Punished Videos (40,851)

Patric & Simon & Frederick Private Show

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Nicco & Patric & Santiago Have Amazing Threesome

62% HD 2:00 / 1:04:58

Nicco & Patric & Santiago Have Amazing Threesome

Flirt4Free 2 years 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

Disciplined By A Devil w/ Ts Yakira

67% HD 0:10 / 22:16

Disciplined By A Devil w/ Ts Yakira

LoyalFans 1 month ago

When I Get Home I Find a Tranny with a Huge Dick Who Fucked My Partner and so I Punish Her.

68% 0:39 / 24:48

When I Get Home I Find a Tranny with a Huge Dick Who Fucked My Partner and so I Punish Her.

FapHouse 5 months ago

Executioners

Some.Porn 11 months ago

Valentina Melo breaks the boy's ass and then she gets her banging

Valentina Melo breaks the boy's ass and then she gets her banging

xHamster 1 year ago

Luccas & Archie & Jose Private Show

58% HD 2:00 / 52:50

Luccas & Archie & Jose Private Show

Flirt4Free 3 months ago

Two friends humiliate and punish a sissy

Two friends humiliate and punish a sissy

aShemaleTube 2 years ago

”Sorority Sitters Part 3 - Khloe Kay, Drake Von”

”Sorority Sitters Part 3 - Khloe Kay, Drake Von”

Rainblow 1 year 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 4 months ago

Sissy Dee should be cleaning, but she gets carried away playing

Sissy Dee should be cleaning, but she gets carried away playing

xHamster 1 week ago

TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)

TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)

xHamster 4 years ago

$I Think This is What You\'ve Wanted for So Long$ 60% 4K 0:42

I Think This is What You\'ve Wanted for So Long

Flirt4Free 3 months ago

Sissy Dee in a Sex Swing as Lady Fee Punishes Her

Sissy Dee in a Sex Swing as Lady Fee Punishes Her

xHamster 4 weeks 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

Willy Veins Private Show

55% HD 2:00 / 7:35

Willy Veins Private Show

Flirt4Free 1 year ago

Colombian Boys Private Show

Colombian Boys Private Show

Flirt4Free 5 days ago

I was so overwhelmed that I had to take care of myself

I was so overwhelmed that I had to take care of myself

xHamster 4 months ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

xHamster 1 year ago

Topping Emma Rose

45% HD 0:10 / 20:34

Topping Emma Rose

LoyalFans 4 months ago

Colombian Boys Private Show

Colombian Boys Private Show

Flirt4Free 2 years ago

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

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

Trashreality 9 months ago

Sandy Nell Private Show

66% HD 2:00 / 4:19

Sandy Nell Private Show

Flirt4Free 4 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 4 years ago

Curvy Babes Cumpilation ft Natasha Nice, Jenna Starr - GirlfriendsFilms

Curvy Babes Cumpilation ft Natasha Nice, Jenna Starr - GirlfriendsFilms

Some.Porn 8 months ago

ride dildo

53% HD 2:00 / 6:53

Flirt4Free 4 years ago

Lucky man gets gangbanged by the gorgeous TS chicks

Lucky man gets gangbanged by the gorgeous TS chicks

Tranny.one 4 years ago

”Amazingly adorable Shemale Khloe Kay's butt is marvelous”

”Amazingly adorable Shemale Khloe Kay's butt is marvelous”

