Punished Videos (40,271)

Lance & Christian & Master Private Show

HD 2:00 / 13:19

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

UrGayPorn 7 months ago

Troy Khalil Private Show

HD 2:00 / 47:39

Troy Khalil Private Show

Flirt4Free 1 year ago

Luccas & Jhordy Private Show

54% HD 2:00 / 10:18

Luccas & Jhordy Private Show

Flirt4Free 6 months ago

Perseo & Dafne Private Show

63% HD 2:00 / 4:28

Perseo & Dafne Private Show

Flirt4Free 1 year ago

Sophia Loreen Party on May 2, 2025 - Part 2

46% 4K 2:00 / 1:56:32

Sophia Loreen Party on May 2, 2025 - Part 2

Flirt4Free 10 months ago

Julia Gives a Schooling - TGirlJapanHardcore

Julia Gives a Schooling - TGirlJapanHardcore

AbTranny 6 years ago

Roy is a the Best Bottom

50% HD 2:00 / 9:57

Roy is a the Best Bottom

Flirt4Free 3 years ago

Sophia Loreen Party on Oct 23, 2025 - Part 2

59% 4K 2:00 / 23:12

Sophia Loreen Party on Oct 23, 2025 - Part 2

Flirt4Free 4 months ago

TRANSFIXED - Sexy Ember Snow Craves Creampie After Ember Fieras Stunning Dress Reveal

TRANSFIXED - Sexy Ember Snow Craves Creampie After Ember Fieras Stunning Dress Reveal

Some.Porn 6 months ago

Tall redhead shemale punishing a dude's asshole

Tall redhead shemale punishing a dude's asshole

TrannyGem 1 week ago

Jessie Shrinks Her Tiny & Crushes Him with Her Monster Cock

58% HD 1:01 / 13:12

Jessie Shrinks Her Tiny & Crushes Him with Her Monster Cock

FapHouse 1 month ago

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC

Submissive guy serves his thick ass to the hot and horny ebony Tgirl with a BBC

Tranny.one 4 years ago

Nasty tranny cop Aylla fucks guy

Nasty tranny cop Aylla fucks guy

xHamster 1 year ago

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Tranny.one 4 years ago

PURE TABOO - Mail order bride gets creampie

HD 1:01 / 1:05:50

PURE TABOO - Mail order bride gets creampie

FapHouse 5 years ago

ride dildo

53% HD 2:00 / 6:53

Flirt4Free 4 years ago

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass

BeMyHole 5 years ago

The Reward for the Locked-up Sissy

50% HD 1:01 / 12:56

The Reward for the Locked-up Sissy

FapHouse 3 months ago

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

xHamster 11 months ago

See the New Slave They Humiliate, Torment & Hard Fist

67% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

FapHouse 1 year ago

This Dildo Got What It Deserved

72% 0:39 / 4:05

This Dildo Got What It Deserved

FapHouse 2 months ago

TS Mistress Fucks Her Bound Male Slave

TS Mistress Fucks Her Bound Male Slave

GayVids 3 weeks ago

Tall shebabe punishes her bf's ass on the couch

Tall shebabe punishes her bf's ass on the couch

aShemaleTube 2 days ago

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

Sissy slave Alina Painwhore is dominated, mouth fucked drinks piss got humiliative punishment for missing piss on toilet floor

