Punish Videos (58,429)

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 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

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

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

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

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

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

xHamster 2 weeks ago

Black Tgirls: Mistress Venom's Amazing Cumshot

55% HD 0:39 / 18:23

Black Tgirls: Mistress Venom's Amazing Cumshot

FapHouse 3 months ago

TS Punished

Eporner 2 days ago

Sophia Loreen Party on Jun 23, 2026 - Part 4

61% HD 2:00 / 35:23

Sophia Loreen Party on Jun 23, 2026 - Part 4

Camster 4 days ago

Chastity Doll Pounded in Chastity by Femdom

HD 0:10 / 28:13

Chastity Doll Pounded in Chastity by Femdom

LoyalFans 1 week 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

Shiri Allwood - Femboy Brat Jasper Gets Punished

Shiri Allwood - Femboy Brat Jasper Gets Punished

KeekAss 3 years ago

Sophia Loreen Private Show

HD 2:00 / 15:51

Sophia Loreen Private Show

Camster 4 days 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 6 days 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

Roommate Feminized and Fucked for Punishment

Roommate Feminized and Fucked for Punishment

xHamster 4 months 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

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

Sandy Nell Private Show

Sandy Nell Private Show

Camster 4 years ago

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

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

xHamster 5 months ago

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Nuvid 2 years 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

Ryan Boness & Eduar Senni Private Show

59% HD 2:00 / 4:57

Ryan Boness & Eduar Senni Private Show

Flirt4Free 2 weeks ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 4 days 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

Mistress Trap Punishment

Mistress Trap Punishment

aShemaleTube 10 months ago

Ball-gagged slut gets tied up and punished with toys, deepthroats and blowjobs by a sissy crossdresser

Ball-gagged slut gets tied up and punished with toys, deepthroats and blowjobs by a sissy crossdresser

TrannyMovs 2 days ago

Maya Spring Private Show

Maya Spring Private Show

Camster 5 days ago

Xoxo da punisher

Xoxo da punisher

KeekAss 3 years ago

Punish Her

Eporner 4 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

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

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

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

Kitty Kunt and her huge she cock

Kitty Kunt and her huge she cock

xHamster 3 months ago

Are You Ready to Please Your Mistress

Are You Ready to Please Your Mistress

xHamster 4 months 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

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

xHamster 5 months ago

Femboy Viii punished

Femboy Viii punished

Transvids.tv 1 year ago

Sophia Loreen Private Show

HD 2:00 / 18:12

Sophia Loreen Private Show

Flirt4Free 1 week 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

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

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

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 1 week ago

Sandy Nell Private Show

Sandy Nell Private Show

Camster 1 year ago

Tommy & Master Private Show

Tommy & Master Private Show

Flirt4Free 3 months ago

Master & Ithan Private Show

54% HD 2:00 / 9:40

Master & Ithan Private Show

Flirt4Free 1 year ago

Latex Domination and Sissy Training

Latex Domination and Sissy Training

TransTube.tv 2 days ago

Jia's Punishment

Jia's Punishment

AdultEmpire 2 months ago

PUNISHMENT

aShemaleTube 8 months 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

Sophia Loreen Private Show

HD 2:00 / 18:12

Sophia Loreen Private Show

Camster 1 week ago

Patric & Simon & Frederick Private Show

53% HD 2:00 / 11:22

Patric & Simon & Frederick Private Show

Flirt4Free 2 years ago

Sandy Nell Private Show

Sandy Nell Private Show

Camster 5 days ago

India new sexx girls happy moment

India new sexx girls happy moment

xHamster 1 year ago

Hottie Harmony

Some.Porn 1 year ago

Victoria Rousso Private Show

HD 2:00 / 15:14

Victoria Rousso Private Show

Flirt4Free 3 years ago

Pride and Orifice Part 2

Premium HD 30:35

Pride and Orifice Part 2

TransAngels 3 years ago

Topping Emma Rose

42% HD 0:10 / 20:34

Topping Emma Rose

LoyalFans 5 months ago

The Sex Cafe 2

Some.Porn 7 months 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

Sophia Loreen Private Show

HD 2:00 / 18:03

Sophia Loreen Private Show

Camster 6 days ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 1 week ago

Jose & Richard Private Show

58% HD 2:00 / 21:33

Jose & Richard Private Show

Flirt4Free 1 month 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

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

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

Clips4sale 1 year ago

Angel Joseph Private Show

Angel Joseph Private Show

Flirt4Free 1 week 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

Paulo & Jose & Sander Private Show

64% HD 2:00 / 11:56

Paulo & Jose & Sander Private Show

Flirt4Free 2 weeks ago

Jhordy & Maxx Private Show

69% HD 2:00 / 5:03

Jhordy & Maxx Private Show

Flirt4Free 10 months ago

Master & Ithan Private Show

43% HD 2:00 / 12:09

Master & Ithan Private Show

Flirt4Free 1 year ago

Paulo & Jose & Sander Private Show

60% HD 2:00 / 6:07

Paulo & Jose & Sander Private Show

Flirt4Free 2 weeks 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

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

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

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 week 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

