Punishment Videos (58,712)

cherry and i dominate our disobedient puppies nyxi and livi

57% HD 0:30 / 33:02

cherry and i dominate our disobedient puppies nyxi and livi

PornBox 1 year ago

Trans Girl Worships His Trans Cock Before He Wrecks Her Ass

Trans Girl Worships His Trans Cock Before He Wrecks Her Ass

XHamster 8 months ago

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

4K 0:20 / 14:58

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

Clips4sale 5 months ago

Sara & Elver Private Show

62% HD 2:00 / 14:48

Sara & Elver Private Show

Flirt4Free 7 months ago

Shemale Domination - 33 - Yasmin De Castro & Rick Bitch

Shemale Domination - 33 - Yasmin De Castro & Rick Bitch

FapHouse 2 months ago

Futa Jinx Gets A Hard Punishment In Her Cell That Makes Her Cum

Futa Jinx Gets A Hard Punishment In Her Cell That Makes Her Cum

3DPornDude 1 year ago

Latex TS Clone Anal Punishment BDSM

Latex TS Clone Anal Punishment BDSM

BeMyHole 7 months ago

”Trans Jenna Gargles & Pierce Paris starts the morning with hard ass pumping”

”Trans Jenna Gargles & Pierce Paris starts the morning with hard ass pumping”

Faptor 2 years ago

Zoe dominates and punishes her submissive with her tight pecker in spandex

Zoe dominates and punishes her submissive with her tight pecker in spandex

TrannyMovs 1 month ago

Tied up and left in the mud! Wet and messy tranny girl pees in her pants!

Tied up and left in the mud! Wet and messy tranny girl pees in her pants!

XHamster 6 months ago

T-girl nun Korra Del Rio punishes sinful man DJ in the basement

T-girl nun Korra Del Rio punishes sinful man DJ in the basement

Sheshaft 1 year ago

Dani Saenz Private Show

HD 2:00 / 55:01

Dani Saenz Private Show

Camster 4 years ago

Jane Doe X Burnice X Zhu - Bizarre and Extreme Futa Arrest

Jane Doe X Burnice X Zhu - Bizarre and Extreme Futa Arrest

3DPornDude 3 months ago

t-girl Disciplined chick's cunny

t-girl Disciplined chick's cunny

TrannyGem 5 years ago

Colombian Boys Private Show

56% HD 2:00 / 16:12

Colombian Boys Private Show

Flirt4Free 9 months ago

Zara Clark Private Show

68% 4K 2:00 / 6:41

Zara Clark Private Show

Flirt4Free 2 months ago

NIkki Montero punishing Laisa Lins

NIkki Montero punishing Laisa Lins

FapHouse 6 years ago

Kitty Kunt and her huge she cock

Kitty Kunt and her huge she cock

XHamster 4 months ago

Sissy's punishment

Sissy's punishment

XHamster 3 years ago

Tommy & Master Private Show

HD 2:00 / 14:18

Tommy & Master Private Show

Flirt4Free 4 months ago

$Christian\'s Turn to Eject His Cum into Master\'s Mouth$ 61% HD 2:00 / 9:58

Christian\'s Turn to Eject His Cum into Master\'s Mouth

Flirt4Free 3 years ago

Liam Jacobson Members-Only Show - Part 2

HD 2:00 / 11:00

Liam Jacobson Members-Only Show - Part 2

Flirt4Free 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 2 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Camster 1 year ago

Nicco & Patric & Santiago Private Show

55% HD 2:00 / 9:46

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

Sensual Teasing and Pillow Riding

Sensual Teasing and Pillow Riding

Camster 2 years ago

Aron & Master & Elvis Private Show

65% HD 2:00 / 4:58

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Barbara Perez - The Nurse Knows Best

Barbara Perez - The Nurse Knows Best

Tranny.one 4 years ago

Bound thieves punished by rough shemale domme

Bound thieves punished by rough shemale domme

XXXShake 4 years ago

How Santa Deep Throated and Anal Fucked Disobedient Teen Trans Slut Girl and Turned Her Into a Sissy Deer

