Punishment Videos (59,138)

Izzi Private Show

Izzi Private Show

Flirt4Free 3 weeks ago

Troy Khalil Private Show

HD 2:00 / 14:47

Troy Khalil Private Show

Flirt4Free 2 years ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 1 year ago

Asian Ladyboy dominatrix punishing a slave client micro

Asian Ladyboy dominatrix punishing a slave client micro

FetishShrine 2 years ago

This Dildo Got What It Deserved

This Dildo Got What It Deserved

XHamster 6 months ago

Heshe Aubrey Kate face fucks and anal plows Pierce Paris

Heshe Aubrey Kate face fucks and anal plows Pierce Paris

Sheshaft 1 year ago

Executioners

Some.Porn 1 year ago

Mikes Hanon Private Show

HD 2:00 / 13:44

Mikes Hanon Private Show

Flirt4Free 4 years ago

Anne Johnsons Private Show

HD 2:00 / 15:49

Anne Johnsons Private Show

Flirt4Free 5 months ago

Very Harsh & Graphic Verbal Dom

53% 4K 2:00 / 11:13

Very Harsh & Graphic Verbal Dom

Flirt4Free 11 months ago

Luna Florez Private Show

HD 2:00 / 12:11

Luna Florez Private Show

Flirt4Free 3 years ago

This Is How I Punish Myself When I Am Too Sorry

This Is How I Punish Myself When I Am Too Sorry

XHamster 11 months ago

”Bound blond squirting beaver toyed”

”Bound blond squirting beaver toyed”

TransHero 7 months ago

RUBBER PETS MATCH MAKERS | MISTRESS DAMAZONIA & XXX SLAYER & CIBBY

56% HD 0:10 / 26:24

RUBBER PETS MATCH MAKERS | MISTRESS DAMAZONIA & XXX SLAYER & CIBBY

LoyalFans 2 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

She Is Going to Punish This Obedient Brat and Give Her a Red Ass

She Is Going to Punish This Obedient Brat and Give Her a Red Ass

PornFreeNow 3 months ago

Shemale Beatrice Andrade submits her slave with the cock

Shemale Beatrice Andrade submits her slave with the cock

XHamster 1 year ago

Anahi Hefner Private Show

HD 2:00 / 22:27

Anahi Hefner Private Show

Flirt4Free 3 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 5 days ago

cherry and i dominate our disobedient puppies nyxi and livi

41% HD 0:30 / 33:02

cherry and i dominate our disobedient puppies nyxi and livi

AnalVids 1 year ago

Nettles chastity torture

Nettles chastity torture

XHamster 3 years ago

Harris Morrison Private Show

64% 4K 2:00 / 14:28

Harris Morrison Private Show

Flirt4Free 3 months ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 week ago

