Punishment Videos (58,996)

Ballbusting CFNM petite femina kicks sub in the kitchen

Ballbusting CFNM petite femina kicks sub in the kitchen

Some.Porn 2 years ago

Hot Pearl's Futa Cumsplatting Punishment

Hot Pearl's Futa Cumsplatting Punishment

Pr1cks 1 year 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

Corrine Dittmann Private Show

Corrine Dittmann Private Show

Camster 10 months ago

Caged Kitty Breeding: Trans Mistress Inflicts Cruel Bondage On Pet Play Tgirl With Big Dick Then Fucks Her In The Anal Til Cumshot

57% HD 0:29 / 21:53

Caged Kitty Breeding: Trans Mistress Inflicts Cruel Bondage On Pet Play Tgirl With Big Dick Then Fucks Her In The Anal Til Cumshot

Clips4sale 1 year ago

This cute asian ladyboy needs a real hard punishement

This cute asian ladyboy needs a real hard punishement

Sheshaft 6 years ago

Czech MILF dominates a stranger with her strapon KellyAErick

Czech MILF dominates a stranger with her strapon KellyAErick

Tranny.one 3 years ago

Loser slave loses bet against 7 Dommes and is gangbanged (720 EN-sub)

56% HD 0:31 / 23:10

Loser slave loses bet against 7 Dommes and is gangbanged (720 EN-sub)

Clips4sale 1 year ago

squirt

Camster 3 years ago

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

66% HD 0:39 / 11:02

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

FapHouse 2 months ago

Sabrina punishes the ass of her feMale with no mercy

Sabrina punishes the ass of her feMale with no mercy

AShemaleTube 3 years ago

First Wives' Club The Punishment of an Unfaithful Husband Series

54% 0:11 / 31:28

First Wives' Club The Punishment of an Unfaithful Husband Series

C4S 2 years ago

Rika Fox Gets Punished Compilation! All 8 full vids,available now for only 4.99 subscribe!

Rika Fox Gets Punished Compilation! All 8 full vids,available now for only 4.99 subscribe!

AShemaleTube 1 week ago

Brats Get Punished

Brats Get Punished

TrashyNeverClassy 1 year 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

”Thicc Juicy BBQ”

”Thicc Juicy BBQ”

Zatube 1 year ago

Bondage hentai bride with bigtits gets punishment

Bondage hentai bride with bigtits gets punishment

VikiPorn 13 years ago

canadian submissive darryl dowe gets punished gags on cock and gets fucked hard by trans domme

HD 0:30 / 19:39

canadian submissive darryl dowe gets punished gags on cock and gets fucked hard by trans domme

PornBox 2 years ago

Monserrat & Jaxi Private Show

61% HD 2:00 / 11:12

Monserrat & Jaxi Private Show

Flirt4Free 2 years ago

Penny Barber punished hard by her Ts for being a naughty tranny

Penny Barber punished hard by her Ts for being a naughty tranny

Katestube 7 months ago

Colombian Boys Private Show

63% 4K 2:00 / 11:12

Colombian Boys Private Show

Flirt4Free 1 month ago

Thicc juicy bbq

Thicc juicy bbq

Fapcat 1 year ago

”Campus chick vibed in ankle suspension”

”Campus chick vibed in ankle suspension”

TransHero 7 months ago

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

65% HD 0:10 / 13:27

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

LoyalFans 8 months ago

ALL GIRL MASSAGE - Kristen Scott Seduces Alexa Grace into Cheating Lesbian Massage Romp PART 2

ALL GIRL MASSAGE - Kristen Scott Seduces Alexa Grace into Cheating Lesbian Massage Romp PART 2

Some.Porn 1 year ago

Horny Pearl's Futa Cumsplatting Punishment

Horny Pearl's Futa Cumsplatting Punishment

DykeHQ 1 year ago

Kitty Kunt and her huge she cock

66% HD 1:01 / 23:01

Kitty Kunt and her huge she cock

FapHouse 3 years ago

”Sweet Punishment”

