Punishment Videos (59,097)

Brats Get Punished

Brats Get Punished

TrashyNeverClassy 1 year ago

Sleepover Fun

Some.Porn 2 years ago

Jimmy Saves Xmas

Jimmy Saves Xmas

Some.Porn 7 months ago

Sabrina Smiith Private Show

67% 4K 2:00 / 10:26

Sabrina Smiith Private Show

Flirt4Free 7 months 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

a lot of punishment of ur fucking cock

a lot of punishment of ur fucking cock

XHamster 3 months ago

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

XHamster 6 months ago

”Sweet Punishment”

”Sweet Punishment”

TransHero 7 months ago

Step-Mommy's Lessons Part 1

HD 0:10 / 16:00

Step-Mommy's Lessons Part 1

LoyalFans 2 years ago

BNWO Sissy Breeding Stables

42% HD 0:29 / 10:41

BNWO Sissy Breeding Stables

Clips4sale 9 months ago

Eva Lux Blowjob

Eva Lux Blowjob

Camster 2 years ago

Hot Pearl's Futa Cumsplatting Punishment

Hot Pearl's Futa Cumsplatting Punishment

Pr1cks 1 year ago

Willy Veins Private Show

59% HD 2:00 / 7:35

Willy Veins Private Show

Flirt4Free 1 year ago

EvilWoman: TS slut destroyed with huge dildo

64% 0:31 / 11:28

EvilWoman: TS slut destroyed with huge dildo

Clips4sale 6 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 7 months ago

Anal Punishment for Christmas

Anal Punishment for Christmas

XVideos 1 year ago

Dustin & Angel & Bayron Private Show

50% HD 2:00 / 4:45

Dustin & Angel & Bayron Private Show

Flirt4Free 2 years ago

Kitty Kunt and her huge she cock

67% HD 1:01 / 23:01

Kitty Kunt and her huge she cock

FapHouse 3 years ago

Buzzed And Boned

Buzzed And Boned

Some.Porn 3 months ago

Sophie Fantasy Private Show

67% HD 2:00 / 15:38

Sophie Fantasy Private Show

Flirt4Free 1 month ago

Sophie Fantasy Private Show

Sophie Fantasy Private Show

Flirt4Free 2 weeks ago

Caught Peeping By Your Trans Roommate Teaser

Caught Peeping By Your Trans Roommate Teaser

XHamster 6 years ago

Ryan Boness & Eduar Senni Private Show

58% HD 2:00 / 4:57

Ryan Boness & Eduar Senni Private Show

Flirt4Free 1 month ago

The Slave Huntress (MP4)

The Slave Huntress (MP4)

Clips4sale 11 months ago

Owen & Ronaldo & Patric Private Show

50% HD 2:00 / 14:02

Owen & Ronaldo & Patric Private Show

Flirt4Free 3 years ago

King Noire Pounds Pixi Lusts Tight Booty

King Noire Pounds Pixi Lusts Tight Booty

Xozilla 1 month ago

MahoganyQen - Morning Strap-on Punishment

MahoganyQen - Morning Strap-on Punishment

Nuvid 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

In the Clothes of her Mistress

HD 0:13 / 16:06

In the Clothes of her Mistress

IWantClips 9 years ago

Lil D Fucks Stepmom's Phat Ass!

Lil D Fucks Stepmom's Phat Ass!

Some.Porn 6 months ago

Step-Mommy Punishes Gamer Girl Nyxi

Premium HD 11:48

Step-Mommy Punishes Gamer Girl Nyxi

XVideosRed 1 month ago

Busty cougar spanked by master

Busty cougar spanked by master

Some.Porn 8 months ago

The Slave Huntress (MP4)

55% 0:30 / 56:54

The Slave Huntress (MP4)

Clips4sale 2 months 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

Horny Pearl's Futa Cumsplatting Punishment

Horny Pearl's Futa Cumsplatting Punishment

DykeHQ 1 year ago

Aron & Elvis & Hercules Private Show

73% HD 2:00 / 8:56

Aron & Elvis & Hercules Private Show

Flirt4Free 3 years ago

The Naughty Step-Daugther

61% 0:27 / 20:10

The Naughty Step-Daugther

Clips4sale 2 years ago

TS Natalie Mars fisted and stretched by MILF Penny Barber

TS Natalie Mars fisted and stretched by MILF Penny Barber

UrGayPorn 11 months ago

Way better than your partner!

Way better than your partner!