HD 1:01 / 46:07

How Santa Deep Throated and Anal Fucked Disobedient Teen Trans Slut Girl and Turned Her Into a Sissy Deer

FapHouse 1 year ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass Clip 2

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass Clip 2

XHamster 7 months ago

Sara & Elver Private Show

56% HD 2:00 / 6:14

Sara & Elver Private Show

Flirt4Free 6 months ago

Sophia Loreen Party on Jun 6, 2026 - Part 4

65% HD 2:00 / 19:50

Sophia Loreen Party on Jun 6, 2026 - Part 4

Flirt4Free 1 month ago

Submissive ladyboy should suck and give ass

Submissive ladyboy should suck and give ass

Katestube 2 years ago

Corrine Dittmann Private Show

65% 4K 2:00 / 4:45

Corrine Dittmann Private Show

Flirt4Free 1 month ago

Sissy was shocked at the size the mistress was going to shove up her ass

Sissy was shocked at the size the mistress was going to shove up her ass

XHamster 1 year ago

Julia Gives Student a Schooling - TGirlJapan

Julia Gives Student a Schooling - TGirlJapan

AbTranny 6 years ago

Colombian Boys Private Show

48% HD 2:00 / 7:59

Colombian Boys Private Show

Flirt4Free 2 years ago

Sexy Ebony Shemale Punishing Her Submissive Bf

Sexy Ebony Shemale Punishing Her Submissive Bf

GetTranny 2 weeks ago

Master & Ithan & Aleex Private Show

51% HD 2:00 / 38:32

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

65% 4K 0:30 / 58:54

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

Clips4sale 1 year ago

”Courageous Shemale Natalie Mars bends down & lets the giant rubber dick destroy her butthole”

”Courageous Shemale Natalie Mars bends down & lets the giant rubber dick destroy her butthole”

4Wank 3 years ago

I'm going to have to take care of myself while my best friend is at work, I'm really excited right now

I'm going to have to take care of myself while my best friend is at work, I'm really excited right now

XHamster 5 months ago

Luna Florez Private Show

Luna Florez Private Show

Camster 1 year ago

Bella Nightwish Party on Jan 10, 2026

Bella Nightwish Party on Jan 10, 2026

Camster 5 months ago

Nettle Punishment for Pussy in The Forest

Nettle Punishment for Pussy in The Forest

FapHouse 2 years ago

Castration bands play - Blue balls

Castration bands play - Blue balls

XHamster 3 years ago

Feeding My Sissy With Custard, Bananas And A Warm Piss Finish

Feeding My Sissy With Custard, Bananas And A Warm Piss Finish

XHamster 7 months ago

Master & Christian Mckenzie & Christian Rey Private Show

59% HD 2:00 / 13:53

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Femboy Fails to Break the Futa Curse and Now Gets Punished

Femboy Fails to Break the Futa Curse and Now Gets Punished

3DPornDude 6 months ago

Part 2:- Domina Sataa Takes Booboo in the Vamp Room for a Date with Stephanie Nicole TV

HD 1:01 / 10:28

Part 2:- Domina Sataa Takes Booboo in the Vamp Room for a Date with Stephanie Nicole TV