”Sweet Punishment”

TransHero 7 months ago

Cross-training Cock

Cross-training Cock

Some.Porn 1 year ago

The Slave Huntress (MP4)

The Slave Huntress (MP4)

Clips4sale 11 months ago

The Sheer Pantyhose Show Wiggle Wiggle

58% HD 2:00 / 11:38

The Sheer Pantyhose Show Wiggle Wiggle

Flirt4Free 2 years ago

Dinner Gathering

Dinner Gathering

Some.Porn 2 years ago

Slave Olympics and the Punishment Orgy aftermath FullHD

54% HD 0:11 / 23:21

Slave Olympics and the Punishment Orgy aftermath FullHD

Clips4sale 4 years 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

Jenna Reid Spanks Her French Maid Cross Dressing Cuckold

61% HD 1:01 / 33:29

Jenna Reid Spanks Her French Maid Cross Dressing Cuckold

FapHouse 3 years ago

Lil D Fucks Stepmom's Phat Ass!

Lil D Fucks Stepmom's Phat Ass!

Some.Porn 6 months ago

The Slave Huntress (MP4)

55% 0:30 / 56:54

The Slave Huntress (MP4)

Clips4sale 2 months ago

Aron & Elvis & Hercules Private Show

72% HD 2:00 / 8:56

Aron & Elvis & Hercules Private Show

Flirt4Free 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 3 years ago

Cunt Busting Stefania Mafra (STANDARD WMV)

Cunt Busting Stefania Mafra (STANDARD WMV)

Clips4sale 2 years ago

”Used Hoe Holes part II”

”Used Hoe Holes part II”

TransHero 7 months ago

A Raven-Haired Rump Shaker

A Raven-Haired Rump Shaker

Some.Porn 1 year ago

Guess Who Got Punished This Time

69% 1:01 / 7:23

Guess Who Got Punished This Time

FapHouse 9 months ago

Mamou compilation BDSM je fouette de jolies trans

Mamou compilation BDSM je fouette de jolies trans

XVideos 8 months ago

sissy college girls get back at their mean coach

66% HD 0:39 / 38:51

sissy college girls get back at their mean coach

FapHouse 3 years ago

Sophia Loreen Private Show

HD 2:00 / 10:15

Sophia Loreen Private Show

Flirt4Free 1 month ago

Orgasm While Camping

Orgasm While Camping

XHamster 11 months ago

Dani Saenz Private Show

Dani Saenz Private Show

Camster 4 years ago

Getting Punished for Braking in the Apartments

50% 1:01 / 32:23

Getting Punished for Braking in the Apartments

FapHouse 4 months ago

Lance & Christian & Master Private Show

58% HD 2:00 / 14:47

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Sissy Slut Swallows Sissygasm- CEI JOI Cum Eating Instructions by Goddess Nikki Kit

Sissy Slut Swallows Sissygasm- CEI JOI Cum Eating Instructions by Goddess Nikki Kit

IWantClips 1 year ago

Cheap Slut Part 2 – Sex Slave Training

48% HD 1:01 / 11:27

Cheap Slut Part 2 – Sex Slave Training

FapHouse 6 years ago

Sissy's punishment

Sissy's punishment

XHamster 4 years ago

Nastiest Convo Ever Recorded

54% HD 2:00 / 38:36

Nastiest Convo Ever Recorded

Flirt4Free 11 years ago

Sophia Loreen Private Show

64% HD 2:00 / 9:59

Sophia Loreen Private Show

Camster 1 month ago

Patric & Simon & Frederick Private Show

57% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Extremely Graphic Descriptive Verbal Dom

