Punishment Videos (59,608)

Consequences for Breaking Out of Chastity

68% HD 1:01 / 42:05

Consequences for Breaking Out of Chastity

FapHouse 2 months ago

house maid Slave boy punishing with cadle

house maid Slave boy punishing with cadle

XHamster 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

While my best friend is at work, this is the first time I've ever been to work Clip 2

While my best friend is at work, this is the first time I've ever been to work Clip 2

XHamster 6 months ago

Futa Cock Growing Serum Makes You Shrink! - Ft Imilia Audley

59% HD 0:51 / 18:02

Futa Cock Growing Serum Makes You Shrink! - Ft Imilia Audley

Clips4sale 11 months ago

Jasmin Keur & Rick Fix Private Show

HD 2:00 / 14:22

Jasmin Keur & Rick Fix Private Show

Flirt4Free 1 year ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Camster 1 week ago

Luna Florez Private Show

HD 2:00 / 14:45

Luna Florez Private Show

Camster 1 year ago

showing my body

showing my body

Flirt4Free 14 years ago

Rock Muscle Private Show

Rock Muscle Private Show

Flirt4Free 1 week ago

Tight Speedo Time, Masturbating, Getting My Ass Teased

58% HD 2:00 / 14:59

Tight Speedo Time, Masturbating, Getting My Ass Teased

Flirt4Free 2 months ago

Elias & Elix Private Show

63% HD 2:00 / 21:57

Elias & Elix Private Show

Flirt4Free 9 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

I felt like I was the only one in the house Clip 1

I felt like I was the only one in the house Clip 1

XHamster 2 months ago

The Sheer Pantyhose Show Wiggle Wiggle

60% HD 2:00 / 11:38

The Sheer Pantyhose Show Wiggle Wiggle

Flirt4Free 2 years ago

Nicco & Patric & Santiago Private Show

55% HD 2:00 / 16:28

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

Sandy Nell Private Show

63% HD 2:00 / 4:19

Sandy Nell Private Show

Flirt4Free 5 years ago

Dani Saenz Private Show

Dani Saenz Private Show

Camster 4 years ago

Muscled leather hunk at the mercy of Mr. Ducati

Premium 68% HD 53:51

Muscled leather hunk at the mercy of Mr. Ducati

KinkMen 11 years ago

Matt & Oliver & Andres Private Show

64% HD 2:00 / 4:56

Matt & Oliver & Andres Private Show

Flirt4Free 3 years ago

RachelSexyMaid - No.16 - Chained Slave Dungeon Punishment

RachelSexyMaid - No.16 - Chained Slave Dungeon Punishment

SexTubeSpot 7 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 10 years ago

See the New Slave They Humiliate, Torment & Hard Fist

67% HD 1:01 / 18:02

See the New Slave They Humiliate, Torment & Hard Fist

FapHouse 1 year ago

Sophia Loreen Shakes Her Ass and Rides Toy Cock

HD 2:00 / 11:51

Sophia Loreen Shakes Her Ass and Rides Toy Cock

Flirt4Free 4 years ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 3 OF 5 - WMV

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 3 OF 5 - WMV

Clips4sale 1 year ago

Shemale Domination - 09 - Ale & Re Farias & Rick Bitch

Shemale Domination - 09 - Ale & Re Farias & Rick Bitch

XHamster 6 months ago

Step Mom Punishment Her Son With Bondage Sex - Uncensored Hentai

Step Mom Punishment Her Son With Bondage Sex - Uncensored Hentai

HentaiGem 2 years ago

Runaway Punished with spitroast + left leaking tgirls cum

63% HD 0:10 / 13:00

Runaway Punished with spitroast + left leaking tgirls cum

LoyalFans 2 years ago

Sandy Nell Private Show

HD 2:00 / 13:42

Sandy Nell Private Show

Flirt4Free 5 years 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

Ruby Daviss Private Show

HD 2:00 / 1:09:36

Ruby Daviss Private Show

Flirt4Free 2 years ago

Succubus Futa Turns You Into A Fucktoy

52% HD 0:30 / 22:03

Succubus Futa Turns You Into A Fucktoy

Clips4sale 3 years ago

Ruby Daviss Private Show

HD 2:00 / 10:46

Ruby Daviss Private Show

Flirt4Free 2 years ago

Squeeze Me Where?

