Punish Videos (59,133)

Luccas & Jhordy & Master Private Show

HD 2:00 / 12:18

Luccas & Jhordy & Master Private Show

Flirt4Free 5 months ago

Sara & Elver Private Show

56% HD 2:00 / 6:14

Sara & Elver Private Show

Flirt4Free 7 months ago

Spanked by the Sadistic Sex Fiends!

Premium 62% HD 39:45

Spanked by the Sadistic Sex Fiends!

TransAngels 6 years ago

TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)

TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)

XHamster 4 years ago

Charlie Cano Private Show

54% HD 2:00 / 7:16

Charlie Cano Private Show

Flirt4Free 3 years ago

Sophie Fantasy Private Show

Sophie Fantasy Private Show

Flirt4Free 2 weeks ago

Chained hentai gets whipped and punishment

Chained hentai gets whipped and punishment

VikiPorn 13 years ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 3 years ago

Asian t girl dominatrix punishing a slave client microp

Asian t girl dominatrix punishing a slave client microp

Eporner 2 years ago

Sophia Loreen Strip

54% HD 2:00 / 4:00

Sophia Loreen Strip

Flirt4Free 3 years ago

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

UrGayPorn 9 months ago

Julia Gives Student a Schooling - TGirlJapan

Julia Gives Student a Schooling - TGirlJapan

AbTranny 6 years ago

Shemale Domination - 15 - Isa Laurens & Rick Bitch

60% 0:39 / 21:31

Shemale Domination - 15 - Isa Laurens & Rick Bitch

FapHouse 6 months ago

Sexy TS Viviana Rose gets Punished, fucked, facial & fucked more!

Sexy TS Viviana Rose gets Punished, fucked, facial & fucked more!

AShemaleTube 5 months ago

Three brunette shemale punishers in leather boots spank and fuck a dude

Three brunette shemale punishers in leather boots spank and fuck a dude

AShemaleTube 1 year ago

Big-titted busty TS drilled by her BF

Big-titted busty TS drilled by her BF

Some.Porn 10 months ago

”Guided Back to Purity”

”Guided Back to Purity”

TransHero 7 months ago

winter bluu sock wrestling loser gets punished

winter bluu sock wrestling loser gets punished

AShemaleTube 4 years ago

”Used Hoe Holes part II”

”Used Hoe Holes part II”

TransHero 6 months ago

Employee's Dad

Some.Porn 2 years ago

Master & Ithan & Aleex Private Show

38% HD 2:00 / 33:20

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

Catching the Panty Sniffer

55% HD 0:39 / 11:56

Catching the Panty Sniffer

FapHouse 3 weeks ago

Elix & Elias & Paulo Private Show

47% HD 2:00 / 11:00

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Shemale gets punished in the prison

Shemale gets punished in the prison

AShemaleTube 14 years ago

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

XHamster 5 months ago

Asian Femboy Tap Forty Punished by Stepbro with Rough Anal & Facial

52% HD 0:39 / 28:08

Asian Femboy Tap Forty Punished by Stepbro with Rough Anal & Facial

FapHouse 4 months ago

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

XHamster 5 months ago

FuCk Me Hard Plz I want Big CXXX Hot Sexy Shemale Hot Sex Videos Xnxx Videos Xhamstar Videos Beautiful Shemales Videos FapHouse

FuCk Me Hard Plz I want Big CXXX Hot Sexy Shemale Hot Sex Videos Xnxx Videos Xhamstar Videos Beautiful Shemales Videos FapHouse

XHamster 6 days ago

Latex Domination and Sissy Training

Latex Domination and Sissy Training

TransTube.tv 3 weeks ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

61% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

Clips4sale 2 years ago

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

Sissy Strained to Suck Mistress's Strap-on Before Getting Fucked Hard

XHamster 9 months ago

Orianna Dunn Private Show

45% HD 2:00 / 4:33

Orianna Dunn Private Show

Flirt4Free 2 years ago

Stranded and Afraid: Trading Hitchhiker Stepdaughters

Stranded and Afraid: Trading Hitchhiker Stepdaughters

Some.Porn 1 year ago

I Can Be Very Verbal and Explicit Sometimes

53% HD 2:00 / 11:03

I Can Be Very Verbal and Explicit Sometimes

Flirt4Free 2 years ago

Venezuelan friend with good cock of 23cm eating chicken ass Bogota

Venezuelan friend with good cock of 23cm eating chicken ass Bogota

XHamster 1 month ago

This Town Ain't Big Enough for the Two of Us: Futa Sheriff Gives Criminal Rough Punishment Pegging