FapHouse 2 weeks ago

Shemale Slut Carla Fucking Her Ass with a Big Dildo

62% HD 0:39 / 4:18

Shemale Slut Carla Fucking Her Ass with a Big Dildo

FapHouse 2 months ago

T-girl Dominates Nightclub Bouncer

T-girl Dominates Nightclub Bouncer

Analdin 1 month ago

Sophia Loreen Private Show

HD 2:00 / 12:05

Sophia Loreen Private Show

Flirt4Free 1 month ago

Pbp 2 Sissy Training Fucking and Worship to Mistress Jennifer

Pbp 2 Sissy Training Fucking and Worship to Mistress Jennifer

XHamster 2 weeks ago

Brutus K is Playing for His Guest

61% HD 2:00 / 7:44

Brutus K is Playing for His Guest

Flirt4Free 9 years ago

Hard belt self spanking Part 3

Hard belt self spanking Part 3

XHamster 1 year ago

Perfect Ass for the Job

66% HD 0:10 / 5:23

Perfect Ass for the Job

LoyalFans 11 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

Harris Morrison Private Show

69% HD 2:00 / 9:10

Harris Morrison Private Show

Flirt4Free 2 years ago

The Sex Cafe 2

Some.Porn 7 months ago

Elix & Elias & Paulo Private Show

50% HD 2:00 / 6:30

Elix & Elias & Paulo Private Show

Flirt4Free 11 months ago

Zara Clark Private Show

Zara Clark Private Show

Camster 6 months ago

Naughty Stepson Punished

56% HD 0:10 / 10:03

Naughty Stepson Punished

LoyalFans 2 years ago

$Jhordy Gets Fucked and Enjoys Luccas\' Tasty Semen$ 60% HD 2:00 / 27:28

Jhordy Gets Fucked and Enjoys Luccas\' Tasty Semen

Flirt4Free 11 months 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

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

Colombian Boys Private Show

4K 2:00 / 21:16

Colombian Boys Private Show

Flirt4Free 1 week ago

Sabrina Smiith Private Show

53% HD 2:00 / 8:57

Sabrina Smiith Private Show

Flirt4Free 8 months ago

Dani Saenz Private Show

HD 2:00 / 10:57

Dani Saenz Private Show

Camster 4 years ago

Amber Burnt Private Show

HD 2:00 / 26:48

Amber Burnt Private Show

Camster 2 years ago

$Sandy Rides Anal Ed\'s Corner$ 61% HD 2:00 / 4:21

Sandy Rides Anal Ed\'s Corner

Camster 10 years ago

hot Play of my Big Dick playing with oil on my Balls and slipping on my sweet Ass (jerk)(sucking) (sweating) (squirt)

hot Play of my Big Dick playing with oil on my Balls and slipping on my sweet Ass (jerk)(sucking) (sweating) (squirt)

Flirt4Free 5 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

Kim Hendrick Private Show

Kim Hendrick Private Show

Flirt4Free 2 weeks ago

Dani Saenz Private Show

HD 2:00 / 26:24

Dani Saenz Private Show

Camster 4 years ago

You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)

You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)

XHamster 1 year ago

Dimitry Rolex & Liliith Private Show

Dimitry Rolex & Liliith Private Show

Camster 2 years ago

Sophia Loreen Private Show

66% HD 2:00 / 8:42

Sophia Loreen Private Show

Flirt4Free 2 weeks ago

Indian porn xxx desi Sexy Shemale hot sex video sexy xnxx videos xvideos xHamster videos Cumshot Compilation

Indian porn xxx desi Sexy Shemale hot sex video sexy xnxx videos xvideos xHamster videos Cumshot Compilation

XHamster 2 months ago

Breeding Season

Breeding Season

Tranny.one 4 years ago

The Slave Huntress (MP4)

55% 0:30 / 56:54

The Slave Huntress (MP4)

Clips4sale 2 months ago

Public Punishment for Naughty Men by Dominant Ladies

Public Punishment for Naughty Men by Dominant Ladies

Jizzberry 3 years ago

Watch Me!

Some.Porn 1 year ago

Booty TS Graziella Toledo punishes helpless man with her mighty dick

Booty TS Graziella Toledo punishes helpless man with her mighty dick

MenGem 7 months ago

Master & Christian Mckenzie & Christian Rey Private Show

58% HD 2:00 / 39:40

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Jhordy & Maxx Private Show

61% HD 2:00 / 9:14

Jhordy & Maxx Private Show

Flirt4Free 10 months ago

Lucas & Styven & Marcelo Private Show

HD 2:00 / 22:49

Lucas & Styven & Marcelo Private Show

Flirt4Free 2 years ago

Ambar & Master Private Show

HD 2:00 / 21:01

Ambar & Master Private Show

Flirt4Free 1 month ago

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

64% HD 0:30 / 31:40

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

Clips4sale 10 months ago

Phoenix Marie Is A Connoisseur.