xHamster 1 year ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

xHamster 3 months ago

This Dildo Got What It Deserved

58% 0:39 / 4:05

This Dildo Got What It Deserved

FapHouse 2 months ago

Shemale Punishes Her Puffy Nipples Until Lactation

65% HD 1:01 / 5:40

Shemale Punishes Her Puffy Nipples Until Lactation

FapHouse 6 months ago

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

xHamster 1 year ago

Sunday loving after Saturday torment

Sunday loving after Saturday torment

Tranny.one 4 years ago

Foster Daughter Punished After Revealing Family Photo

4K 2:25 / 35:28

Foster Daughter Punished After Revealing Family Photo

TeamSkeet 6 years ago

Full: Femboy Samus Wedgie and Anal Stretching Punishment with Huge Dildo

HD 1:01 / 11:00

Full: Femboy Samus Wedgie and Anal Stretching Punishment with Huge Dildo

FapHouse 1 day ago

Hung ebony shemale S.S punishes a guyu with her big cock

Hung ebony shemale S.S punishes a guyu with her big cock

aShemaleTube 7 months ago

SEXY TRANS VARIETYITSOL RECEIVES PUNISHMENT AND PEGGING FROM LIVIE BLAINN

SEXY TRANS VARIETYITSOL RECEIVES PUNISHMENT AND PEGGING FROM LIVIE BLAINN

xHamster 6 months ago

Sofia Rose X Jade Venus

Sofia Rose X Jade Venus

Eporner 8 months ago

Robber gets punished with some hardcore anal pounding by the horny TS chick

Robber gets punished with some hardcore anal pounding by the horny TS chick

Tranny.one 4 years ago

Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

Mistress Baton's Sissy Finishing School Guest Starring Mistress Vixen: Sissy Caning & BJ Training

xHamster 1 month ago

Ivy & Headmistress; Sissification & Humiliation Punishment

54% 1:01 / 26:37

Ivy & Headmistress; Sissification & Humiliation Punishment

FapHouse 1 year ago

The teacher wants the cock of the young TS Larissa

The teacher wants the cock of the young TS Larissa

xHamster 3 years ago

Cute Ass Femboy with Dva Cosplay Wedgie and Anal Fucked

Cute Ass Femboy with Dva Cosplay Wedgie and Anal Fucked

xHamster 3 months ago

GERMAN BDSM - Mistress domina punish ugly guys painful

GERMAN BDSM - Mistress domina punish ugly guys painful

xHamster 3 years ago

Crossdressed twink fucked bareback by straight curious Arab

Crossdressed twink fucked bareback by straight curious Arab

Tranny.one 3 years ago

Welcome to Paradise Side of Prison

48% HD 0:39 / 6:27

Welcome to Paradise Side of Prison

FapHouse 2 months ago

A Dominant Granny Trains These Little Whores

A Dominant Granny Trains These Little Whores

xHamster 4 months ago

Sophia Loreen Private Show

55% HD 2:00 / 12:52

Sophia Loreen Private Show

Flirt4Free 7 months ago

''When I See A Hard Dick I Want To Suck It!'' - GenderXFilms - Angelina Teenmodels

''When I See A Hard Dick I Want To Suck It!'' - GenderXFilms - Angelina Teenmodels

Rock.PORN 1 year ago

Wild Sabrina Members-Only Show

45% HD 2:00 / 12:20

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

Big booty Femboy Raven Wedgie and Big Anal Gape with Inflatable Dildo

Big booty Femboy Raven Wedgie and Big Anal Gape with Inflatable Dildo

xHamster 1 month ago

Naught shemale punishing and spanking submissive dude: Emma's Pet Will Havoc

Naught shemale punishing and spanking submissive dude: Emma's Pet Will Havoc

XHand 2 years ago

Crossdresser punished and humiliated by merciless mistress

Crossdresser punished and humiliated by merciless mistress

PornLib 3 months ago

Sophia Loreen Party on Aug 30, 2025 - Part 2

65% 4K 2:00 / 40:49

Sophia Loreen Party on Aug 30, 2025 - Part 2

Flirt4Free 6 months ago

Domme destroys sub's ass in punishment

Domme destroys sub's ass in punishment

Jizzberry 2 years ago

Shemale Domination - 15 - Isa Laurens & Rick Bitch

65% 0:39 / 21:31

Shemale Domination - 15 - Isa Laurens & Rick Bitch

FapHouse 1 month ago

Submissive Gets Owned By Four Dommes by TSDomme.com

Submissive Gets Owned By Four Dommes by TSDomme.com

xHamster 1 year ago

Sophia Loreen Party on Oct 31, 2025 - Part 2

59% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 4 months ago

Jessie Shrinks Her Tiny & Crushes Him with Her Monster Cock

HD 0:39 / 13:12

Jessie Shrinks Her Tiny & Crushes Him with Her Monster Cock

FapHouse 1 month ago

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Tranny.one 4 years ago

Sophia Loreen Party on May 13, 2025 - Part 2

51% 4K 2:00 / 32:47

Sophia Loreen Party on May 13, 2025 - Part 2

Flirt4Free 9 months ago

”Atticus Cole loses his hole to his transgender roomie Natassia Dreams”

”Atticus Cole loses his hole to his transgender roomie Natassia Dreams”

Trashreality 6 months ago

Let me undress for you sexy. I am going to tern around for you and play with my butthole bb

62% HD 2:00 / 6:51

Let me undress for you sexy. I am going to tern around for you and play with my butthole bb

Flirt4Free 3 years ago

Viky & Emma Private Show

62% HD 2:00 / 5:59

Viky & Emma Private Show

Flirt4Free 1 month ago

Doc punishing his bratty submissive femboy sissy Michele

Doc punishing his bratty submissive femboy sissy Michele

xHamster 3 years ago

Painfully decorated and stuffed

Painfully decorated and stuffed

xHamster 2 years ago

Slave for tranny girl! After beach jogging there are sweaty socks and feet for his mouth!

