Punishment Videos (58,385)

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.

XVideosRed 6 months ago

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Tranny.one 4 years ago

When I Get Home I Find a Tranny with a Huge Dick Who Fucked My Partner and so I Punish Her.

64% 0:39 / 24:48

When I Get Home I Find a Tranny with a Huge Dick Who Fucked My Partner and so I Punish Her.

FapHouse 6 months ago

Trobbing Pussy For Delivery Men Turn Hot Also And Gets Fucked For Pizza Tip

Premium HD 15:20

Trobbing Pussy For Delivery Men Turn Hot Also And Gets Fucked For Pizza Tip

XVideosRed 1 year ago

Cross Dresser Dominated and Pissed on by a Blonde MILF

55% HD 0:39 / 39:23

Cross Dresser Dominated and Pissed on by a Blonde MILF

FapHouse 2 years ago

See the New Slave They Humiliate, Torment & Hard Fist

65% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

FapHouse 1 year 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 1 week ago

Peeper's Punishment: TS Foxxy Takes Down Peeping Tom

65% HD 0:39 / 33:08

Peeper's Punishment: TS Foxxy Takes Down Peeping Tom

FapHouse 3 months ago

Venezuelan friend with good cock of 23cm eating chicken ass Bogota

Venezuelan friend with good cock of 23cm eating chicken ass Bogota

xHamster 1 week ago

Black Tgirls: Mistress Venom's Amazing Cumshot

58% HD 0:39 / 18:23

Black Tgirls: Mistress Venom's Amazing Cumshot

FapHouse 3 months ago

Shiri Allwood - Femboy Brat Jasper Gets Punished

Shiri Allwood - Femboy Brat Jasper Gets Punished

KeekAss 3 years ago

The Papi Chulo BBC Fisted Me Deep Until I Came

The Papi Chulo BBC Fisted Me Deep Until I Came

xHamster 3 months ago

Mistress Trap Punishment

Mistress Trap Punishment

aShemaleTube 10 months ago

Fantasy Solo Hot Girl Next Door Amatuer T Girl!

62% HD 0:39 / 22:05

Fantasy Solo Hot Girl Next Door Amatuer T Girl!

FapHouse 1 month ago

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

47% HD 0:39 / 29:41

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

FapHouse 3 years ago

Sexy Asian student harukoaki gets a hardcore punishment from a huge cock

Sexy Asian student harukoaki gets a hardcore punishment from a huge cock

TrannyMovs 1 week ago

Huge Ass Trans Black Widow Wedgie and Ass Destroyed After Massive Anal Creampie and Cumfarts

HD 0:39 / 16:23

Huge Ass Trans Black Widow Wedgie and Ass Destroyed After Massive Anal Creampie and Cumfarts

FapHouse 4 days ago

Ryan Boness & Eduar Senni Private Show

62% HD 2:00 / 4:57

Ryan Boness & Eduar Senni Private Show

Flirt4Free 2 weeks ago

Ts creampie guys ass first time Punish my nineteen year-old caboose and mouth

Ts creampie guys ass first time Punish my nineteen year-old caboose and mouth

Eporner 2 years ago

Trans hottie Sunshyne Monroe gets huge cock in her hot trans ass

Trans hottie Sunshyne Monroe gets huge cock in her hot trans ass

xHamster 3 months ago

Roommate Feminized and Fucked for Punishment

Roommate Feminized and Fucked for Punishment

xHamster 4 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 9 months ago

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Muscle man gets dominated by the nasty TS chick in this hardcore sex