4Wank 3 years ago

Sophie Fantasy Private Show

HD 2:00 / 10:01

Sophie Fantasy Private Show

Flirt4Free 1 month ago

Jhordy & Maxx Private Show

57% HD 2:00 / 7:55

Jhordy & Maxx Private Show

Flirt4Free 9 months ago

Viky & Master Private Show

60% HD 2:00 / 25:32

Viky & Master Private Show

Flirt4Free 9 months ago

Dominant Cherry Mavrik Torments Submissive TS Jamie French

Dominant Cherry Mavrik Torments Submissive TS Jamie French

xHamster 1 year ago

TS Viviana Rose gets Punished #1 OMG shes so sexy 😍

TS Viviana Rose gets Punished #1 OMG shes so sexy 😍

aShemaleTube 3 months ago

Extreme Pain for PIG Nipples and Tits

Extreme Pain for PIG Nipples and Tits

xHamster 3 years ago

Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment

Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment

xHamster 1 year ago

Runaway Punished with spitroast + left leaking tgirls cum

63% HD 0:10 / 13:00

Runaway Punished with spitroast + left leaking tgirls cum

LoyalFans 1 year ago

Punished by Annabelle Lane - Bad Boy Learns His Lesson

Punished by Annabelle Lane - Bad Boy Learns His Lesson

Jizzberry 2 years ago

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Tranny.one 4 years ago

TS Yoga Instructor Dominates Foot-Sniffer

TS Yoga Instructor Dominates Foot-Sniffer

aShemaleTube 10 years ago

Sexy TS Viviana Rose gets fucked by The BBC PUNISHER

Sexy TS Viviana Rose gets fucked by The BBC PUNISHER

aShemaleTube 4 months ago

thaysa carvalho (ts) fucked hard by white boyfriend

thaysa carvalho (ts) fucked hard by white boyfriend

PornOne 3 years ago

Cute Trans Gooner Punished by Sexy Cis Librarian

66% HD 0:10 / 10:16

Cute Trans Gooner Punished by Sexy Cis Librarian

LoyalFans 2 months ago

Shemale Domination - 04 - Vitoria Neves & Rick Bitch

62% 1:01 / 32:47

Shemale Domination - 04 - Vitoria Neves & Rick Bitch

FapHouse 4 months ago

Trans All Girl Dominance. Restrain Bondage, Electro Ass Fucking and Deep-Throat Jobs.

Trans All Girl Dominance. Restrain Bondage, Electro Ass Fucking and Deep-Throat Jobs.

TrannyGem 6 years ago

Dimitri Caruso Private Show

55% 4K 2:00 / 29:54

Dimitri Caruso Private Show

Flirt4Free 1 year ago

Honey Shemale Locker Room Jerk Off

Honey Shemale Locker Room Jerk Off

VikiPorn 2 months ago

LucyyLux and Wadeoh punish a naughty girl for cumming too early

LucyyLux and Wadeoh punish a naughty girl for cumming too early

TrannyMovs 1 week ago

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

TS Cumslut Elf Fucked Hard By Santa - Ass to Mouth And Facial Jessica Bloom

xHamster 4 months ago

Christian & Nicco & Elvis Private Show

63% HD 2:00 / 4:40

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Alexander & Patric & Alfonso Private Show