Sissy selfbondage tied in abandoned attic

Sissy selfbondage tied in abandoned attic

xHamster 11 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

60% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 8 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

Honey Shemale Locker Room Jerk Off

Honey Shemale Locker Room Jerk Off

Yeswegays 3 months ago

Cross Training LaSirena

Cross Training LaSirena

Some.Porn 7 months ago

Futa Anna Punishes the Submissive Burglar in Her House

Futa Anna Punishes the Submissive Burglar in Her House

3DPornDude 2 months ago

Jenny Wei gets fucked by The BBC PUNISHER! Full 20 min video available now 😈

Jenny Wei gets fucked by The BBC PUNISHER! Full 20 min video available now 😈

aShemaleTube 1 year 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

Busty Shemale Punishes Dude in Black Mask

Busty Shemale Punishes Dude in Black Mask

BeMyHole 1 year ago

Instructions from the trainer No 11 Daily exposure walks

Instructions from the trainer No 11 Daily exposure walks

xHamster 7 months ago

Latex TS sub chastity and butt fucking sex

Latex TS sub chastity and butt fucking sex

Analdin 1 month ago

The teacher wants the cock of the young TS Larissa

The teacher wants the cock of the young TS Larissa

xHamster 4 years ago

Sandy Nell Private Show

67% HD 2:00 / 4:19

Sandy Nell Private Show

Flirt4Free 5 years ago

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

TS Foxxy Punishes Slob Boyfriend with Spanking & Nonstop Pounding!

xHamster 2 months ago

Owen & Ronaldo & Patric Private Show

50% HD 2:00 / 14:02

Owen & Ronaldo & Patric Private Show

Flirt4Free 3 years ago

Bayron & Logan & Kobe Private Show

HD 2:00 / 16:10

Bayron & Logan & Kobe Private Show

Flirt4Free 2 years ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

68% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 1 year ago

Paulo & Jose & Sander Private Show

59% HD 2:00 / 10:44

Paulo & Jose & Sander Private Show

Flirt4Free 3 weeks ago

Sophia Loreen Private Show - Part 2

57% HD 2:00 / 10:36

Sophia Loreen Private Show - Part 2

Flirt4Free 1 month 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

Sophia Loreen Private Show

55% HD 2:00 / 37:35

Sophia Loreen Private Show

Flirt4Free 2 months ago

Femdom cropping pathetic sub

Femdom cropping pathetic sub

Some.Porn 7 months ago

Jacob Malik Private Show

66% HD 2:00 / 4:28

Jacob Malik Private Show

Flirt4Free 4 months ago

Sami - Femboy Punished by Futa for Spilling the Order

Sami - Femboy Punished by Futa for Spilling the Order

3DPornDude 1 month ago

Ella Mistress Private Show

HD 2:00 / 10:04

Ella Mistress Private Show

Flirt4Free 1 year ago

Jerking Off and Dirty Talk

HD 2:00 / 17:59

Jerking Off and Dirty Talk

Flirt4Free 8 years 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

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

57% HD 1:01 / 7:52

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

FapHouse 1 month 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 2 weeks ago

Black Teen Daughter With Large Titties and natura titties Gets Punished For Bad Grades - Alina Ali

Black Teen Daughter With Large Titties and natura titties Gets Punished For Bad Grades - Alina Ali

Ebony8 4 years ago

Shemale Punishes Her Puffy Nipples Until Lactation

Shemale Punishes Her Puffy Nipples Until Lactation

xHamster 8 months ago

Angel Joseph Private Show

HD 2:00 / 26:57

Angel Joseph Private Show

Flirt4Free 4 months ago

”Babe gang bang ravaged at public gallery”

”Babe gang bang ravaged at public gallery”

TransHero 6 months ago

Aleex & Paulo Private Show

52% HD 2:00 / 9:50

Aleex & Paulo Private Show

Flirt4Free 1 year ago

Lily Demure Deepthroats

Lily Demure Deepthroats

xHamster 3 months ago

Sophia Loreen Party on May 28, 2026 - Part 3

59% HD 2:00 / 49:53

Sophia Loreen Party on May 28, 2026 - Part 3

Flirt4Free 4 weeks ago

Tgirl slave anal punishment

Tgirl slave anal punishment

Fetishpapa 8 years ago

Exciting Trans Vaniity Mia Isabella Pound

Exciting Trans Vaniity Mia Isabella Pound

Analdin 1 month ago

Lily Demure Deepthroats

Lily Demure Deepthroats

xHamster 4 months ago

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