Punish Videos (39,615)

”TGIRLS HOOKUP: Lying Top Gets Humiliated & Punished!”

”TGIRLS HOOKUP: Lying Top Gets Humiliated & Punished!”

LesbianBliss 1 week ago

Please spank this naughty girl hard

Please spank this naughty girl hard

Tranny.one 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

Brazilian nubiles Facundo And Antonio without a condom

Brazilian nubiles Facundo And Antonio without a condom

GayCK 6 years ago

Ebony shemale punisher Brownie gets her feet licked and dick

Ebony shemale punisher Brownie gets her feet licked and dick

xHamster 1 year ago

The Edging Chastity Tights Endurance Test : Questions for a Slave - Maitresse Julia

The Edging Chastity Tights Endurance Test : Questions for a Slave - Maitresse Julia

xHamster 1 year ago

sexy couple of curvy mistress and her ts horny girl (arya grander and eva lynx)

sexy couple of curvy mistress and her ts horny girl (arya grander and eva lynx)

PornBox 3 years ago

Crossdresser Dominates Pussy and Ass

Crossdresser Dominates Pussy and Ass

xHamster 3 months ago

Shemale punisher Jeniffer Satine cums on a dude's chest

Shemale punisher Jeniffer Satine cums on a dude's chest

xHamster 1 year ago

Julieta Shayk Party on Jan 5, 2026 - Part 2

HD 2:00 / 50:14

Julieta Shayk Party on Jan 5, 2026 - Part 2

Flirt4Free 4 weeks ago

Sissy Kimberly Chained and Spanked

Sissy Kimberly Chained and Spanked

Tranny.one 3 years ago

Italian Transsexual Job 5

50% HD 0:30 / 2:39:00

Italian Transsexual Job 5

AEBN 16 years ago

Ladyboy Many Punished Bareback

Ladyboy Many Punished Bareback

XVideos 10 years ago

Interactive: Chastity Challenge: Questions for a Slave - Maitresse Julia

73% HD 1:01 / 18:03

Interactive: Chastity Challenge: Questions for a Slave - Maitresse Julia

FapHouse 1 year ago

”Big ass blonde spanked in public bar”

”Big ass blonde spanked in public bar”

TransHero 2 months ago

Well, You "fucking Sub"!

Well, You "fucking Sub"!

xHamster 1 year ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 2 weeks ago

I come home and find a tranny who fucked my wife and so I punish her. Full video on my OF Page.

I come home and find a tranny who fucked my wife and so I punish her. Full video on my OF Page.

xHamster 4 weeks ago

”Goth latin shemale Avery Lust fucking a petite teen to avoid a punishment”

”Goth latin shemale Avery Lust fucking a petite teen to avoid a punishment”

4Wank 2 weeks ago

Getting Punished in His Office for Failing His Course. Bless That Dick

Getting Punished in His Office for Failing His Course. Bless That Dick

xHamster 1 year ago

Eva Lin Domination Session Hardcore Femdom Fuck and Rough BDSM Punishment For Slave

Eva Lin Domination Session Hardcore Femdom Fuck and Rough BDSM Punishment For Slave

Sheshaft 1 week ago

The sissy slut gets cum in her throat during deepthroating and humiliation

The sissy slut gets cum in her throat during deepthroating and humiliation

xHamster 1 year ago

sadistic sissy hunk Lucy with his tied serf

sadistic sissy hunk Lucy with his tied serf

ShemaleSin 1 week ago

Naughty animated bitch is hotly fucked by her shemale stepmoms big dick.

Naughty animated bitch is hotly fucked by her shemale stepmoms big dick.

XCafe 1 year ago

”Transgender Natalie Mars fisted & tightened by MOMMY Penny Barber”

”Transgender Natalie Mars fisted & tightened by MOMMY Penny Barber”

Zatube 3 months ago

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

65% HD 0:39 / 50:55

Becky Scolds Sissy Slut Michel for Not Cleaning the Kitchen Properly

FapHouse 1 year ago

Eva Lin First Trans BDSM Domination

Eva Lin First Trans BDSM Domination

TrannyGem 1 week ago

Dominatrix Punishing the Bodybuilder Slut.

65% HD 1:01 / 8:10

Dominatrix Punishing the Bodybuilder Slut.