Some.Porn 10 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 11 months ago

Instruction From the Trainer No6 Exposure Masturbation in the Parking Lot in Front of the Store

HD 0:39 / 13:01

Instruction From the Trainer No6 Exposure Masturbation in the Parking Lot in Front of the Store

FapHouse 4 months ago

tgirls.xxx - scarlet synn punish me for being so naughty porn video

tgirls.xxx - scarlet synn punish me for being so naughty porn video

TransDoe 4 months ago

Sophia Loreen Private Show

4K 2:00 / 10:29

Sophia Loreen Private Show

Camster 7 months ago

sissy college girls get back at their mean coach

HD 0:39 / 38:51

sissy college girls get back at their mean coach

FapHouse 3 years ago

Spanking in long leather gloves

Premium HD 15:20

Spanking in long leather gloves

XVideosRed 3 years ago

Tattooed Bosses Dominate New Employee

Tattooed Bosses Dominate New Employee

Analdin 2 months ago

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

HD 0:39 / 1:12:00

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

FapHouse 5 months ago

Sissy Slave Tranny Punished & Fucked - Full Video

Sissy Slave Tranny Punished & Fucked - Full Video

XHamster 4 years ago

Sissyfication 1

58% HD 0:39 / 10:56

Sissyfication 1

FapHouse 1 year ago

Sophia Loreen Private Show

HD 2:00 / 18:04

Sophia Loreen Private Show

Camster 1 week ago

Lance & Christian & Master Private Show

58% HD 2:00 / 14:47

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Oliver & Hercules & Andres Private Show

HD 2:00 / 15:44

Oliver & Hercules & Andres Private Show

Flirt4Free 3 years ago

Luna Florez Private Show

4K 2:00 / 11:14

Luna Florez Private Show

Camster 3 months ago

Extremely Graphic Descriptive Verbal Dom

66% 4K 2:00 / 22:10

Extremely Graphic Descriptive Verbal Dom

Flirt4Free 4 months ago

Sophia Loreen Private Show

61% HD 2:00 / 4:47

Sophia Loreen Private Show

Camster 1 week ago

Dani Saenz Private Show

Dani Saenz Private Show

Camster 4 years ago

Whipping Punishment for the Sissy Slut - Part 1

Whipping Punishment for the Sissy Slut - Part 1

FapHouse 2 years ago

Sexy Cute Young TS Rika Fox Gets Punished Again! Full video available now for only 4.99

Sexy Cute Young TS Rika Fox Gets Punished Again! Full video available now for only 4.99

AShemaleTube 2 weeks ago

Dani Saenz Private Show

HD 2:00 / 12:31

Dani Saenz Private Show

Camster 4 years ago

Sophia Loreen Private Show

HD 2:00 / 13:06

Sophia Loreen Private Show

Camster 3 weeks ago

Vivian Smit Private Show

Vivian Smit Private Show

Camster 4 years ago

Venezuelan mate with great trouser snake of 23cm licking chicken butt Bogota

Venezuelan mate with great trouser snake of 23cm licking chicken butt Bogota

MenGem 1 week ago

Jhordy & Maxx Private Show

69% HD 2:00 / 5:03

Jhordy & Maxx Private Show

Flirt4Free 10 months ago

Punishing My Girlcock With a Fleshlight Until I Explode

Punishing My Girlcock With a Fleshlight Until I Explode

Pornzona 2 weeks ago

Punishment Anal for My Cheating BF

Punishment Anal for My Cheating BF

XHamster 1 year ago

Heavily tattooed shemale punishing a black dude

Heavily tattooed shemale punishing a black dude

AShemaleTube 2 weeks ago

cum show after striptease

cum show after striptease

Flirt4Free 4 years ago

Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel

Hot BBC Fucks Nude Thiccc Blond Sissy Pussy Anon in Hotel

Tranny.one 4 years ago

Domme destroys sub's ass in punishment

Domme destroys sub's ass in punishment

Jizzberry 2 years 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 6 months ago

See Luke Cooper

See Luke Cooper

Some.Porn 1 year ago

CUM SHOW

Flirt4Free 5 years ago

Tatis Rouse & Aujie Private Show

4K 2:00 / 10:14

Tatis Rouse & Aujie Private Show

Camster 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 2 years ago

Basic training to become a sissy maid - Locked up and punished

Basic training to become a sissy maid - Locked up and punished

XHamster 5 months ago

I Work All Day While You Sit On Your Ass Time For Your Punishment! (Angry Futa Hatefuck Audio)

I Work All Day While You Sit On Your Ass Time For Your Punishment! (Angry Futa Hatefuck Audio)

