbian8 4 months ago

a nice DP with the prison guards for this Italian slut

a nice DP with the prison guards for this Italian slut

xHamster 10 months ago

The Jail Guard 8 Anne had two times a double penetration

The Jail Guard 8 Anne had two times a double penetration

HentaiGem 1 year ago

The Jail Guard five Maria got humped by all the Guards and her spouse observed her.

The Jail Guard five Maria got humped by all the Guards and her spouse observed her.

HentaiGem 1 year ago

Ebony Prisoner Strap On fuck With Guard And Mature Shrink

Ebony Prisoner Strap On fuck With Guard And Mature Shrink

xHamster 4 years ago

Kailani Kai Fucks Inmate

Kailani Kai Fucks Inmate

Some.Porn 6 months ago

Stealing wifes big ass hammered from behind by horny officer

Stealing wifes big ass hammered from behind by horny officer

SleazyNEasy 8 months ago

prison for very bad bad girls

prison for very bad bad girls

PornOne 9 years ago

Oriental mother I'd like to fuck thief Christy Love squirting on a LP officers large wang

Oriental mother I'd like to fuck thief Christy Love squirting on a LP officers large wang

BigTitsLust 3 years ago

Prison Guard - ep 12 (Fingering in the hallway)

Prison Guard - ep 12 (Fingering in the hallway)

Pornzona 2 weeks ago

Big Butts Like It Big - Mature Shyla Stylez throat fuck scene

Big Butts Like It Big - Mature Shyla Stylez throat fuck scene

WankTubeTV 8 years ago

Officer Melanie Hicks reprimands Logan with her amazing pussy

Officer Melanie Hicks reprimands Logan with her amazing pussy

FapHouse 3 years ago

Savvy Suxx takes officer Rustys deal letting him fuck her pussy

Savvy Suxx takes officer Rustys deal letting him fuck her pussy

Pornicom 1 year ago

Danny D Brunette Asian girl with big tits seduced the guard

Danny D Brunette Asian girl with big tits seduced the guard

Xfeed 1 month ago

Sherief Lesbo Femdom

60% HD 0:39 / 19:28

Sherief Lesbo Femdom

FapHouse 2 years ago

Lesbian Prison Guard Has Anal Threesome With Inmates

Lesbian Prison Guard Has Anal Threesome With Inmates

AbXXX 1 year ago

Haley Cummings in lingerie gets down and dirty with a busty blonde in a hardcore prison sex romp

Haley Cummings in lingerie gets down and dirty with a busty blonde in a hardcore prison sex romp

Pornicom 4 months ago

Prison Guard Jasmine Webb Dominates Inmates Blanc & Ellis

Prison Guard Jasmine Webb Dominates Inmates Blanc & Ellis

XXXShake 4 years ago

Security guard makes milf suspect squirt all over the place

Security guard makes milf suspect squirt all over the place

VikiPorn 1 month ago

Blonde prison guard gets naughty with her busty milf criminal who likes to eat pussy

Blonde prison guard gets naughty with her busty milf criminal who likes to eat pussy

xHamster 2 years ago

Basketball COUGAR screws security guard to avoid prison

Basketball COUGAR screws security guard to avoid prison

PornDR 1 week ago

”COUGAR guard assfucking lesbian inmates”

”COUGAR guard assfucking lesbian inmates”

Faptor 2 years ago

Hairy MILF Dominates Guard – Rough Prison BDSM Blowjob Session

Hairy MILF Dominates Guard – Rough Prison BDSM Blowjob Session

JpMilfs 1 year ago

Basketball MILF fucks security guard to avoid jail

Basketball MILF fucks security guard to avoid jail

Pervclips 1 week ago

Basketball MILF fucks security guard to avoid jail

Basketball MILF fucks security guard to avoid jail

Fapnado 4 days ago

Security guard makes milf suspect squirt all over the place

Security guard makes milf suspect squirt all over the place

Wankoz 1 month ago

Ginger Seasoned beauty Lauren Phillips Gets Her Hole Stuffed By Guard Behind Bars

Ginger Seasoned beauty Lauren Phillips Gets Her Hole Stuffed By Guard Behind Bars

Slutr 3 weeks ago

French Hottie Gets Pounded by 5 Prison Guards

58% HD 0:39 / 53:56

French Hottie Gets Pounded by 5 Prison Guards

FapHouse 2 weeks ago

The Prison Guard 5 Maria Got Fucked By All The Guards And Her Husband Watched Her

The Prison Guard 5 Maria Got Fucked By All The Guards And Her Husband Watched Her