Phoenix Marie Is A Connoisseur.

Some.Porn 1 year ago

The Wicked Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

The Wicked Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

ShemaleSin 6 months ago

thaysa carvalho (ts) fucked hard by white boyfriend

thaysa carvalho (ts) fucked hard by white boyfriend

PornOne 4 years ago

Discipline for the Office Gals

Discipline for the Office Gals

Lesbian8 2 days ago

Roy & Hercules & Jamer Private Show

37% HD 2:00 / 29:27

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Charlie Cano Private Show

55% HD 2:00 / 7:16

Charlie Cano Private Show

Flirt4Free 3 years ago

Sandy Nell Private Show

Sandy Nell Private Show

Flirt4Free 2 weeks ago

Shemale Domination - 15 - Isa Laurens & Rick Bitch

Shemale Domination - 15 - Isa Laurens & Rick Bitch

XHamster 5 months ago

Sophie Fantasy Private Show

Sophie Fantasy Private Show

Flirt4Free 2 months ago

What a pathetic sissy slut - Time for punishment Clip 1

What a pathetic sissy slut - Time for punishment Clip 1

XHamster 4 months ago

Black Shemale Takes a Painfully Big Cock

Black Shemale Takes a Painfully Big Cock

AShemaleTube 8 years ago

Hot teasing til you cum in your chastity cage! Tgirl JOI for Chastity Losers!

Hot teasing til you cum in your chastity cage! Tgirl JOI for Chastity Losers!

Dafreeporn 2 weeks ago

Jacob Malik Private Show

Jacob Malik Private Show

Flirt4Free 4 months ago

Rafael Leonn Private Show

51% HD 2:00 / 25:22

Rafael Leonn Private Show

Flirt4Free 2 years ago

stupid shy brat boy from TS unmasked, humiliated and fucked hard until she breeds him

stupid shy brat boy from TS unmasked, humiliated and fucked hard until she breeds him

AShemaleTube 7 months ago

Anny Harley Private Show

HD 2:00 / 28:28

Anny Harley Private Show

Flirt4Free 3 years ago

Violetta Ficher Juga Con Sus Dildos

Violetta Ficher Juga Con Sus Dildos

Camster 1 year ago

Archie Blossom Private Show

Archie Blossom Private Show

Flirt4Free 4 months ago

Bought into Slavery by Your Mistress

75% HD 0:29 / 25:29

Bought into Slavery by Your Mistress

Clips4sale 1 year ago

Celeste Wembley Private Show

Celeste Wembley Private Show

Camster 3 years ago

Shemale Maylla Mendes First Facesitting I

Shemale Maylla Mendes First Facesitting I

Clips4sale 3 years ago

Aminah Reese Private Show

Aminah Reese Private Show

Flirt4Free 3 years ago

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Tranny.one 4 years ago

Bastian Maalouf Private Show

Bastian Maalouf Private Show

Flirt4Free 3 years ago

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

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

Clips4sale 1 year ago

”Big boobs mature MILF punishes Asian teen stepdaughter & her Girlfriend”

”Big boobs mature MILF punishes Asian teen stepdaughter & her Girlfriend”

TransHero 6 months ago

The Anal Initiation of Dallas Ebony (John Rock Hard)

The Anal Initiation of Dallas Ebony (John Rock Hard)

Ebony8 4 years ago

When I get home I find a trans with a huge dick who fucked my partner and so I punish her.

When I get home I find a trans with a huge dick who fucked my partner and so I punish her.

XHamster 7 months ago

Executioners

Some.Porn 1 year ago

Jewel Selfsucker Party on Jun 14, 2026 - Part 2

Jewel Selfsucker Party on Jun 14, 2026 - Part 2

Flirt4Free 3 weeks ago

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