Punishment Videos (58,863)

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 1 week ago

Julia Winston tops her lover

65% HD 1:01 / 31:09

Julia Winston tops her lover

FapHouse 5 years ago

This Is How I Punish Myself When I Am Too Sorry

This Is How I Punish Myself When I Am Too Sorry

XHamster 11 months ago

Nicco & Patric & Santiago Private Show

44% HD 2:00 / 13:21

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

Goddess Cherry Punishes My Slutty Holes

Goddess Cherry Punishes My Slutty Holes

XHamster 2 months ago

Charlie Cano Private Show

55% HD 2:00 / 7:16

Charlie Cano 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

Sophia Loreen Private Show

54% HD 2:00 / 10:44

Sophia Loreen Private Show

Flirt4Free 2 years ago

Mistress punishes mask boy

Mistress punishes mask boy

Fapcat 8 months ago

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

67% 4K 0:30 / 1:04:09

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

Clips4sale 2 years ago

Sophia Loreen Party on Apr 25, 2026 - Part 3

57% HD 2:00 / 1:59:26

Sophia Loreen Party on Apr 25, 2026 - Part 3

Flirt4Free 2 months ago

Kennedy Rose Gets a Donut on her Butthole While Taking 2 Strap-ons

Kennedy Rose Gets a Donut on her Butthole While Taking 2 Strap-ons

Some.Porn 10 months ago

Tall tattooed t-girl punishes sub bf

Tall tattooed t-girl punishes sub bf

Sheshaft 4 weeks ago

Femdom inserts heel into urethra of bound submissive

Femdom inserts heel into urethra of bound submissive

Some.Porn 2 years ago

Paulo & Jose & Sander Private Show

63% HD 2:00 / 6:07

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Threesome with bella

Threesome with bella

Tranny.one 4 years ago

emily adaire German TS surprised by burglar as a punishment

emily adaire German TS surprised by burglar as a punishment

HD21 1 month ago

Feelipe & Adara Private Show

54% HD 2:00 / 8:50

Feelipe & Adara Private Show

Flirt4Free 9 months ago

Patric & Oliver Private Show

57% HD 2:00 / 17:35

Patric & Oliver Private Show

Flirt4Free 3 years ago

Jessie Shrinks Her Tiny & Crushes Him with Her Monster Cock

73% HD 1:01 / 13:12

Jessie Shrinks Her Tiny & Crushes Him with Her Monster Cock

FapHouse 5 months ago

Elvis & Alfonso & Master Private Show

60% HD 2:00 / 8:58

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Willy Veins Private Show

59% HD 2:00 / 7:35

Willy Veins Private Show

Flirt4Free 1 year ago

Aspen Brooks Fucks New Comer Jessie Prather Into Domestic Bliss

Aspen Brooks Fucks New Comer Jessie Prather Into Domestic Bliss

XHamster 1 month ago

TRANSFIXED - Sexy Ember Snow Craves Creampie After Ember Fieras Stunning Dress Reveal

TRANSFIXED - Sexy Ember Snow Craves Creampie After Ember Fieras Stunning Dress Reveal

Some.Porn 11 months ago

Thonged legs in nylons tied blond Ranie Mae with hands in strappado gets whipped then in second scene black Ana Foxxx gets corporal torture by lezdom Claire Adams on device servitude

Thonged legs in nylons tied blond Ranie Mae with hands in strappado gets whipped then in second scene black Ana Foxxx gets corporal torture by lezdom Claire Adams on device servitude

Ebony8 6 months ago

Bukkake #2 the *** 9 T-girls Mass Cumming

57% HD 1:01 / 29:41

Bukkake #2 the *** 9 T-girls Mass Cumming

FapHouse 3 years ago

TS Victoria covers Nara's feet with cum for cuckold Hex to clean up (1080 EN-sub)

HD 0:10 / 33:23

TS Victoria covers Nara's feet with cum for cuckold Hex to clean up (1080 EN-sub)

LoyalFans 1 week ago

Punished Slaves BDSM Bondage Gay Amador Big Dick 2

58% HD 0:39 / 7:13

Punished Slaves BDSM Bondage Gay Amador Big Dick 2

FapHouse 4 months ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

57% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 9 months ago

Black Tgirls: Mistress Venom's Amazing Cumshot

57% HD 0:39 / 18:23

Black Tgirls: Mistress Venom's Amazing Cumshot

FapHouse 4 months ago

shemale wearing a bdsm mask and asuka cosplay stretches her nipples and punishes her breasts with a vacuum machine until they lactate

56% HD 0:30 / 15:58

shemale wearing a bdsm mask and asuka cosplay stretches her nipples and punishes her breasts with a vacuum machine until they lactate

PornBox 7 months ago

Beautiful Blonde Asian Trans Girl Sunbathing Ends up in My Room Getting Fucked

Beautiful Blonde Asian Trans Girl Sunbathing Ends up in My Room Getting Fucked

XHamster 2 months ago

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

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

AShemaleTube 5 months ago

Sissy was fucked and punished by her mistress

Sissy was fucked and punished by her mistress

Pornzona 1 week ago

Patric & Simon & Frederick Private Show

57% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Christian & Nicco & Elvis Private Show

HD 2:00 / 12:18

Christian & Nicco & Elvis Private Show

Flirt4Free 2 years ago

a private punishment

a private punishment

PornOne 5 years ago

Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!