This Town Ain't Big Enough for the Two of Us: Futa Sheriff Gives Criminal Rough Punishment Pegging

XHamster 6 months ago

Danielle Punish Curieuse Skater Boy

Danielle Punish Curieuse Skater Boy

Eporner 3 weeks ago

Verticalargument4

Verticalargument4

XHamster 1 month ago

Getting Punished in His Office for Failing His Course. Bless That Dick

Getting Punished in His Office for Failing His Course. Bless That Dick

XHamster 1 year ago

”Elder Mabry’s Booty Atonement”

”Elder Mabry’s Booty Atonement”

TransHero 7 months ago

Four shemale punishers in black leather outfits manhandle a

Four shemale punishers in black leather outfits manhandle a

XHamster 2 years ago

This Dildo Got What It Deserved

70% 0:39 / 4:05

This Dildo Got What It Deserved

FapHouse 6 months ago

My Deep Throat

XHamster 2 years ago

TS Jesse Punishes A Cis and Trans Man

TS Jesse Punishes A Cis and Trans Man

BeMyHole 5 years ago

Real SISSY ENEMA slave cums in his own mouth

Real SISSY ENEMA slave cums in his own mouth

XHamster 1 year ago

”Adorable teen in wetlook gets hard punishment”

”Adorable teen in wetlook gets hard punishment”

ThePornstar 1 year ago

Trans Gal Worships His Trans Wang Before This chab Wrecks Her Ass

Trans Gal Worships His Trans Wang Before This chab Wrecks Her Ass

Dafreeporn 7 months ago

Trans Aubrey Kate face fucks and anal plows Pierce Paris

Trans Aubrey Kate face fucks and anal plows Pierce Paris

UrGayPorn 7 months ago

squirt

Camster 3 years ago

Pegging gangbang for naughty students

62% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

Sophia Loreen Party on Jul 19, 2026 - Part 3

HD 2:00 / 29:44

Sophia Loreen Party on Jul 19, 2026 - Part 3

Camster 2 days ago

SEXY TS VIVIANA ROSE GETS PUNISHED #1

SEXY TS VIVIANA ROSE GETS PUNISHED #1

AShemaleTube 6 months ago

Shocking Confession to the Wedding Priest!

74% HD 0:39 / 9:27

Shocking Confession to the Wedding Priest!

FapHouse 2 years ago

Futa Destroys Your Cock & Balls - Ft Imilia Audley

HD 0:25 / 17:37

Futa Destroys Your Cock & Balls - Ft Imilia Audley

Clips4sale 1 year ago

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

AShemaleTube 5 years ago

Julia Gives a Schooling - TGirlJapanHardcore

Julia Gives a Schooling - TGirlJapanHardcore

AbTranny 6 years ago

Charlie Cano Private Show

61% HD 2:00 / 27:25

Charlie Cano Private Show

Flirt4Free 3 years ago

Mistress t pt 2 crossdresser punishment strip and hook

Mistress t pt 2 crossdresser punishment strip and hook

SexTubeSpot 6 years ago

Nyobi Khan - Cock Worship

Nyobi Khan - Cock Worship

XHamster 1 year ago

Helpless medical assistant caught jerking off & punished with rough sex

Helpless medical assistant caught jerking off & punished with rough sex

Pornwhite 7 months ago

Archie Blossom Private Show

62% HD 2:00 / 5:06

Archie Blossom Private Show

Flirt4Free 4 months ago

Extremely Graphic Descriptive Verbal Dom

66% 4K 2:00 / 22:10

Extremely Graphic Descriptive Verbal Dom

Flirt4Free 4 months ago

”Busted! Dildo Burglar Gets Caught! Boss Punishes Hoe With His Shaft”