Hairy hunk with a big cock gets a hot creampie after getting caught in the act

Hairy hunk with a big cock gets a hot creampie after getting caught in the act

GayVD 2 months ago

Liam & Jacob Private Show

62% HD 2:00 / 5:51

Liam & Jacob Private Show

Flirt4Free 1 year ago

Huge BBC Takes Ria Bentley to Poundtown with Creampie

Huge BBC Takes Ria Bentley to Poundtown with Creampie

XHamster 1 year ago

Sophia Loreen Party on Oct 31, 2025 - Part 2

58% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 8 months ago

Watch this Indian boy get punished for failing his class with a big black bear

Watch this Indian boy get punished for failing his class with a big black bear

GayVD 2 weeks ago

Some other workout

Some other workout

ShemaleSin 2 weeks ago

Sophia Loreen Private Show

61% HD 2:00 / 8:40

Sophia Loreen Private Show

Camster 1 month ago

Marian & Richard Private Show

53% HD 2:00 / 5:27

Marian & Richard Private Show

Camster 1 month ago

Christian & Lian Private Show

51% HD 2:00 / 15:05

Christian & Lian Private Show

Flirt4Free 3 years ago

Officer Ariel Takes Charge

70% 1:01 / 24:58

Officer Ariel Takes Charge

FapHouse 2 months ago

Bukkake #2 the *** 9 T-girls Mass Cumming

47% HD 0:39 / 29:41

Bukkake #2 the *** 9 T-girls Mass Cumming

FapHouse 3 years ago

futa step-sis makes you her slave- punishment painal, slapping, spitting

HD 0:30 / 21:03

futa step-sis makes you her slave- punishment painal, slapping, spitting

IWantClips 3 years ago

You Missed a Spot

59% HD 0:39 / 37:53

You Missed a Spot

FapHouse 9 months ago

Skinny dude buttfucked by stranger

Skinny dude buttfucked by stranger

Some.Porn 10 months ago

Sophia Loreen Private Show

62% HD 2:00 / 18:41

Sophia Loreen Private Show

Camster 3 weeks ago

Lady Punishes Her Sissy Slut Michelle for Not Wearing Propper Lingerie for Bed

Lady Punishes Her Sissy Slut Michelle for Not Wearing Propper Lingerie for Bed

XHamster 2 years ago

Owen & Ronaldo & Patric Private Show

50% HD 2:00 / 14:02

Owen & Ronaldo & Patric Private Show

Flirt4Free 3 years ago

step-mommy punishes gamer girl nyxi

HD 0:30 / 11:47

step-mommy punishes gamer girl nyxi

AnalVids 1 month ago

Desire Sweet Private Show

HD 2:00 / 11:44

Desire Sweet Private Show

Camster 8 months ago

Jia’s Punishment

50% 4K 0:24 / 11:35

Jia’s Punishment

Futanari 4 years ago

FTM self vagina punishment ~ Whipping BIGGEST clitoris ~ Riding Crop ~ Pinwheel

FTM self vagina punishment ~ Whipping BIGGEST clitoris ~ Riding Crop ~ Pinwheel

ShemaleSin 2 years ago

Luna Florez Private Show

62% HD 2:00 / 14:57

Luna Florez Private Show

Camster 4 months ago

Luna Florez Private Show

4K 2:00 / 20:15

Luna Florez Private Show

Camster 8 months ago

Shemale Yanka Fucks Loser Face - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

HD 0:30 / 33:09

Shemale Yanka Fucks Loser Face - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

Clips4sale 9 months ago

You Missed a Spot

You Missed a Spot

XHamster 9 months ago

Put Your Tongue into My Foreskin

67% HD 2:00 / 5:07

Put Your Tongue into My Foreskin

Flirt4Free 2 years ago

Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn

Staying in: Chelsea Marie Punishes Girlfriend Cherry Torn

ShemaleSin 7 months ago

PUNISHMENT

AShemaleTube 8 months ago

Busty Shemale Punishes Dude in Black Mask

Busty Shemale Punishes Dude in Black Mask

BeMyHole 1 year ago

Facesitting Puny Dick Slaves

67% HD 0:10 / 6:08

Facesitting Puny Dick Slaves

LoyalFans 2 years ago

Humiliated By Two Futas - Ft Imilia Audley & TheeCeleste

Humiliated By Two Futas - Ft Imilia Audley & TheeCeleste

Clips4sale 1 year ago

Nurse Tgirl fucked by perv policeman - GenderX Films

Nurse Tgirl fucked by perv policeman - GenderX Films

XGroovy 1 year ago

It's very easy to get out of bed when it's cold and raining

It's very easy to get out of bed when it's cold and raining

XHamster 7 months ago

Adele & Eccatelina Private Show

62% HD 2:00 / 4:57

Adele & Eccatelina Private Show

Flirt4Free 3 years ago

Sexy trans Stefani Special rails stranger Endza Adairs in the sauna

Sexy trans Stefani Special rails stranger Endza Adairs in the sauna

UrGayPorn 1 year ago

Luna Florez Private Show

63% 4K 2:00 / 5:46

Luna Florez Private Show

Flirt4Free 1 week ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 1 year ago

Ella Mistress Private Show

55% HD 2:00 / 10:04

Ella Mistress Private Show

Flirt4Free 2 years ago

Colombian Boys Private Show

63% 4K 2:00 / 4:04

Colombian Boys Private Show

Flirt4Free 2 months ago

Sophia Loreen Private Show

58% HD 2:00 / 4:11

Sophia Loreen Private Show

Flirt4Free 5 years ago

Shocking Confession to the Wedding Priest!

Shocking Confession to the Wedding Priest!