FapHouse 1 month ago

Arrogant Man Dominated by TS Boss

Arrogant Man Dominated by TS Boss

TrannyGem 4 weeks ago

Mike Parkerr Private Show

HD 2:00 / 11:16

Mike Parkerr Private Show

Flirt4Free 1 week ago

ultra-cutie penalize Ger Maid Trans hotty

ultra-cutie penalize Ger Maid Trans hotty

TrannyGem 5 years ago

Crook Gets Punished by Big Dicked Trannies Bruna Ferrari and Yasmin Dornelles

Crook Gets Punished by Big Dicked Trannies Bruna Ferrari and Yasmin Dornelles

xHamster 4 months ago

Piss and Stretching for Sissy Gurlfriend

Piss and Stretching for Sissy Gurlfriend

xHamster 1 month ago

”Blonde t-girl is punished & suspended”

”Blonde t-girl is punished & suspended”

LesbianBliss 1 month ago

Hot Crossdresser's Slow Punishment

68% HD 1:01 / 19:59

Hot Crossdresser's Slow Punishment

FapHouse 8 months ago

Hairbrush self spanking in micro chastity cage training PART 1

Hairbrush self spanking in micro chastity cage training PART 1

xHamster 2 years ago

Three shemales in leather outfits spank and fuck a stud in

Three shemales in leather outfits spank and fuck a stud in

xHamster 1 year ago

Julieta Shayk Private Show

HD 2:00 / 11:45

Julieta Shayk Private Show

Flirt4Free 2 weeks ago

Mistress Yuna & Lady Lexi - The Whipped Maids - HD

Mistress Yuna & Lady Lexi - The Whipped Maids - HD

Clips4sale 2 years ago

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

HD 0:39 / 1:12:00

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

FapHouse 1 week ago

Dustin Hans Private Show

Dustin Hans Private Show

Flirt4Free 1 day ago

Rika Fox gets seduced by The BBC PUNISHER! Full video available now 🤩 SO HOT! Shes so cute

Rika Fox gets seduced by The BBC PUNISHER! Full video available now 🤩 SO HOT! Shes so cute

aShemaleTube 4 months ago

fucked by daddy

fucked by daddy

Tranny.one 4 years ago

Post Orgasm Fleshlight Milking

HD 1:01 / 18:00

Post Orgasm Fleshlight Milking

FapHouse 2 years ago

JessicaXD - Rubber Doll out of her chasity

JessicaXD - Rubber Doll out of her chasity

xHamster 3 years ago

”Charlie Patterson is banging his t-girl prof Kayleigh Coxx”

”Charlie Patterson is banging his t-girl prof Kayleigh Coxx”

429Men 1 week ago

Sissy Punishment Room

Sissy Punishment Room

FapHouse 9 months ago

Nelly Gale Private Show

66% 4K 2:00 / 30:14

Nelly Gale Private Show

Flirt4Free 4 days ago

Christian & Oliver & Matt Private Show

Christian & Oliver & Matt Private Show

Flirt4Free 3 years ago

Michael Hawtin Private Show

Michael Hawtin Private Show

Flirt4Free 2 months ago

Guy Transformed into Hot Babe Gives Footjob as Punishment

Guy Transformed into Hot Babe Gives Footjob as Punishment

xHamster 2 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 4 days ago

”FAMILY STROKES Naughty teen babe Naomi Blue rides step daddy reverse cowgirl”

”FAMILY STROKES Naughty teen babe Naomi Blue rides step daddy reverse cowgirl”

TransHero 1 month ago

Jade Indica, Lorelei Lee and Sexy Jade Part 3 of 4 of the June Live Feed

Premium 63% HD 41:55

Jade Indica, Lorelei Lee and Sexy Jade Part 3 of 4 of the June Live Feed

Kink 16 years ago

”Sexy shemale Aubrey Kate punishes Jordan Lake with deep hard fucking”

”Sexy shemale Aubrey Kate punishes Jordan Lake with deep hard fucking”

429Men 2 months ago

Guy Transformed into Hot Woman as Punishment by Roommate

Guy Transformed into Hot Woman as Punishment by Roommate

xHamster 2 years ago

”Bound slave interracial public screwed”

”Bound slave interracial public screwed”

TransHero 2 months ago

1210 crossdressed slut twink fucked by XXL black cock straig

1210 crossdressed slut twink fucked by XXL black cock straig

Tranny.one 3 years ago

”Zafira out to punish her whore”