66% 4K 2:00 / 22:10

Extremely Graphic Descriptive Verbal Dom

Flirt4Free 4 months ago

Luna Florez Private Show

4K 2:00 / 11:14

Luna Florez Private Show

Camster 3 months ago

Paulo & Liam Private Show

63% HD 2:00 / 10:03

Paulo & Liam Private Show

Flirt4Free 2 weeks ago

Anal Fingering

Flirt4Free 4 years ago

Sexy Teacher Dea Satin Orders You to Suck Her Strap-on Dildo Deep and Long

61% HD 1:01 / 7:45

Sexy Teacher Dea Satin Orders You to Suck Her Strap-on Dildo Deep and Long

FapHouse 5 months ago

Sophia Loreen Party on Jul 3, 2026 - Part 5

55% HD 2:00 / 29:40

Sophia Loreen Party on Jul 3, 2026 - Part 5

Camster 3 weeks ago

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

68% HD 0:30 / 58:54

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

Clips4sale 2 years ago

Tranny maid River Enza disciplined for being naughty

Tranny maid River Enza disciplined for being naughty

GayCK 3 years ago

Shemale Miss Jane Starr anal fucks her busty mechanic and anal creampies her

Shemale Miss Jane Starr anal fucks her busty mechanic and anal creampies her

Eporner 1 year ago

Japanese MILF Anal - Rough Deep Creampie Punishment Shemale

Japanese MILF Anal - Rough Deep Creampie Punishment Shemale

POVJP 1 year ago

Luna Florez Private Show

63% 4K 2:00 / 5:20

Luna Florez Private Show

Camster 3 weeks ago

Domme destroys sub's ass in punishment

Domme destroys sub's ass in punishment

Jizzberry 2 years ago

Slut throatfucked in front of audience till cum in mouth

Slut throatfucked in front of audience till cum in mouth

Some.Porn 1 year ago

Fuckmachine torture

Fuckmachine torture

XHamster 3 years ago

Shemale Domination - 09 - Ale & Re Farias & Rick Bitch

Shemale Domination - 09 - Ale & Re Farias & Rick Bitch

XHamster 6 months ago

Crossdresser gets fuck of the year from Straight

Crossdresser gets fuck of the year from Straight

Tranny.one 4 years ago

Sophia Loreen Private Show

73% HD 2:00 / 4:58

Sophia Loreen Private Show

Flirt4Free 2 months ago

See Luke Cooper

See Luke Cooper

Some.Porn 1 year ago

Patric & Oliver Private Show

57% HD 2:00 / 17:35

Patric & Oliver Private Show

Flirt4Free 3 years ago

Big cock Jesse gets a blowjob from her prisoner before

Big cock Jesse gets a blowjob from her prisoner before

XHamster 1 year ago

Corrine Dittmann Private Show

Corrine Dittmann Private Show

Camster 1 month ago

Sophia Loreen Party on May 6, 2026 - Part 3

HD 2:00 / 19:00

Sophia Loreen Party on May 6, 2026 - Part 3

Camster 2 months ago

Angela Lelli Private Show

HD 2:00 / 12:25

Angela Lelli Private Show

Camster 2 years 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 3 weeks ago

Sophia Loreen Private Show

63% HD 2:00 / 14:54

Sophia Loreen Private Show

Camster 2 weeks ago

Sandy Lee Members-Only Show

61% HD 2:00 / 17:58

Sandy Lee Members-Only Show

Camster 11 years ago

Caught my stepmom getting fucked by TS

Caught my stepmom getting fucked by TS

Some.Porn 6 months ago

Release Me! Superman is the Villain's Bitch by ManUpFilms

Release Me! Superman is the Villain's Bitch by ManUpFilms

XHamster 1 year ago

Petite Hooky

Some.Porn 1 year ago

squirt show

Camster 3 years 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

Lucy Hart Makes me SO Heavy at SweetFemdom

Lucy Hart Makes me SO Heavy at SweetFemdom

XHamster 1 month ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 4 years ago