Tranny.one 4 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 2 days ago

Maya Spring Private Show

Maya Spring Private Show

Camster 4 days ago

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Nuvid 2 years ago

Futa Anna Punishes the Submissive Burglar in Her House

Futa Anna Punishes the Submissive Burglar in Her House

3DPornDude 2 months ago

Takes Parker To A Secret Dungeon, Punishes And Fucks Him With Sarina Valentina

Takes Parker To A Secret Dungeon, Punishes And Fucks Him With Sarina Valentina

AbTranny 9 months ago

Punish Her

Eporner 4 months ago

Kitty Kunt and her huge she cock

Kitty Kunt and her huge she cock

xHamster 3 months ago

futa step-sis makes you her slave- punishment painal, slapping, spitting

HD 0:30 / 21:03

futa step-sis makes you her slave- punishment painal, slapping, spitting

IWantClips 3 years ago

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

63% HD 0:39 / 52:10

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

FapHouse 2 months ago

Xoxo da punisher

Xoxo da punisher

KeekAss 3 years ago

Naughty TGirl maids get bondage and spanking punishment after being caught playing together

Naughty TGirl maids get bondage and spanking punishment after being caught playing together

Tranny.one 4 years ago

Sophia Loreen Private Show

HD 2:00 / 18:12

Sophia Loreen Private Show

Flirt4Free 5 days ago

Kinky latex wearing transsexual slut fucks a kinky male toy lover

Kinky latex wearing transsexual slut fucks a kinky male toy lover

Tranny.one 4 years ago

Pride and Orifice Part 2

Premium HD 30:35

Pride and Orifice Part 2

TransAngels 3 years ago

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

BeMyHole 5 years ago

futa nurse pegging part 4: double Dommed, punished, facialed

HD 0:30 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed

IWantClips 1 year ago

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

HD 0:39 / 10:28

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

FapHouse 1 week ago

Petite Goth Girl Gets Ragdolled Sweet & Rough by Slavemaster Shemale and Takes Her Load

Petite Goth Girl Gets Ragdolled Sweet & Rough by Slavemaster Shemale and Takes Her Load

Dafreeporn 6 days ago

Rans Ria Bentley Makes Dolly Rotten Snort Cum and Eat Her Piss

Rans Ria Bentley Makes Dolly Rotten Snort Cum and Eat Her Piss

xHamster 2 months ago

This Town Ain't Big Enough for the Two of Us: Futa Sheriff Gives Criminal Rough Punishment Pegging

This Town Ain't Big Enough for the Two of Us: Futa Sheriff Gives Criminal Rough Punishment Pegging

FapHouse 5 months ago

Trap revealed but still fucked by the two black thugs

Trap revealed but still fucked by the two black thugs

Tranny.one 3 years ago

Sophia Loreen Party on Apr 25, 2026 - Part 3

53% HD 2:00 / 1:59:26

Sophia Loreen Party on Apr 25, 2026 - Part 3

Flirt4Free 2 months ago

Topping Emma Rose

42% HD 0:10 / 20:34

Topping Emma Rose

LoyalFans 5 months ago

Jhordy & Maxx Private Show

69% HD 2:00 / 5:03

Jhordy & Maxx Private Show

Flirt4Free 10 months ago

Jia's Punishment

Jia's Punishment

AdultEmpire 1 month ago

Dominant Shemale Mistress Camila Smith Punishes Her Sex Slave

Dominant Shemale Mistress Camila Smith Punishes Her Sex Slave

getTranny 3 years ago

Huge Cock Tranny Fucks Male Slave!

Huge Cock Tranny Fucks Male Slave!

Eporner 3 years ago

India new sexx girls happy moment

India new sexx girls happy moment

xHamster 1 year ago

Sophia Loreen Private Show

HD 2:00 / 18:12

Sophia Loreen Private Show

Camster 5 days ago

Victoria Rousso Private Show

HD 2:00 / 15:14

Victoria Rousso Private Show

Flirt4Free 3 years ago

Hottie Harmony

Some.Porn 1 year 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 3 weeks ago

Sami - Femboy Punished by Futa for Spilling the Order

Sami - Femboy Punished by Futa for Spilling the Order

3DPornDude 1 month ago

Sophia Loreen Private Show

HD 2:00 / 18:03

Sophia Loreen Private Show

Camster 5 days ago

Patric & Simon & Frederick Private Show

53% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 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 4 months ago