Slave for tranny girl! After beach jogging there are sweaty socks and feet for his mouth!

xHamster 2 years ago

Edlin Dockray Private Show

65% HD 2:00 / 13:31

Edlin Dockray Private Show

Flirt4Free 2 years ago

Shemale Domination - 15 - Isa Laurens & Rick Bitch

62% 1:01 / 21:31

Shemale Domination - 15 - Isa Laurens & Rick Bitch

FapHouse 1 month ago

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

HD 1:01 / 28:08

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

FapHouse 1 day ago

TS Victoria Neves Punished And Fucked Bareback

TS Victoria Neves Punished And Fucked Bareback

Sheshaft 2 years ago

Being bratty and getting punished

Being bratty and getting punished

Eporner 4 days ago

Mmm My Thong is So Wet

Mmm My Thong is So Wet

Flirt4Free 9 months ago

Castration bands play - Blue balls

Castration bands play - Blue balls

xHamster 3 years ago

Aubrey Kate Dominates Pierce Paris

Aubrey Kate Dominates Pierce Paris

Tranny.one 1 week ago

Freak of Nature 13 Older Endless Soundy Cuntrubbing

Freak of Nature 13 Older Endless Soundy Cuntrubbing

Amateur8 3 years ago

Nurse Tgirl fucked by perv policeman - GenderX Films

Nurse Tgirl fucked by perv policeman - GenderX Films

XGroovy 1 year ago

Leather outfit ts domina punishes her slave's ass and mouth

Leather outfit ts domina punishes her slave's ass and mouth

aShemaleTube 1 month ago

This Dildo Got What It Deserved

This Dildo Got What It Deserved

xHamster 2 months ago

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

xHamster 4 months ago

Crossdresser sissy slut whore doing vc

Crossdresser sissy slut whore doing vc

xHamster 1 year ago

Matt & Elvis & Aron Private Show

63% HD 2:00 / 6:54

Matt & Elvis & Aron Private Show

Flirt4Free 3 years ago

Shemale blond punishing a black dude's ass

Shemale blond punishing a black dude's ass

aShemaleTube 3 days ago

Mrs. Principal Punishes Student Roleplay ~ Shemale hentai Dominium Chapter two: Carnage

Mrs. Principal Punishes Student Roleplay ~ Shemale hentai Dominium Chapter two: Carnage

ShemaleSin 4 months ago

Cock Head Burning Punishment

55% HD 1:01 / 6:01

Cock Head Burning Punishment

FapHouse 2 years ago

Big Tit Bimbo Trans Girl Throat Fucked Tgirl Gagging on Cock

Premium HD 21:59

Big Tit Bimbo Trans Girl Throat Fucked Tgirl Gagging on Cock

XVideosRed 2 years ago

Sophia Loreen Private Show

63% HD 2:00 / 10:44

Sophia Loreen Private Show

Flirt4Free 1 year ago

Takes Parker To A Secret Dungeon, Punishes And Fucks Him With Sarina Valentina

Takes Parker To A Secret Dungeon, Punishes And Fucks Him With Sarina Valentina

AbTranny 5 months ago

Amateur chicks peg with strapon guy in bathtub 3way

Amateur chicks peg with strapon guy in bathtub 3way

Some.Porn 1 year ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

62% HD 0:10 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

LoyalFans 4 months ago

Natalie Mars - Caught Punished

Natalie Mars - Caught Punished

AbTranny 6 years ago

Sophia Loreen Private Show

62% HD 2:00 / 18:14

Sophia Loreen Private Show

Flirt4Free 2 years ago

”T-girl wifey wait all day for her hubby's shaft”

”T-girl wifey wait all day for her hubby's shaft”

TransHero 3 years ago

Torture My Clit Lizzyyum SD January 2025 Fantasy Clit Boobs Pussy Dilating Bathing just edging #21