XHamster 2 years ago

”Lesbian wrestler fucking bound opponent”

”Lesbian wrestler fucking bound opponent”

TransHero 7 months ago

Stepmother Teaches Her Transgender Stepdaughter How to Perform Rituals to Bring a Slave to Orgasm

48% HD 0:39 / 7:52

Stepmother Teaches Her Transgender Stepdaughter How to Perform Rituals to Bring a Slave to Orgasm

FapHouse 2 months ago

Bondage Hentai Shemale With Three Cocks Gets Punishment

Bondage Hentai Shemale With Three Cocks Gets Punishment

BeMyHole 2 years ago

Hot shemale professor gives the naughty guy a punishment he will never forget

Hot shemale professor gives the naughty guy a punishment he will never forget

Tranny.one 4 years ago

Self bondage inflation gone wrong - extreme air enema with powerfull compressors

Self bondage inflation gone wrong - extreme air enema with powerfull compressors

AbTranny 2 years ago

”Babe gang bang ravaged at public gallery”

”Babe gang bang ravaged at public gallery”

TransHero 7 months ago

Kitty Kunt and her huge she cock

Kitty Kunt and her huge she cock

XHamster 4 months ago

Cross-training Cock

Cross-training Cock

Some.Porn 1 year ago

Eva Lin First Trans BDSM Domination

Eva Lin First Trans BDSM Domination

GayVids 5 months ago

Delivery guy gets tipped by the kinky TS babe with the hardcore anal banging

Delivery guy gets tipped by the kinky TS babe with the hardcore anal banging

Tranny.one 4 years ago

Teasing with My Big Butt and Big Legs

HD 2:00 / 25:40

Teasing with My Big Butt and Big Legs

Flirt4Free 2 years ago

Gagged redhead black serf Daisy Ducati gets crotch rope servitude and whip then hanged for limbs gets twat vibrated by slaver James Mogul on hogtie

Gagged redhead black serf Daisy Ducati gets crotch rope servitude and whip then hanged for limbs gets twat vibrated by slaver James Mogul on hogtie

Ebony8 8 months ago

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

XHamster 3 months ago

Kendall Penny - Punishes Corbin Dallas

Kendall Penny - Punishes Corbin Dallas

AbTranny 6 years ago

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - CLIP 2 OF 5 - WMV

68% 0:18 / 5:07

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - CLIP 2 OF 5 - WMV

Clips4sale 1 year ago

Shemale Babysitter Natalie Mars Gets Caught In The Act!

Shemale Babysitter Natalie Mars Gets Caught In The Act!

Eporner 1 year ago

Viky & Emma Private Show

56% HD 2:00 / 5:59

Viky & Emma Private Show

Flirt4Free 5 months ago

Sophia Loreen Party on Apr 25, 2026 - Part 3

59% HD 2:00 / 1:59:26

Sophia Loreen Party on Apr 25, 2026 - Part 3

Flirt4Free 2 months ago

Sophia Loreen Private Show

HD 2:00 / 10:15

Sophia Loreen Private Show

Flirt4Free 1 month ago

Chapter One: Sassy Sissy

Premium HD 22:45

Chapter One: Sassy Sissy

XVideosRed 1 year ago

Shemale Asuka Extreme Tits Vacuum Pump Lactation and Nipple Punishment with Heels

Shemale Asuka Extreme Tits Vacuum Pump Lactation and Nipple Punishment with Heels

XHamster 1 month ago

Latex wearing transgender babe tortures and fucks a helpless slave without a condom

Latex wearing transgender babe tortures and fucks a helpless slave without a condom

Tranny.one 4 years ago

Verbal Domination + Giant Cumshot

51% HD 2:00 / 21:32

Verbal Domination + Giant Cumshot

Flirt4Free 3 years ago

Even though we had too much time to keep my body warm

Even though we had too much time to keep my body warm

XHamster 5 months ago

Sabrisse and Jia Lissa in wild lesbian 69 with trimmed pussy and high heels

Sabrisse and Jia Lissa in wild lesbian 69 with trimmed pussy and high heels

Some.Porn 2 years ago

Luccas & Jhordy & Master Private Show

55% HD 2:00 / 14:28

Luccas & Jhordy & Master Private Show

Flirt4Free 5 months ago

Julieta Shayk Private Show

HD 2:00 / 11:45

Julieta Shayk Private Show

Flirt4Free 5 months ago

Trans woman forming a submissive partner with dogplay while her husband films.

Trans woman forming a submissive partner with dogplay while her husband films.