Chastity Christmas! Naughty tranny girl gets punished! Spanking! Mouthfuck! Assfuck!

XHamster 6 months ago

Rough Punishment Pegging and Breeding for Panty Sniffing Step-bro

Rough Punishment Pegging and Breeding for Panty Sniffing Step-bro

XHamster 2 months ago

Fat Black TS Fucked Outdoors By Skinny Guy

Fat Black TS Fucked Outdoors By Skinny Guy

Tranny.one 4 years ago

Consequences for Breaking Out of Chastity

67% HD 1:01 / 42:05

Consequences for Breaking Out of Chastity

FapHouse 1 month ago

Master & Ithan & Aleex Private Show

57% HD 2:00 / 31:36

Master & Ithan & Aleex Private Show

Flirt4Free 11 months ago

Stepbro punishes petite stepsis with a hot creampie

Stepbro punishes petite stepsis with a hot creampie

TrannyMovs 9 months ago

Busty Shemale Punishes Dude in Black Mask

Busty Shemale Punishes Dude in Black Mask

BeMyHole 1 year ago

Priscilla makes her slave happy with her hard cock

HD 1:01 / 52:46

Priscilla makes her slave happy with her hard cock

FapHouse 6 years ago

Elias & Elix Private Show

62% HD 2:00 / 14:12

Elias & Elix Private Show

Flirt4Free 9 months ago

Rod and Balls Punishment - Small Trap

Rod and Balls Punishment - Small Trap

ShemaleSin 2 weeks ago

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

XHamster 3 months ago

Italian Tgirl Anna Hickiman Punishes Wardrobe Attendant

Italian Tgirl Anna Hickiman Punishes Wardrobe Attendant

ShemaleSin 1 year ago

Tranny bitch tied up und tortured by her master

Tranny bitch tied up und tortured by her master

XHamster 6 years ago

Sophia Loreen Private Show

HD 2:00 / 12:07

Sophia Loreen Private Show

Flirt4Free 3 years ago

”Big Titted TS Daisty Taylor gets dominated”

”Big Titted TS Daisty Taylor gets dominated”

429Men 8 months ago

Roleplay, king-warrior

63% HD 2:00 / 14:34

Roleplay, king-warrior

Flirt4Free 14 years ago

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

72% HD 0:10 / 26:24

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

LoyalFans 1 year ago

Master & Ithan & Aleex Private Show

38% HD 2:00 / 33:20

Master & Ithan & Aleex Private Show

Flirt4Free 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 11 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

66% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 1 year ago

Punished Slaves BDSM Bondage Gay Amador Big Dick 2

Punished Slaves BDSM Bondage Gay Amador Big Dick 2

XHamster 4 months ago

Paulo & Jose & Sander Private Show

55% HD 2:00 / 7:57

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

Catching the Panty Sniffer

55% HD 0:39 / 11:56

Catching the Panty Sniffer

FapHouse 2 weeks ago

Punished for wearing wifes panties

Punished for wearing wifes panties

XHamster 3 years ago

Liam Jacobson Private Show

68% HD 2:00 / 8:02

Liam Jacobson Private Show

Flirt4Free 1 year ago

Patric & Simon & Frederick Private Show

61% HD 2:00 / 5:08

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 1 year ago

Dani Saenz Private Show

HD 2:00 / 12:31

Dani Saenz Private Show

Camster 4 years ago

Exciting Trans Vaniity Mia Isabella Pound

Exciting Trans Vaniity Mia Isabella Pound

Analdin 1 month ago

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

Nasty thief gets punished for robbing by getting his ass stretched wide by the hot trans chick's huge Tcock

Tranny.one 4 years ago

Viky & Master Private Show

53% HD 2:00 / 13:43

Viky & Master Private Show

Flirt4Free 7 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

This Dildo Got What It Deserved

69% 0:39 / 4:05

This Dildo Got What It Deserved

FapHouse 6 months ago

SEXY TS VIVIANA ROSE GETS PUNISHED #1

SEXY TS VIVIANA ROSE GETS PUNISHED #1

AShemaleTube 5 months ago

Jenny Wei gets Punished in her last film

Jenny Wei gets Punished in her last film

AShemaleTube 1 year ago

step-mommy punishes gamer girl nyxi

HD 0:30 / 11:47

step-mommy punishes gamer girl nyxi

PornBox 1 month ago

a lot of punishment of ur fucking cock

a lot of punishment of ur fucking cock

XHamster 3 months ago

Sophia Loreen Private Show

HD 2:00 / 43:05

Sophia Loreen Private Show

Flirt4Free 2 months ago

Sexy TS Viviana Rose gets Punished, fucked, facial & fucked more!