40% HD 2:00 / 1:26:38

Alexander & Patric & Alfonso Private Show

Flirt4Free 3 years ago

Wild Sabrina Members-Only Show

45% HD 2:00 / 12:20

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

Trap revealed but still fucked by the two black thugs

Trap revealed but still fucked by the two black thugs

Tranny.one 3 years ago

Ambar Collins Private Show

HD 2:00 / 14:17

Ambar Collins Private Show

Flirt4Free 1 year ago

Bondage hentai shemale with three cocks gets punishment

Bondage hentai shemale with three cocks gets punishment

SleazyNEasy 13 years ago

[Trans] Spanish 101

51% VR 1:19 / 32:23

[Trans] Spanish 101

VRPorn 2 years ago

TS Vaniity Mardi Gras Butt sex Shag Fest

TS Vaniity Mardi Gras Butt sex Shag Fest

Analdin 3 weeks ago

Sissy Enema Submission

Sissy Enema Submission

xHamster 5 months ago

Sophia Loreen Party on Apr 18, 2026 - Part 3

66% HD 2:00 / 44:10

Sophia Loreen Party on Apr 18, 2026 - Part 3

Flirt4Free 4 weeks ago

Big Girl Cock: Aspen Brooks Punishes Kip Johnson on Their Anniversary

Big Girl Cock: Aspen Brooks Punishes Kip Johnson on Their Anniversary

xHamster 7 months ago

Step Mom Punishment Her Son With Bondage Sex - Uncensored Hentai

Step Mom Punishment Her Son With Bondage Sex - Uncensored Hentai

HentaiGem 2 years ago

Sexy Jade Trolling for Poling

HD 0:39 / 44:42

Sexy Jade Trolling for Poling

FapHouse 9 months ago

Samu Seanz Private Show

Samu Seanz Private Show

Flirt4Free 2 years 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

Sexy ebony shemale punishing her submissive bf

Sexy ebony shemale punishing her submissive bf

TrannyGem 2 months ago

Pink Latex Shebabe Punishes Her Bf

Pink Latex Shebabe Punishes Her Bf

Eporner 3 months ago

Cheap Slut Part 2 - Sex Slave Training

Cheap Slut Part 2 - Sex Slave Training

xHamster 1 year ago

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

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

TransHero 5 months ago

Step-Mommy's Pegging Punishment

56% HD 0:10 / 19:49

Step-Mommy's Pegging Punishment

LoyalFans 1 month ago

Christian & Nicco & Elvis Private Show

47% HD 2:00 / 5:28

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 10:40

Sophia Loreen Private Show

Flirt4Free 1 week ago

Zara Clark Private Show

65% 4K 2:00 / 5:57

Zara Clark Private Show

Flirt4Free 6 months ago

Sophie Fantasy Private Show

61% HD 2:00 / 1:17:45

Sophie Fantasy Private Show

Flirt4Free 3 years ago

Charlie Cano Private Show

HD 2:00 / 15:20

Charlie Cano Private Show

Flirt4Free 3 years ago

Punish Chair, Let Me Cum to Becoming a Fountain

Punish Chair, Let Me Cum to Becoming a Fountain

xHamster 4 months ago

Dustin & Angel & Bayron Private Show

57% HD 2:00 / 4:45

Dustin & Angel & Bayron Private Show

Flirt4Free 2 years ago

Charlie Cano Private Show

65% HD 2:00 / 4:31

Charlie Cano Private Show

Flirt4Free 3 years ago

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

45% HD 2:00 / 4:52

Do you dare to Dance?:dancer:Let me catch you with my Sexy Moves Naked and Horny(fire)(sarcasm)(c)

Flirt4Free 3 years ago

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

55% HD 0:10 / 26:24

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

LoyalFans 2 years ago

Sissy Hubby in Chastity Trained to Suck Cock (WL1759)

HD 0:10 / 17:41

Sissy Hubby in Chastity Trained to Suck Cock (WL1759)

LoyalFans 3 days ago

Watch as Sissy Gimp gets disciplined for smoking instead of vaping and gets punished with a tranny spanking

Watch as Sissy Gimp gets disciplined for smoking instead of vaping and gets punished with a tranny spanking

TrannyMovs 2 months ago

Cuffed, Spanked & Toyed

Cuffed, Spanked & Toyed

Tranny.one 4 years ago

Esa Tight Dress

Esa Tight Dress

xHamster 1 month ago

Angel Joseph Private Show

55% HD 2:00 / 31:41

Angel Joseph Private Show

Flirt4Free 3 weeks ago

While my best friend is at work, this is the first time I've ever been to work Clip 2

While my best friend is at work, this is the first time I've ever been to work Clip 2

xHamster 4 months ago

Cock Head Burning Punishment

51% HD 1:01 / 6:01

Cock Head Burning Punishment

FapHouse 2 years ago

Hanna Ven Private Show

62% HD 2:00 / 10:55

Hanna Ven Private Show

Flirt4Free 2 years ago

GERMAN BDSM - Mistress domina punish ugly guys painful

GERMAN BDSM - Mistress domina punish ugly guys painful

xHamster 3 years ago

German TS Surprised by a Creep - as a Punishment, He Is Being Fucked Hard and Pissed on