Fetishpapa 2 weeks 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

Four shemale dominas fucks a guy with a mask and give him

Four shemale dominas fucks a guy with a mask and give him

XHamster 1 year ago

hard pegging male in the kitchen

48% HD 0:20 / 6:48

hard pegging male in the kitchen

PornBox 1 year ago

Caught in the act

Caught in the act

Eporner 3 years ago

Sophia Loreen Private Show

HD 2:00 / 14:54

Sophia Loreen Private Show

Camster 5 days ago

Valery & Felipe Private Show

Valery & Felipe Private Show

Camster 2 years ago

Strap On GF and CEI Punishment

57% HD 0:11 / 11:59

Strap On GF and CEI Punishment

Clips4sale 4 years ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

77% HD 0:22 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

Clips4sale 2 years ago

Nastiest Convo Ever Recorded

54% HD 2:00 / 38:36

Nastiest Convo Ever Recorded

Flirt4Free 11 years ago

Ebony shemale stepmom rimmed and fucked hard by Nick

Ebony shemale stepmom rimmed and fucked hard by Nick

Fapnado 3 years ago

Training Zero Femdom Sissy Slave Slut Photoshoot Humiliation

Training Zero Femdom Sissy Slave Slut Photoshoot Humiliation

XHamster 1 week ago

Shemale Yanka And Kimberlly Dirty Stinky Farting Punishment II

Shemale Yanka And Kimberlly Dirty Stinky Farting Punishment II

Clips4sale 5 months ago

Willy Veins Private Show

Willy Veins Private Show

Flirt4Free 2 weeks ago

SHEMALE DOMINATION - 95 - BARBARA PIRES & RICK BITCH - CLIP 2 OF 5 - WMV

SHEMALE DOMINATION - 95 - BARBARA PIRES & RICK BITCH - CLIP 2 OF 5 - WMV

Clips4sale 2 months ago

T-girl Angels Vaniity And Mia Isabella Dominate And Punish Thieves With Hardcore Sex

T-girl Angels Vaniity And Mia Isabella Dominate And Punish Thieves With Hardcore Sex

Sheshaft 6 months ago

Maximo Ston Private Show

4K 2:00 / 19:27

Maximo Ston Private Show

Flirt4Free 1 month ago

Jose & Richard Private Show

58% HD 2:00 / 21:33

Jose & Richard Private Show

Flirt4Free 2 months ago

Silvana Grey Private Show

HD 2:00 / 11:08

Silvana Grey Private Show

Flirt4Free 6 years ago

Don't Do It Again

Don't Do It Again

Tranny.one 4 years ago

It's easy to get out in the middle of the night and it's raining

It's easy to get out in the middle of the night and it's raining

XHamster 9 months ago

Harris Morrison Private Show

Harris Morrison Private Show

Flirt4Free 3 years ago

Troy Khalil Private Show

65% HD 2:00 / 6:40

Troy Khalil Private Show

Flirt4Free 2 years ago

Valery & Felipe Private Show

Valery & Felipe Private Show

Camster 2 years ago

Lucy Hart Makes me SO Heavy at SweetFemdom

Lucy Hart Makes me SO Heavy at SweetFemdom

XHamster 1 month ago

The Most beautiful Trans Tits in the World Pinched and Lactating

The Most beautiful Trans Tits in the World Pinched and Lactating

XHamster 7 months ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 years 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

BBW Farting on trans girl slave cock

Premium HD 12:44

BBW Farting on trans girl slave cock

Sheer 2 years ago

Big Muscled Tall Romanian Stud Ass Play Show

Big Muscled Tall Romanian Stud Ass Play Show

Flirt4Free 9 years ago

Jhordy & Maxx Private Show

58% HD 2:00 / 7:55

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Troy Khalil Private Show

63% HD 2:00 / 11:42

Troy Khalil Private Show

Flirt4Free 2 years ago

Keoki Star dominates and punishes petite girl in hot BDSM fetish scene without condom

Keoki Star dominates and punishes petite girl in hot BDSM fetish scene without condom

TrannyMovs 1 month ago

Hanna Ven Private Show

Hanna Ven Private Show

Flirt4Free 2 years ago

Latex &amp_ Bondage III - Gray Perrier dominates Ava Holt in a Trans Lesbian Bondage Scene filled with power exchange, impact, and riding her until she explodes

Latex &amp_ Bondage III - Gray Perrier dominates Ava Holt in a Trans Lesbian Bondage Scene filled with power exchange, impact, and riding her until she explodes

XVideos 5 months ago

Harris Morrison Private Show

64% 4K 2:00 / 14:28

Harris Morrison Private Show

Flirt4Free 3 months ago

Charlie Cano Private Show

65% HD 2:00 / 4:31

Charlie Cano Private Show

Flirt4Free 3 years ago

Heat Gel Pt.3

65% 4K 0:30 / 29:29

Futanari 3 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

Huge tits tranny in lingerie punishes bf

Huge tits tranny in lingerie punishes bf

BeMyHole 5 years ago

Brutus K Private Show

HD 2:00 / 10:59

Brutus K Private Show

Flirt4Free 11 years ago

The BBC Punisher Fucks Sexy Jenny Wei

The BBC Punisher Fucks Sexy Jenny Wei

AShemaleTube 2 years 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

Live in sissy girls uniform inspection

68% 0:30 / 6:12

Live in sissy girls uniform inspection

Clips4sale 1 year ago

Mao Chinen

Some.Porn 1 year ago

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