”Zafira out to punish her whore”

ThePornstar 6 months ago

This transsexual coed is absolutely sweet and she loves being manhandled

This transsexual coed is absolutely sweet and she loves being manhandled

AnySex 9 years ago

Jewel Selfsucker Private Show

Jewel Selfsucker Private Show

Flirt4Free 1 month ago

Sorority Sitters Part 3 - Khloe Kay, Drake Von

Sorority Sitters Part 3 - Khloe Kay, Drake Von

Eporner 9 months ago

Horny Sissy Old Foreign with My Pinoy Master Trans

Horny Sissy Old Foreign with My Pinoy Master Trans

xHamster 10 months ago

Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana

Sissy Slut Spanked Fisted And Fed Her Own Cum by Mistress Polieana

xHamster 11 months ago

Trying some new devices

Trying some new devices

xHamster 3 years ago

TS Venus Lux punishes Draven Navarro with deep ass pounding

TS Venus Lux punishes Draven Navarro with deep ass pounding

UrGayPorn 3 months ago

”SARINAANDROBIN - GODDESS CHERRY PUNISHES MY SLUTTY HOLES”

”SARINAANDROBIN - GODDESS CHERRY PUNISHES MY SLUTTY HOLES”

429Men 1 week ago

Head Mistress Fucks and Milks Handcuffed Trans Nun

Head Mistress Fucks and Milks Handcuffed Trans Nun

FapHouse 1 year ago

I'm Angry with You, My Boy! as a Punishment, You Punch Yourself While Jerking off! JOI CBT German

I'm Angry with You, My Boy! as a Punishment, You Punch Yourself While Jerking off! JOI CBT German

FapHouse 23 hours ago

Sandy Nell Private Show

HD 2:00 / 26:34

Sandy Nell Private Show

Flirt4Free 4 years ago

squirt - Part 2

squirt - Part 2

Flirt4Free 1 week ago

sniffing my trans stepmother s dirty panties and then we suck each other s cocks!! foxxy and steve rickz

HD 0:30 / 17:17

sniffing my trans stepmother s dirty panties and then we suck each other s cocks!! foxxy and steve rickz

PornBox 3 years ago

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 2 AND PART 3

HD 0:10 / 25:17

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 2 AND PART 3

LoyalFans 2 years ago

Gorgeous blonde trans babe wanks off

Gorgeous blonde trans babe wanks off

xHamster 6 years ago

Kick balls and spank ass (small4phone)

Kick balls and spank ass (small4phone)

Clips4sale 2 years ago

Outdoor Fisting Gangbang - Past the Elbow Featuring Jasmine_dlight, Hairy Kink Mоther & Roxxie Sweetheart

67% HD 1:01 / 10:47

Outdoor Fisting Gangbang - Past the Elbow Featuring Jasmine_dlight, Hairy Kink Mоther & Roxxie Sweetheart

FapHouse 1 month ago

Sissy cums too early and gets punished with rough fucking.

Sissy cums too early and gets punished with rough fucking.

Eporner 6 years ago

French Maid Bound to Cum

53% 0:22 / 16:36

French Maid Bound to Cum

Clips4sale 8 months ago

Bound shemale slave anal fucked and punished

Bound shemale slave anal fucked and punished

UiPorn 1 year ago

BDSM Sissy Slut get punish and hits

BDSM Sissy Slut get punish and hits

xHamster 1 year ago

Sophia Loreen Private Show

4K 2:00 / 15:58

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

trio.

Tranny.one 4 years ago

Luna Florez Private Show

HD 2:00 / 17:13

Luna Florez Private Show

Flirt4Free 1 week ago

Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump

69% HD 1:01 / 14:56

Petite Emo White Trans Girl with Big Puffy Nipples Sucks and Milks Them with a Vacuum Pump

FapHouse 3 months ago

Charlie Cano Private Show

61% HD 2:00 / 22:53

Charlie Cano Private Show

Flirt4Free 3 years ago

”FAMILY STROKES Petite Dani Blu punished by MILF Melanie Hicks & step dad”

”FAMILY STROKES Petite Dani Blu punished by MILF Melanie Hicks & step dad”