”Busted! Dildo Burglar Gets Caught! Boss Punishes Hoe With His Shaft”

TransHero 7 months ago

A Futanari Miracle

A Futanari Miracle

Hentaied.Pro 3 years ago

CROSSDRESSER SISSY TVROSE – SOFT LIMP CLIT AND GIRLY BALLS PUNISHED

CROSSDRESSER SISSY TVROSE – SOFT LIMP CLIT AND GIRLY BALLS PUNISHED

XHamster 4 years ago

Venezuelan friend with good cock of 23cm eating chicken ass Bogota Clip 1

Venezuelan friend with good cock of 23cm eating chicken ass Bogota Clip 1

XHamster 1 month ago

TGIRLJAPAN - Japanese teacher fucks a naughty student

TGIRLJAPAN - Japanese teacher fucks a naughty student

XHamster 1 year ago

Thick Dick Daddy Fucks the Ass of a Spoiled 18yo Twink Boy Marty

Thick Dick Daddy Fucks the Ass of a Spoiled 18yo Twink Boy Marty

XHamster 2 years ago

Patric & Alexander & Lian Private Show

35% HD 2:00 / 1:15:37

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Marian & Richard Private Show

Marian & Richard Private Show

Camster 4 days ago

Ladyboy Many Punished Bareback

Ladyboy Many Punished Bareback

AShemaleTube 10 years ago

”Blonde babe shocked on the streets”

”Blonde babe shocked on the streets”

TransHero 7 months ago

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

hot submissive tgirl slut hired to take down dictation drink piss eat ass swallow cum

PissVids 1 year ago

Dr. Carmen Cruz

Dr. Carmen Cruz

XHamster 1 year ago

Columbian Boys Wedgie War

54% HD 2:00 / 15:54

Columbian Boys Wedgie War

Flirt4Free 10 months ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

66% 4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

Clips4sale 5 months ago

Useless and Impaled

54% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

”TS Nanny Natalie Mars Gets Caught in the Act!”

”TS Nanny Natalie Mars Gets Caught in the Act!”

4Wank 2 years ago

Huge Ass Trans Black Widow Wedgie and Ass Destroyed after Massive Anal Creampie and Cumfarts

Huge Ass Trans Black Widow Wedgie and Ass Destroyed after Massive Anal Creampie and Cumfarts

XHamster 2 months ago

Sexy lingeried shemale punishes her date

Sexy lingeried shemale punishes her date

AShemaleTube 10 months ago

Liam & Jacob Private Show

62% HD 2:00 / 5:51

Liam & Jacob Private Show

Flirt4Free 1 year ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 4 years ago

Ale & Re Farias & Rick Bitch

Ale & Re Farias & Rick Bitch

ShemaleSex 1 week ago

Arab sheboy Disciplined

Arab sheboy Disciplined

TrannyGem 5 years ago

Subby Gets Ass Punished by TS Sasha Blue

Subby Gets Ass Punished by TS Sasha Blue

XHamster 1 month ago

Watch this Japanese slave get tied up, restrained & punished with a metal chastity belt & legcuff

Watch this Japanese slave get tied up, restrained & punished with a metal chastity belt & legcuff

GayVD 1 month ago

Colombian Boys Private Show

59% 4K 2:00 / 37:54

Colombian Boys Private Show

Flirt4Free 3 weeks ago

Punished for wearing wifes panties

Punished for wearing wifes panties

XHamster 3 years ago

May Thai Workout Creampie Cum on Cock

May Thai Workout Creampie Cum on Cock

Some.Porn 1 year ago

growing into a slut - milf step-mommy sydney screams punishes slut ts step-daughter sammi smith

68% HD 0:30 / 20:29

growing into a slut - milf step-mommy sydney screams punishes slut ts step-daughter sammi smith

AnalVids 2 years ago

”Tied up teen gets merciless punishment she secretly enjoys”