59% 1:01 / 17:41

German TS Surprised by a Creep - as a Punishment, He Is Being Fucked Hard and Pissed on

FapHouse 2 years 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 8 months ago

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

54% HD 0:39 / 7:52

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

FapHouse 2 weeks 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 3 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 5 days ago

Dominant TS Danni Daniels Threesome

Dominant TS Danni Daniels Threesome

Yeswegays 2 months ago

Three trannies anal punishing guy

Three trannies anal punishing guy

aShemaleTube 8 years ago

Junnior & Archie Private Show

57% HD 2:00 / 12:12

Junnior & Archie Private Show

Flirt4Free 3 months ago

Jhordy & Maxx Private Show

51% HD 2:00 / 1:02:13

Jhordy & Maxx Private Show

Flirt4Free 9 months ago

Disciplinary Action

60% 4K 0:25 / 32:13

Disciplinary Action

Futanari 1 year ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 years ago

Sissy Slave Tranny Punished & Fucked - Full Video

Sissy Slave Tranny Punished & Fucked - Full Video

xHamster 4 years ago

Jhordy & Maxx Private Show

48% HD 2:00 / 1:21:10

Jhordy & Maxx Private Show

Flirt4Free 9 months ago

Put Your Tongue into My Foreskin

61% HD 2:00 / 5:07

Put Your Tongue into My Foreskin

Flirt4Free 2 years ago

Elix & Elias & Paulo Private Show

63% HD 2:00 / 7:41

Elix & Elias & Paulo Private Show

Flirt4Free 9 months ago

Disciplinary Action

66% 0:25 / 32:13

Disciplinary Action

Hentaied.Pro 1 year ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

59% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 6 months ago

Wild Sabrina Private Show

64% HD 2:00 / 5:04

Wild Sabrina Private Show

Flirt4Free 6 years ago

Sophia Loreen Strip

55% HD 2:00 / 4:00

Sophia Loreen Strip

Flirt4Free 3 years ago

Cock and ball bondage under swimsuit with nipple clamps

Cock and ball bondage under swimsuit with nipple clamps

xHamster 3 years ago

Master & Ithan & Aleex Private Show

38% HD 2:00 / 33:20

Master & Ithan & Aleex Private Show

Flirt4Free 9 months ago

Sub Shemale Drilled Coarse by Dom

Sub Shemale Drilled Coarse by Dom

ShemaleSin 5 years ago

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

xHamster 3 months ago

This Is How I Punish Myself When I Am Too Sorry

This Is How I Punish Myself When I Am Too Sorry

xHamster 9 months ago

Archie Blossom Private Show

51% HD 2:00 / 16:54

Archie Blossom Private Show

Flirt4Free 1 month ago

Zara Clark Private Show

4K 2:00 / 17:48

Zara Clark Private Show

Flirt4Free 3 weeks ago

Busty trans Daisty Taylor gets dominated

Busty trans Daisty Taylor gets dominated

PornDR 3 years ago

Sasha Earth sissy crossdresser have hard anal sex with strap on by dominatrix girlfriend

Sasha Earth sissy crossdresser have hard anal sex with strap on by dominatrix girlfriend

SissyFlix 1 year ago

Adding You to My Ass: Tiny Becomes Part of a Giantess

HD 0:39 / 11:02

Adding You to My Ass: Tiny Becomes Part of a Giantess

FapHouse 2 weeks ago

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

47% HD 0:30 / 1:04:09

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

Clips4sale 2 years ago

Dr. Carmen Cruz

Dr. Carmen Cruz

xHamster 1 year ago

Female Director Haruna's Amateur Lesbian Picking Up Girls 110 Friends And Tsubaki Kato Punishment First Lesbian 3P Iki Rolling Punishment Game! Intro

Female Director Haruna's Amateur Lesbian Picking Up Girls 110 Friends And Tsubaki Kato Punishment First Lesbian 3P Iki Rolling Punishment Game! Intro

Bokep.PORN 1 month ago

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