TransHero 1 month ago

Blk Mailed Into Doing Some Wild Stuff

Blk Mailed Into Doing Some Wild Stuff

FapHouse 4 months ago

Femdom TS Gangbang

HD 0:10 / 24:29

Femdom TS Gangbang

LoyalFans 2 years ago

Erica Cherry Trains Tattooed Sub Lady Lazarus PART 1

Erica Cherry Trains Tattooed Sub Lady Lazarus PART 1

Clips4sale 3 years ago

Punish my ass in the kitchen

Punish my ass in the kitchen

Sheshaft 2 weeks ago

Shemale punishers indoors gangbang

Shemale punishers indoors gangbang

BeMyHole 5 years ago

TRANSEROTICA Submissive Cassidy Quinn Endures Rough Torment

TRANSEROTICA Submissive Cassidy Quinn Endures Rough Torment

xHamster 3 years ago

Cum in the Mouth, Kissing, Fucking and Sucking

59% HD 2:00 / 1:09:57

Cum in the Mouth, Kissing, Fucking and Sucking

Flirt4Free 3 years ago

Master & Ithan Private Show

60% HD 2:00 / 13:43

Master & Ithan Private Show

Flirt4Free 7 months ago

Jhordy & Cody & Archie Private Show

HD 2:00 / 11:57

Jhordy & Cody & Archie Private Show

Flirt4Free 1 day ago

Hard and Consensual Domination

66% HD 2:00 / 20:55

Hard and Consensual Domination

Flirt4Free 2 years ago

Jewel Selfsucker Private Show

Jewel Selfsucker Private Show

Flirt4Free 3 weeks ago

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (1080 EN-sub)

HD 0:30 / 23:59

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (1080 EN-sub)

Clips4sale 2 years ago

Gas Mask Domination

Gas Mask Domination

Flirt4Free 4 years ago

He Loves to Smell and Lick My Black Socks!

He Loves to Smell and Lick My Black Socks!

Flirt4Free 2 years ago

Willy Veins Private Show

HD 2:00 / 15:37

Willy Veins Private Show

Flirt4Free 1 week ago

Small tits trans Izzy Wilde n milf anal fuck a guy in 3some

Small tits trans Izzy Wilde n milf anal fuck a guy in 3some

Tranny.one 4 years ago

Bound blonde shemale punished and anal fucked

Bound blonde shemale punished and anal fucked

PornGem 3 months 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

Katestube 6 months ago

Sophia Loreen Party on Jan 24, 2026 - Part 7

4K 2:00 / 31:24

Sophia Loreen Party on Jan 24, 2026 - Part 7

Flirt4Free 1 week ago

Big cock trannies turn their yoga class into an anal threesome

Big cock trannies turn their yoga class into an anal threesome

Pornicom 10 months ago

Jessica Liam Private Show

HD 2:00 / 31:53

Jessica Liam Private Show

Flirt4Free 1 week ago

Blonde Femdom Shemale Anal Pounding

Blonde Femdom Shemale Anal Pounding

TrannyGem 1 month ago

Atticus Cole loses his hole to his trans roommate Natassia Dreams

Atticus Cole loses his hole to his trans roommate Natassia Dreams

Fapnado 7 months ago

Richii Smiith Private Show

4K 2:00 / 10:51

Richii Smiith Private Show

Flirt4Free 3 days ago

I was so overwhelmed that I had to take care of myself Clip 1

I was so overwhelmed that I had to take care of myself Clip 1

xHamster 1 month ago

Fresh ladyboy Ass Punished Bareback

Fresh ladyboy Ass Punished Bareback

Nuvid 6 days ago

Richii Smiith Private Show

Richii Smiith Private Show

Flirt4Free 1 week ago

Gay porn videos indian men boy

Gay porn videos indian men boy

xHamster 10 months ago

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

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

Trashreality 1 year ago

Ryann Clark Private Show

Ryann Clark Private Show

Flirt4Free 1 week ago

BDSM sub Shemale whipped and by dominant master

BDSM sub Shemale whipped and by dominant master

Some.Porn 1 year ago

futanari sheriff gives criminal rough punishment pegging - full episode on Veggiebabyy Manyvids

futanari sheriff gives criminal rough punishment pegging - full episode on Veggiebabyy Manyvids

Dafreeporn 3 weeks ago

I've been trying to get the feeling right

I've been trying to get the feeling right

xHamster 4 months ago

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