AniPorn 2 weeks ago

Prisoner Under Strict Interrogation Part 1

HD 1:01 / 13:49

Prisoner Under Strict Interrogation Part 1

FapHouse 7 months ago

The Prison Guard 5 Maria got fucked by all the Guards and her husband watched her

The Prison Guard 5 Maria got fucked by all the Guards and her husband watched her

xHamster 1 year ago

Prison Whipping & Loopy Johnny on Three Prisoners

HD 0:39 / 11:38

Prison Whipping & Loopy Johnny on Three Prisoners

FapHouse 10 months ago

Hj And Huge Titty Busty Prison Guard Rides A Cock

Hj And Huge Titty Busty Prison Guard Rides A Cock

TheyAreHuge 4 years ago

Kristina Rose Is One Of The Bubble Butt Cuties

Kristina Rose Is One Of The Bubble Butt Cuties

xHamster 3 years ago

Spanked Convict

50% HD 1:01 / 9:17

Spanked Convict

FapHouse 5 months ago

Granny in Jail Ai Porn Slideshow

45% HD 0:39 / 3:35

Granny in Jail Ai Porn Slideshow

FapHouse 6 months ago

Bitchy babes Riley Reid and Shay Fox enjoys lesbian sex

Bitchy babes Riley Reid and Shay Fox enjoys lesbian sex

OK.XXX 3 years ago

”Wild Prison Group Sex: 16 Lezzies Lick Everywhere”

”Wild Prison Group Sex: 16 Lezzies Lick Everywhere”

TransHero 3 weeks ago

Naughty prison guard with perfect tits gets fucked in the ass by convict and crime bosses

Naughty prison guard with perfect tits gets fucked in the ass by convict and crime bosses

xHamster 2 years ago

”Stealing wifes big ass hammered from behind by horny officer”

”Stealing wifes big ass hammered from behind by horny officer”

429Men 1 month ago

”Huge titted prison guard Kailani Kai bangs with prisoner”

”Huge titted prison guard Kailani Kai bangs with prisoner”

429Men 1 month ago

Prison Guard Ass Fucked The Innocent Lesbian

Prison Guard Ass Fucked The Innocent Lesbian

VipTube 9 years ago

Granny in Jail Ai Porn Slideshow

51% HD 0:39 / 3:35

Granny in Jail Ai Porn Slideshow

FapHouse 6 months ago

”Wild Prison Group Sex: 16 Lesbian Girls Lick Everywhere”

”Wild Prison Group Sex: 16 Lesbian Girls Lick Everywhere”

HQBang 3 weeks ago

The Prison Guard 7 Amy tought Sarah how she does things in prison

The Prison Guard 7 Amy tought Sarah how she does things in prison

xHamster 1 year ago

Strip and Search Vol1

Strip and Search Vol1

xHamster 1 year ago

”Wild Prison Group Sex: 16 Lesbian Girls Lick Everywhere”

”Wild Prison Group Sex: 16 Lesbian Girls Lick Everywhere”

Faptor 1 month ago

Sexy Prison Guard Isis Love Banged By Prisoner Dick

Sexy Prison Guard Isis Love Banged By Prisoner Dick

Nuvid 4 years ago

Big Tits in Bighouse

Big Tits in Bighouse

Some.Porn 1 year ago

Zesty Zoey Holiday getting her butthole widened here

Zesty Zoey Holiday getting her butthole widened here

OK.XXX 3 years ago

Ginger MILF Lauren Phillips Gets Her Pussy Stuffed by Guard Behind Bars

HD 1:01 / 30:29

Ginger MILF Lauren Phillips Gets Her Pussy Stuffed by Guard Behind Bars

FapHouse 3 weeks ago

Being new to the prison the blonde with big tits gets taken advantage of by the lesbian guard

Being new to the prison the blonde with big tits gets taken advantage of by the lesbian guard

xHamster 3 years ago

Hijab girl gangbanged by prison guards in an orgiastic public session

Hijab girl gangbanged by prison guards in an orgiastic public session

MatureXL 7 months ago

French Playgirl Gets Pounded by 5 Prison Guards

French Playgirl Gets Pounded by 5 Prison Guards

PornFreeNow 1 week ago

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

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

xHamster 3 years ago

Special Prison Guard Woman Miyu Yanagi

Special Prison Guard Woman Miyu Yanagi

Eporner 1 year ago

1 2 3 4 5

1,236 results found

Categories Pornstars

Categories Pornstars

XXXMILFs: MILF porn videos & XXX movies

Parents

Xxxmilfs.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Xxxmilfs.com. All rights reserved.

© 2026 Xxxmilfs.com. All rights reserved.