Sophia Loreen Private Show

HD 2:00 / 18:04

Sophia Loreen Private Show

Camster 2 weeks ago

Brutus K Private Show

HD 2:00 / 10:59

Brutus K Private Show

Flirt4Free 11 years ago

Sissy Crossdresser Punished By Horny Mistresses

Sissy Crossdresser Punished By Horny Mistresses

AbXXX 2 years ago

Archie Blossom Private Show - Part 3

HD 2:00 / 18:15

Archie Blossom Private Show - Part 3

Flirt4Free 3 months ago

Luccas & Archie & Jose Private Show

57% HD 2:00 / 52:50

Luccas & Archie & Jose Private Show

Flirt4Free 6 months ago

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

58% HD 0:25 / 9:39

Sissy Slut Swallows Sissygasm - CEI JOI Cum Eating Instructions by Goddess Nikki Kit

Clips4sale 1 year ago

Your Body Is My Toy: BDSM Bondage Blowjob Cumshot w Fisting

57% 4K 0:28 / 32:29

Your Body Is My Toy: BDSM Bondage Blowjob Cumshot w Fisting

Clips4sale 1 year ago

Big Tits Femboy Ben Tennyson Lactating and Pumping Her Puffy Nipples with Vacuum Milking Machine

HD 1:01 / 19:40

Big Tits Femboy Ben Tennyson Lactating and Pumping Her Puffy Nipples with Vacuum Milking Machine

FapHouse 3 weeks ago

Athletic shemale loves painal by bbc

Athletic shemale loves painal by bbc

Eporner 5 months ago

”Gabriella & Alexa get punished by a huge cock”

”Gabriella & Alexa get punished by a huge cock”

ThePornstar 2 years ago

Elias & Elix Private Show

44% HD 2:00 / 13:09

Elias & Elix Private Show

Flirt4Free 11 months ago

Futunari with Huge Dick deeply Fucks her assistant in 3D porn.

Futunari with Huge Dick deeply Fucks her assistant in 3D porn.

MyLust 2 years ago

Latex TS Goddess Dominates Sissy Slaves

Latex TS Goddess Dominates Sissy Slaves

GayVids 7 months ago

Bad Cleaner Should Clean My Cock Now, Deepthroat Blowjob and Breeding Femboy's Tight Ass

Bad Cleaner Should Clean My Cock Now, Deepthroat Blowjob and Breeding Femboy's Tight Ass

XHamster 9 months ago

Charlie Cano Private Show

65% HD 2:00 / 4:31

Charlie Cano Private Show

Flirt4Free 3 years ago

The BBC Punisher Fucks Sexy Jenny Wei

The BBC Punisher Fucks Sexy Jenny Wei

AShemaleTube 2 years ago

Futa Cock Growing Serum Makes You Shrink! - Ft Imilia Audley

59% HD 0:51 / 18:02

Futa Cock Growing Serum Makes You Shrink! - Ft Imilia Audley

Clips4sale 11 months ago

Nelly Gale Private Show

Nelly Gale Private Show

Flirt4Free 2 years ago

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

XHamster 1 year ago

Michael Magno Private Show

Michael Magno Private Show

Flirt4Free 2 years ago

Live in sissy girls uniform inspection

68% 0:30 / 6:12

Live in sissy girls uniform inspection

Clips4sale 1 year ago

Brutus K Private Show

59% HD 2:00 / 6:01

Brutus K Private Show

Flirt4Free 9 years ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years 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 6 months ago

Rock Muscle Private Show

Rock Muscle Private Show

Flirt4Free 1 day ago

I felt like I was the only one in the house Clip 1

I felt like I was the only one in the house Clip 1

XHamster 2 months ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 2 years ago

Troy Khalil Private Show

65% HD 2:00 / 6:40

Troy Khalil Private Show

Flirt4Free 2 years ago

Elias & Elix Private Show

63% HD 2:00 / 21:57

Elias & Elix Private Show

Flirt4Free 9 months ago

Matt & Oliver & Andres Private Show

64% HD 2:00 / 4:56

Matt & Oliver & Andres Private Show

Flirt4Free 3 years ago

Nicco & Patric & Santiago Private Show

55% HD 2:00 / 16:28

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

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