BoyFriendTV 3 months ago

Latex maid Lisa gets a good spanking and flogging from TGirl Mistress Jenny

Latex maid Lisa gets a good spanking and flogging from TGirl Mistress Jenny

XHamster 4 years ago

Mao Chinen

Some.Porn 1 year ago

Sissy Crossdresser Fastened Up, Gagged, Cums in Chastity

Sissy Crossdresser Fastened Up, Gagged, Cums in Chastity

SortPorn 5 years ago

Beautiful Blonde Asian Trans Girl Sunbathing Ends up in My Room Getting Fucked

Beautiful Blonde Asian Trans Girl Sunbathing Ends up in My Room Getting Fucked

XHamster 2 months ago

Stepdad pounds his stepdaughter's tight pussy while wearing braces - Scarlet Skies

Stepdad pounds his stepdaughter's tight pussy while wearing braces - Scarlet Skies

Some.Porn 2 years ago

Colombian Boys Private Show

60% HD 2:00 / 23:35

Colombian Boys Private Show

Flirt4Free 2 years ago

Spandex Sissy Punished By V-card Fuckmachine Smacking Dickblowing Pegging By Domina Mercer

Spandex Sissy Punished By V-card Fuckmachine Smacking Dickblowing Pegging By Domina Mercer

GetTranny 7 months ago

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

AShemaleTube 1 year ago

Sophia Loreen Private Show

62% HD 2:00 / 14:34

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Crossdressed twink fucked bareback by straight curious Arab

Crossdressed twink fucked bareback by straight curious Arab

Tranny.one 3 years ago

Nicco & Michael & Santiago Private Show

54% HD 2:00 / 6:03

Nicco & Michael & Santiago Private Show

Flirt4Free 2 years ago

”Military Sluts Aphrodite Adams & Rachael Belle are Punished by Drill Sargent, Cherry Mavrik”

”Military Sluts Aphrodite Adams & Rachael Belle are Punished by Drill Sargent, Cherry Mavrik”

Rainblow 2 years ago

I can't stop thinking about my best friend's relationship with me

I can't stop thinking about my best friend's relationship with me

XHamster 7 months ago

Freaks of Nature 26 Aged Fisted and Vagina Slapping

Freaks of Nature 26 Aged Fisted and Vagina Slapping

MatureTubeHere 5 years ago

This Little Ass in a Skirt Looks Delicious

49% HD 2:00 / 5:51

This Little Ass in a Skirt Looks Delicious

Flirt4Free 2 years ago

Punishing My Girlcock With a Fleshlight Until I Explode

Punishing My Girlcock With a Fleshlight Until I Explode

Pornzona 2 months ago

Tiny Liar Devoured by My Huge Cock - Caught Forever in My Balls

Tiny Liar Devoured by My Huge Cock - Caught Forever in My Balls

XHamster 6 months ago

Busty shemale punisher spanks and fucks her lover with a

Busty shemale punisher spanks and fucks her lover with a

XHamster 1 year ago

Sissy was fucked and punished by her mistress

Sissy was fucked and punished by her mistress

Pornzona 2 weeks ago

Finger Blowjob Hot Sexy

Finger Blowjob Hot Sexy

Camster 4 months ago

”On The Wrong Track - Reagan Foxx, Madi Collins, Kimmy Kimm”

”On The Wrong Track - Reagan Foxx, Madi Collins, Kimmy Kimm”

TransHero 7 months ago

Daniel & Angel & Bayron & Johan Private Show

Daniel & Angel & Bayron & Johan Private Show

Flirt4Free 2 years ago

Jhordy & Maxx Private Show

69% HD 2:00 / 5:03

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Shemale Louyse Hills First Facesitting Experience - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

HD 0:20 / 33:38

Shemale Louyse Hills First Facesitting Experience - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

Clips4sale 3 years ago

Massagin' Big Mams

Massagin' Big Mams

Some.Porn 1 year ago

”Teaser Stepsis Punished in Laundry Room”

”Teaser Stepsis Punished in Laundry Room”

ThePornstar 2 years ago

Master & Ithan & Aleex Private Show

51% HD 2:00 / 38:32

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

Jhon & Derek & Chris Private Show

60% HD 2:00 / 19:26

Jhon & Derek & Chris Private Show

Flirt4Free 3 years ago

1 2 3 4 5

59,138 results found

Narrow your search

slave punishment anal punishment punishment anal spanking punishment punishment gangbang bbc punishment lesbian punishment self punishment mom punishment stepmom punishment diaper punishment enema punishment rough punishment corporal punishment femdom punishment asian punishment punishment teen 18+ strapon punishment hard punishment teen punishment 18+

Categories Pornstars

Categories Pornstars

Parents

Pornmd.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 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.