Squeeze Me Where?

Camster 6 years ago

My first time to try 15 inch King Cock with high speed fucking machine

My first time to try 15 inch King Cock with high speed fucking machine

XHamster 1 year ago

Carla F Coxx Private Show

Carla F Coxx Private Show

Flirt4Free 3 years ago

A Different Hunt:Lorelei Lee Binds Eva Lin in Sexy Inescapable Bondage

65% 0:11 / 47:13

A Different Hunt:Lorelei Lee Binds Eva Lin in Sexy Inescapable Bondage

Clips4sale 2 years ago

Mike Swift & David Golden Private Show

65% HD 2:00 / 11:21

Mike Swift & David Golden Private Show

Flirt4Free 1 week ago

Sophia Loreen Party on May 21, 2026 - Part 3

60% HD 2:00 / 54:23

Sophia Loreen Party on May 21, 2026 - Part 3

Flirt4Free 2 months ago

CROSSDRESSER SISSY TVROSE – SOFT LIMP CLIT AND GIRLY BALLS PUNISHED

CROSSDRESSER SISSY TVROSE – SOFT LIMP CLIT AND GIRLY BALLS PUNISHED

XHamster 4 years ago

squirt!! - Part 3

65% HD 2:00 / 9:53

squirt!! - Part 3

Flirt4Free 3 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

Charlie Cano Private Show

62% HD 2:00 / 5:11

Charlie Cano Private Show

Flirt4Free 3 years ago

Introducing Kinky TS Kitty Kat

55% 0:39 / 14:21

Introducing Kinky TS Kitty Kat

FapHouse 1 year ago

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

”Transgender Ryder Monroe bound fisted & screwed hard in AI punishment”

IFuckedYourGF 1 year ago

Futa Destroys Your Cock & Balls - Ft Imilia Audley

HD 0:25 / 17:37

Futa Destroys Your Cock & Balls - Ft Imilia Audley

Clips4sale 1 year ago

Rudolph the White Nose Slutbag

HD 2:00 / 31:17

Rudolph the White Nose Slutbag

Flirt4Free 2 years ago

Shemale Slut Carla Fucking Her Ass with a Big Dildo

62% HD 0:39 / 4:18

Shemale Slut Carla Fucking Her Ass with a Big Dildo

FapHouse 2 months ago

Self Sucking Facial

63% HD 2:00 / 8:19

Self Sucking Facial

Flirt4Free 5 years ago

Indian Porn XXX Desi Sexy Shemale Hot Sex Video Sexy Part 2 Xnxx Videos Xhamster Videos Cumshot Compilation

Indian Porn XXX Desi Sexy Shemale Hot Sex Video Sexy Part 2 Xnxx Videos Xhamster Videos Cumshot Compilation