Sexy TS Viviana Rose gets Punished, fucked, facial & fucked more!

AShemaleTube 5 months ago

Trans Dominatrix Girl Punishes This Guy By Destroying His Ass

Trans Dominatrix Girl Punishes This Guy By Destroying His Ass

BeMyHole 2 years ago

Andres & Zeta Private Show

HD 2:00 / 15:58

Andres & Zeta Private Show

Flirt4Free 1 year ago

squirt show ! - Part 5

squirt show ! - Part 5

Camster 1 year ago

Orgasm While Camping

Orgasm While Camping

XHamster 11 months ago

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

54% HD 1:01 / 7:52

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

FapHouse 2 months ago

Corrective Actions (pt 2)

HD 0:18 / 14:19

Corrective Actions (pt 2)

IWantClips 4 weeks ago

Fiery redhead Mistress Tori suspends and flogs Colby before fucking his ass with her huge lady johnson

Fiery redhead Mistress Tori suspends and flogs Colby before fucking his ass with her huge lady johnson

Sheshaft 6 months 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 5 months ago

Topping Emma Rose

42% HD 0:10 / 20:34

Topping Emma Rose

LoyalFans 6 months ago

Pink Latex Shebabe Punishes Her Bf

Pink Latex Shebabe Punishes Her Bf

Eporner 5 months ago

TRANSFIXED - Two Naughty Students In Detention Get Punished Well By Her Hot Trans Teacher TS Foxxy

TRANSFIXED - Two Naughty Students In Detention Get Punished Well By Her Hot Trans Teacher TS Foxxy

Eporner 6 months ago

Locker Room Pt.2

Locker Room Pt.2

XHamster 3 months ago

Asian Ladyboy dominatrix punishing a slave client micro

Asian Ladyboy dominatrix punishing a slave client micro

FetishShrine 2 years ago

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Nuvid 2 years ago

Wild Sabrina Private Show

Wild Sabrina Private Show

Flirt4Free 5 years ago

Beautiful Blonde Asian Trans Girl Sunbathing Ends up in My Room Getting Fucked

HD 1:01 / 38:05

Beautiful Blonde Asian Trans Girl Sunbathing Ends up in My Room Getting Fucked

FapHouse 2 months ago

West Wing Porn - the Dirtiest Business of All - Politics

West Wing Porn - the Dirtiest Business of All - Politics

ShemaleSin 3 days ago

Nettles chastity torture

Nettles chastity torture

XHamster 3 years ago

Sold As a Slave by Roman Soldiers

52% HD 2:00 / 9:30

Sold As a Slave by Roman Soldiers

Flirt4Free 1 year ago

Skinny shemale with big round boobs slams her cock in a tight ass

Skinny shemale with big round boobs slams her cock in a tight ass

Tranny.one 4 years ago

Top 10 Femdom Ideas 2022

Top 10 Femdom Ideas 2022

XHamster 2 years ago

Chubby stepmom in stockings deepthroats before getting buttfucked

Chubby stepmom in stockings deepthroats before getting buttfucked

Some.Porn 2 years ago

shemale

PornOne 5 years ago

Transangels - Camgirl Interrupted - Eli Hunter, Domino Presley

HD 1:01 / 28:48

Transangels - Camgirl Interrupted - Eli Hunter, Domino Presley

FapHouse 7 months ago

Julieta Shayk Private Show

65% HD 2:00 / 26:54

Julieta Shayk Private Show

Flirt4Free 6 months ago

Femdom cropping pathetic sub

Femdom cropping pathetic sub

Some.Porn 8 months ago

Fuck My Ass - S2:E3

Fuck My Ass - S2:E3

Some.Porn 1 year ago

Patric & Alexander & Lian Private Show

48% HD 2:00 / 1:09:57

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

Lots of Milk for You

Lots of Milk for You

Flirt4Free 1 week ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

XHamster 1 year ago

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

XHamster 1 year ago

Pegging gangbang for naughty students

62% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

Jhordy & Maxx Private Show

42% HD 2:00 / 33:20

Jhordy & Maxx Private Show

Flirt4Free 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

Are You Ready to Please Your Mistress

Are You Ready to Please Your Mistress

XHamster 5 months 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

Shemale Jessica Bittencourt Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

HD 0:30 / 34:02

Shemale Jessica Bittencourt Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

Zandra Simsom Private Show

62% HD 2:00 / 18:03

Zandra Simsom Private Show

Flirt4Free 1 year ago

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

Releasing Enemas and Pissing Her Mouth before Pegging Her Ass

XHamster 7 months ago

Luna Florez Private Show

HD 2:00 / 16:03

Luna Florez Private Show

Camster 3 years ago

Jenny Wei gets Punished

Jenny Wei gets Punished

AShemaleTube 1 year ago

Feminized - Rubber Maid Punishment

Feminized - Rubber Maid Punishment

AbTranny 2 years ago

You Won't Cum if You're Not GAY

66% 4K 0:30 / 15:16

You Won't Cum if You're Not GAY

Clips4sale 5 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 8 months ago

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