”Tied up teen gets merciless punishment she secretly enjoys”

ThePornstar 1 year ago

Luccas & Jhordy Private Show

41% HD 2:00 / 18:11

Luccas & Jhordy Private Show

Flirt4Free 1 year ago

Pink lingeried black shemale punishes her bf

Pink lingeried black shemale punishes her bf

AShemaleTube 4 months ago

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

XHamster 6 months ago

HORROR PORN – Capital Punishment

HORROR PORN – Capital Punishment

Fapcat 2 years ago

Erica's Punishment Paddling

Erica's Punishment Paddling

Clips4sale 3 years ago

Rough Punishment Pegging and Breeding for Panty Sniffing Step-bro

Rough Punishment Pegging and Breeding for Panty Sniffing Step-bro

XHamster 3 months ago

Czech MILF dominates a stranger with her strapon KellyAErick

Czech MILF dominates a stranger with her strapon KellyAErick

Tranny.one 3 years ago

Freak of Nature 38 Older SADOMASOCHISM

Freak of Nature 38 Older SADOMASOCHISM

MatureTubeHere 5 years ago

Pride and Orifice Part 2

Premium HD 30:35

Pride and Orifice Part 2

TransAngels 3 years ago

Ema Devine Private Show

55% 4K 2:00 / 5:03

Ema Devine Private Show

Camster 1 year ago

”Brats Get Punished”

”Brats Get Punished”

ThePornstar 5 months ago

One blonde and two brunette shemale punishers spank and fuck

One blonde and two brunette shemale punishers spank and fuck

XHamster 2 years ago

Pietra Mancini and friend break and use up the slave, fistin and fuckin

Pietra Mancini and friend break and use up the slave, fistin and fuckin

AShemaleTube 8 months ago

”Thicc Juicy BBQ”

”Thicc Juicy BBQ”

Zatube 1 year ago

TSDOMME: Straight Guy Bound and Punished

TSDOMME: Straight Guy Bound and Punished

XHamster 1 year ago

Brihana Boll Private Show

65% HD 2:00 / 25:22

Brihana Boll Private Show

Flirt4Free 1 year ago

Julia Winston tops her lover

66% HD 0:39 / 31:09

Julia Winston tops her lover

FapHouse 5 years ago

Sophia Loreen Private Show

65% HD 2:00 / 9:55

Sophia Loreen Private Show

Flirt4Free 3 months ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation MOV | MahoganyQen

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation MOV | MahoganyQen

Clips4sale 4 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 3 years ago

Gamer Girl [Part 1]

4K 0:11 / 15:44

Gamer Girl [Part 1]

Clips4sale 4 years ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 3 years ago

”Francesca Le eats her maid out”

”Francesca Le eats her maid out”

ThePornstar 2 years ago

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

51% 0:11 / 24:28

Unauthorized Orgy Punishment - Mistress Kendra, female domination, Goddess Slavena, Ts Slayer, pegging, kendra james

Clips4sale 3 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Finger Blowjob Hot Sexy

Finger Blowjob Hot Sexy

Flirt4Free 4 months ago

onlyfans - bbcpunisher jenny wei do you like asian big dick girl porn video

onlyfans - bbcpunisher jenny wei do you like asian big dick girl porn video

TransDoe 1 year ago

That babe Is Gonna Castigate This Pliant Brat and Give Her a Red Butt

That babe Is Gonna Castigate This Pliant Brat and Give Her a Red Butt

Amateur8 2 months ago

Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation

52% HD 1:01 / 50:47

Sissy Trans Whore Servs Owner as BDSM Sex Slave Got Dominated Deepthroated Faceslaped During Football Punished Humiliation

FapHouse 1 year ago

2 3 4 5 6

59,133 results found

Narrow your search

lesbian punish step daughter punish stepdad punish punish teen 18+ punish wife punish anal punish mom anal punish teen punish 18+ stepmom punish punish stepdaughter punish teens 18+ slut punish pornstar punish mom punish punish stepmom tori black punish shyla stylez punish francesca le punish teacher punish

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.