XHamster 2 months ago

Samu Seanz Private Show

55% HD 2:00 / 6:12

Samu Seanz Private Show

Flirt4Free 3 years ago

crossdresser punished

crossdresser punished

Eporner 2 years ago

Verticalargument4 Tight Dress

Verticalargument4 Tight Dress

XHamster 3 months ago

Paulo & Jose & Sander Private Show

Paulo & Jose & Sander Private Show

Flirt4Free 1 month ago

TS Jade Venus Dominates Draven Navarro

TS Jade Venus Dominates Draven Navarro

Analdin 1 month ago

Brutus Shows Full Body Naked,flexes,fucks Pillow& Swears As Roleplay

55% HD 2:00 / 11:46

Brutus Shows Full Body Naked,flexes,fucks Pillow& Swears As Roleplay

Flirt4Free 8 years ago

Patric & Oliver Private Show

69% HD 2:00 / 8:26

Patric & Oliver Private Show

Flirt4Free 3 years ago

Are You Ready to Let Your Big Dick

HD 1:01 / 15:17

Are You Ready to Let Your Big Dick

FapHouse 1 year ago

Troy Khalil Private Show

Troy Khalil Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

65% HD 2:00 / 22:54

Sophia Loreen Private Show

Flirt4Free 1 month ago

CAUGHT & FEMINIZED BY PATRIARCH

CAUGHT & FEMINIZED BY PATRIARCH

Clips4sale 10 months ago

Strapon femina pegging sissy in action at home

Strapon femina pegging sissy in action at home

Some.Porn 1 year ago

Charlie Cano Private Show

65% HD 2:00 / 13:13

Charlie Cano Private Show

Flirt4Free 3 years ago

a lot of punishment of ur fucking cock

a lot of punishment of ur fucking cock

XHamster 4 months ago

Strip Tease from a Tuxedo

HD 2:00 / 28:25

Strip Tease from a Tuxedo

Flirt4Free 4 years ago

Liam & Dante & Austin Private Show

HD 2:00 / 16:46

Liam & Dante & Austin Private Show

Flirt4Free 1 year ago

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

65% HD 0:39 / 38:05

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

FapHouse 2 months ago

Luccas & Jhordy Private Show

48% HD 2:00 / 7:37

Luccas & Jhordy Private Show

Flirt4Free 11 months ago

Nicco & Patric & Santiago Private Show

44% HD 2:00 / 13:21

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

Sophia Loreen Private Show

HD 2:00 / 25:41

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Asian TS dominates boy toy through throatfucking and anal

Asian TS dominates boy toy through throatfucking and anal

Wankoz 11 months ago

Mistress T pt 3 Sissy Fuckmeat Whipped

Mistress T pt 3 Sissy Fuckmeat Whipped

Tranny.one 4 years ago

Jhordy & Maxx Private Show

61% HD 2:00 / 9:14

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Punished for wearing wifes panties

Punished for wearing wifes panties

XHamster 3 years ago

Dia de Muertos Mummy Pumps and Punishes her Lactating Nipples with a Vacuum Machine

Dia de Muertos Mummy Pumps and Punishes her Lactating Nipples with a Vacuum Machine