Jose & Richard Private Show

58% HD 2:00 / 21:33

Jose & Richard Private Show

Flirt4Free 1 month ago

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - FULL VERSION - MP4

SHEMALE DOMINATION - 75 - YASMIN CASTRO & RICK BITCH - FULL VERSION - MP4

Clips4sale 1 year ago

Master & Ithan Private Show

54% HD 2:00 / 9:40

Master & Ithan Private Show

Flirt4Free 1 year ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 6 days ago

The Sex Cafe 2

Some.Porn 7 months ago

Angel Joseph Private Show

Angel Joseph Private Show

Flirt4Free 1 week ago

Paulo & Jose & Sander Private Show

64% HD 2:00 / 11:56

Paulo & Jose & Sander Private Show

Flirt4Free 2 weeks ago

Sophia Loreen Party on Jun 23, 2026 - Part 4

HD 2:00 / 35:23

Sophia Loreen Party on Jun 23, 2026 - Part 4

Camster 2 days ago

Paulo & Jose & Sander Private Show

57% HD 2:00 / 6:07

Paulo & Jose & Sander Private Show

Flirt4Free 2 weeks ago

Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment

Nerdy transgirl in tight suit has failed the no nut november and drinks her own as punishment

xHamster 1 year ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

60% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 7 months ago

Femdom cropping pathetic sub

Femdom cropping pathetic sub

Some.Porn 7 months ago

T-GIRL PUNISHMENT - (Full Original Clip in HD Version)

T-GIRL PUNISHMENT - (Full Original Clip in HD Version)

SortPorn 3 years ago

MILF Librarian Punishes TS Delinquent

MILF Librarian Punishes TS Delinquent

aShemaleTube 10 years ago

Femboy maid gets caught playing Project QT and has to be punished

Femboy maid gets caught playing Project QT and has to be punished

ShemaleSin 1 year ago

Are You Ready to Please Your Mistress

Are You Ready to Please Your Mistress

xHamster 4 months ago

Worship Khloe: Submissive Helena Locke Devotes Herself to Mistress Kay

Worship Khloe: Submissive Helena Locke Devotes Herself to Mistress Kay

xHamster 1 month ago

Asian Femboy Tap Forty Punished by Stepbro with Rough Anal & Facial

61% HD 1:01 / 28:08

Asian Femboy Tap Forty Punished by Stepbro with Rough Anal & Facial

FapHouse 3 months ago

Tohru X Ilulu - Naughty Punishment for Naughty Behaviour

Tohru X Ilulu - Naughty Punishment for Naughty Behaviour

3DPornDude 4 months 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 10 months ago

Punished for Creating a Havoc Inside the Food Store

Punished for Creating a Havoc Inside the Food Store

3DPornDude 1 week ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 2 days ago

Honey Shemale Locker Room Jerk Off

Honey Shemale Locker Room Jerk Off

Yeswegays 3 months ago

Sissy selfbondage tied in abandoned attic

Sissy selfbondage tied in abandoned attic

xHamster 11 months ago

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

KeekAss 1 year ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

69% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 1 year ago

Shemale Domination - 33 - Yasmin De Castro & Rick Bitch

63% 0:39 / 21:49

Shemale Domination - 33 - Yasmin De Castro & Rick Bitch

FapHouse 1 month ago

Ts Dani Marks traps Hex to a sling and fuck him upside down (1080p ENG-sub) Trans Woman - Anal Fucking - Trans Dominatrix - Trans Blowjob - Face Fucking

66% HD 0:34 / 23:18

Ts Dani Marks traps Hex to a sling and fuck him upside down (1080p ENG-sub) Trans Woman - Anal Fucking - Trans Dominatrix - Trans Blowjob - Face Fucking