Torture My Clit Lizzyyum SD January 2025 Fantasy Clit Boobs Pussy Dilating Bathing just edging #21

xHamster 1 year ago

Tv Goddess Foxxy Punishes Loser Boyfriend

Tv Goddess Foxxy Punishes Loser Boyfriend

Tranny.one 4 years 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 3 months ago

Nicolle & Christian Private Show

48% HD 2:00 / 5:47

Nicolle & Christian Private Show

Flirt4Free 6 months ago

Sissy Caned by Two Cruel Mistresses

66% HD 1:01 / 15:23

Sissy Caned by Two Cruel Mistresses

FapHouse 2 months ago

Brihana Boll Private Show

HD 2:00 / 1:07:47

Brihana Boll Private Show

Flirt4Free 3 weeks ago

Slut Wife Gets Slammed into Subspace

Premium 65% HD 1:16:16

Slut Wife Gets Slammed into Subspace

Kink 11 years ago

Hardcore punishment for petite Japanese teenie

Hardcore punishment for petite Japanese teenie

Xozilla 5 years ago

Extreme Pain for PIG Nipples and Tits

Extreme Pain for PIG Nipples and Tits

xHamster 3 years ago

Trans Girl Worships His Cock Then Fucked in Her Ass Until She Cums Hard

66% HD 0:39 / 6:30

Trans Girl Worships His Cock Then Fucked in Her Ass Until She Cums Hard

FapHouse 4 months ago

Sophia Loreen Private Show

55% 4K 2:00 / 16:47

Sophia Loreen Private Show

Flirt4Free 3 months ago

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

aShemaleTube 8 months ago

Three shemale dominas in high heels spank and fuck their

Three shemale dominas in high heels spank and fuck their

xHamster 1 year ago

Sissy Gimp Disciplined for Vaping instead of Smoking

Sissy Gimp Disciplined for Vaping instead of Smoking

TrannyGem 5 years ago

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Tranny.one 4 years ago

Punish fucking my slut ass for being naughty

Punish fucking my slut ass for being naughty

FapHouse 2 days ago

Shemales in leather boots tie up a man before fucking him in

Shemales in leather boots tie up a man before fucking him in

xHamster 11 months ago

Sexy Police Outfit I Was a Naughty Boy and the Police Lady Had to Show Me What Happens to Naughty Boys

HD 1:01 / 15:46

Sexy Police Outfit I Was a Naughty Boy and the Police Lady Had to Show Me What Happens to Naughty Boys

FapHouse 1 year ago

Rayane Ativa: the Punishment of the Demiurge

Rayane Ativa: the Punishment of the Demiurge

xHamster 1 month 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

Jhordy & Maxx Private Show

56% HD 2:00 / 1:21:10

Jhordy & Maxx Private Show

Flirt4Free 7 months ago

Elix & Elias & Paulo Private Show

51% HD 2:00 / 6:30

Elix & Elias & Paulo Private Show

Flirt4Free 8 months ago

Sophia Loreen Party on May 8, 2025 - Part 2

54% 4K 2:00 / 1:03:20

Sophia Loreen Party on May 8, 2025 - Part 2

Flirt4Free 10 months ago

Gorgeous TS babe doggystyled by partner

Gorgeous TS babe doggystyled by partner

Some.Porn 6 months ago

Kitty Kunt and her huge she cock

69% HD 1:01 / 22:55

Kitty Kunt and her huge she cock

FapHouse 3 years ago

Lily Demure Deepthroats

Lily Demure Deepthroats

xHamster 1 month ago

Fuck me in an office uniform, I'm your boss.

Fuck me in an office uniform, I'm your boss.

xHamster 8 months ago

Crossdresser punishment

Crossdresser punishment

BoyFriendTV 9 years ago

A Perfect Punish - Morgan Bailey, Alex Ander And Alexander Gustavo

A Perfect Punish - Morgan Bailey, Alex Ander And Alexander Gustavo

AbTranny 2 years ago

Shemale Punishes Her Puffy Nipples Until Lactation

66% HD 0:39 / 5:40

Shemale Punishes Her Puffy Nipples Until Lactation

FapHouse 6 months ago

5 6 7 8 9

40,271 results found

Narrow your search

punished teen 18+ babysitter punished gets punished teen punished 18+ wife punished lesbian punished stepmom punished punished anal mom punished milf punished maid punished dylan ryder punished secretary punished rachel roxxx punished lisa ann punished savannah stern punished eva angelina punished faye reagan punished mason moore punished amy brooke punished

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

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.