Clips4sale 10 months ago

Veruzca Bigcock punishes guy so hard

Veruzca Bigcock punishes guy so hard

aShemaleTube 7 months ago

The Boss! TS Domination

The Boss! TS Domination

xHamster 1 week ago

Jacob Malik Party on Aug 18, 2024

67% HD 2:00 / 1:10:04

Jacob Malik Party on Aug 18, 2024

Flirt4Free 1 year ago

CATSUIT SHEMALE MISTRESS SUB RIMMING EXPERT P4

69% HD 0:20 / 10:03

CATSUIT SHEMALE MISTRESS SUB RIMMING EXPERT P4

Clips4sale 1 year ago

Sissy balls torture ballbusting

Sissy balls torture ballbusting

xHamster 1 year ago

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

61% HD 1:01 / 7:52

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

FapHouse 1 month 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

Sandy Nell Private Show

Sandy Nell Private Show

Camster 4 days ago

Jhordy & Maxx Private Show

46% HD 2:00 / 1:47:48

Jhordy & Maxx Private Show

Flirt4Free 10 months ago

Elias & Elix Private Show

51% HD 2:00 / 16:27

Elias & Elix Private Show

Flirt4Free 9 months ago

Busty Shemale Punishes Dude in Black Mask

Busty Shemale Punishes Dude in Black Mask

BeMyHole 1 year ago

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

xHamster 2 months ago

Sophia Loreen Private Show - Part 2

57% HD 2:00 / 10:36

Sophia Loreen Private Show - Part 2

Flirt4Free 1 month ago

Jerking Off and Dirty Talk

HD 2:00 / 17:59

Jerking Off and Dirty Talk

Flirt4Free 8 years ago

Trans Girl Worships His Trans Weenie In advance of He Wrecks Her Ass

Trans Girl Worships His Trans Weenie In advance of He Wrecks Her Ass

PornFreeNow 6 months ago

Ella Mistress Private Show

HD 2:00 / 10:04

Ella Mistress Private Show

Flirt4Free 1 year 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 week ago

Sophia Loreen Private Show

61% HD 2:00 / 37:35

Sophia Loreen Private Show

Flirt4Free 2 months ago

Shemale Punishes Her Puffy Nipples Until Lactation

Shemale Punishes Her Puffy Nipples Until Lactation

xHamster 8 months ago

Cross-training Cock

Cross-training Cock

Some.Porn 1 year ago

Angel Joseph Private Show

HD 2:00 / 26:57

Angel Joseph Private Show

Flirt4Free 4 months ago

Lily Demure Deepthroats

Lily Demure Deepthroats

xHamster 4 months ago

”Babe gang bang ravaged at public gallery”

”Babe gang bang ravaged at public gallery”

TransHero 6 months ago

Roy & Hercules & Jamer Private Show

54% HD 2:00 / 6:07

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Jacob Malik Private Show

66% HD 2:00 / 4:28

Jacob Malik Private Show

Flirt4Free 4 months ago

TS Larissa seduces the teacher and buggers him

TS Larissa seduces the teacher and buggers him

xHamster 1 year ago

Hot Submissive Tgirl Slut Hired to Take Down Dictation Drink Piss Eat Ass Swallow Cum

Premium 50% 20:43

Hot Submissive Tgirl Slut Hired to Take Down Dictation Drink Piss Eat Ass Swallow Cum

xnxxGold 1 year ago

Sissy Punish Sissy

Sissy Punish Sissy

AbTranny 3 years ago

Lily Demure Deepthroats

Lily Demure Deepthroats

xHamster 3 months ago

Exciting Trans Vaniity Mia Isabella Pound

Exciting Trans Vaniity Mia Isabella Pound

Analdin 1 month ago

Tgirl slave anal punishment

Tgirl slave anal punishment

Fetishpapa 8 years ago

Angel Joseph Private Show

HD 2:00 / 20:13

Angel Joseph Private Show

Flirt4Free 1 week ago

Owen & Ronaldo & Patric Private Show

50% HD 2:00 / 14:02

Owen & Ronaldo & Patric Private Show

Flirt4Free 3 years ago

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