XHamster 8 months ago

Master & Christian Mckenzie & Christian Rey Private Show

HD 2:00 / 1:13:15

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

TWOFOLD: Futa Stepmom Part 1 & 2 Alternative Version

63% HD 0:30 / 28:24

TWOFOLD: Futa Stepmom Part 1 & 2 Alternative Version

Clips4sale 1 year 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

Elix & Elias & Paulo Private Show

47% HD 2:00 / 11:00

Elix & Elias & Paulo Private Show

Flirt4Free 1 year ago

Hercules & Lance & Lian Miller Private Show

41% HD 2:00 / 5:02

Hercules & Lance & Lian Miller Private Show

Flirt4Free 3 years ago

Marian & Richard Private Show

58% HD 2:00 / 4:15

Marian & Richard Private Show

Camster 2 weeks ago

Christian & Lian Private Show

52% HD 2:00 / 15:05

Christian & Lian Private Show

Flirt4Free 3 years ago

Jacuzzi with French Trans Goddess Her GF Catches Us & Pegs Us Both

HD 0:39 / 32:18

Jacuzzi with French Trans Goddess Her GF Catches Us & Pegs Us Both

FapHouse 2 months ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

Shemale Miss Jane Starr anal fucks her busty mechanic and anal creampies her

Shemale Miss Jane Starr anal fucks her busty mechanic and anal creampies her

Eporner 1 year ago

Mia Malkoa Private Show

HD 2:00 / 11:30

Mia Malkoa Private Show

Flirt4Free 7 months ago

jark off and cum show

HD 2:00 / 14:52

jark off and cum show

Flirt4Free 3 years ago

Lena Pauline Private Show

HD 2:00 / 12:57

Lena Pauline Private Show

Flirt4Free 3 years ago

Sissy Gimp Disciplined for Vaping instead of Smoking

Sissy Gimp Disciplined for Vaping instead of Smoking

TrannyGem 5 years ago

Sabrina Smiith Private Show

4K 2:00 / 59:43

Sabrina Smiith Private Show

Camster 7 months ago

Sarap Mag Sarili Ngayon Malamig Ang Panahon

63% HD 0:39 / 7:32

Sarap Mag Sarili Ngayon Malamig Ang Panahon

FapHouse 5 months ago

Savanna Miller Private Show

Savanna Miller Private Show

Flirt4Free 2 years ago

Lance & Christian & Master Private Show

58% HD 2:00 / 14:47

Lance & Christian & Master Private Show

Flirt4Free 3 years ago

Lily Demure Deepthroats

Lily Demure Deepthroats

XHamster 6 months ago

Jewel Selfsucker Private Show

Jewel Selfsucker Private Show

Flirt4Free 1 year ago

FEMDOM SHEMALE BOSS Punishes Employee With Rough Sex 🔥 (AI Generated)

Premium HD 5:13

FEMDOM SHEMALE BOSS Punishes Employee With Rough Sex 🔥 (AI Generated)

Sheer 2 weeks ago

”Courageous Transgender Natalie Mars bends down & lets the giant rubber dick destroy her butthole”

”Courageous Transgender Natalie Mars bends down & lets the giant rubber dick destroy her butthole”

429Men 1 year ago

Coach Loves Spreading His Legs

Coach Loves Spreading His Legs

FapHouse 1 year ago

Maintenance spanking for kitsy. cocksucking and sex following the punishment.

Maintenance spanking for kitsy. cocksucking and sex following the punishment.

XXXShemalePorn 3 years ago

pure ts - katya ivanova are you gonna punish me daddy porn video

pure ts - katya ivanova are you gonna punish me daddy porn video

TransDoe 9 months ago

Margaux Fox Private Show

HD 2:00 / 14:11

Margaux Fox Private Show

Flirt4Free 4 years ago

Margaux Fox Private Show

HD 2:00 / 15:28

Margaux Fox Private Show

Flirt4Free 5 years ago

Margaux Fox Private Show

HD 2:00 / 13:01

Margaux Fox Private Show

Flirt4Free 5 years ago

Aron & Master & Elvis Private Show

Aron & Master & Elvis Private Show

Flirt4Free 3 years ago

Sissy crossdresser gets spanked, paddled and flogged by mistress in latex

Sissy crossdresser gets spanked, paddled and flogged by mistress in latex

MyLust 2 years ago

Colombian Boys Private Show

56% HD 2:00 / 16:12

Colombian Boys Private Show

Flirt4Free 10 months ago

Three busty shemales in leather boots punish a dude until

Three busty shemales in leather boots punish a dude until

XHamster 2 years ago

Sophie Fantasy Private Show

40% HD 2:00 / 4:09

Sophie Fantasy Private Show

Flirt4Free 1 year ago

Arya, Gina, And Sydney Push It To The Limit

Arya, Gina, And Sydney Push It To The Limit

Some.Porn 1 year ago

”Guided Back to Purity”

”Guided Back to Purity”

TransHero 7 months ago

Simon & Francesco & Ken Private Show

52% HD 2:00 / 14:31

Simon & Francesco & Ken Private Show

Flirt4Free 3 years ago

Jhordy & Maxx Private Show

53% HD 2:00 / 24:57

Jhordy & Maxx Private Show

Flirt4Free 11 months ago

Mistress Sophie Spanks and Fucks Me

HD 0:25 / 14:37

Mistress Sophie Spanks and Fucks Me

IWantClips 1 month 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 4 weeks ago

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 2

HD 0:10 / 10:09

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 2

LoyalFans 2 years ago

My Freeuse Babysitters

My Freeuse Babysitters

Some.Porn 2 years ago

Watch this hot Latino boy humiliate his buddy by making him pay for his sins on the roof

Watch this hot Latino boy humiliate his buddy by making him pay for his sins on the roof

GayVD 1 month ago

”Charlie Patterson is banging his transgender teacher Kayleigh Coxx”

”Charlie Patterson is banging his transgender teacher Kayleigh Coxx”

Fapnow 4 years ago

Sissy Dee in a Sex Swing as Lady Fee Punishes Her

Sissy Dee in a Sex Swing as Lady Fee Punishes Her

XHamster 3 months ago

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

Big Tits Shemale Gwen Tennyson Lactating Her Nipples with Vacuum Milking Machine

XHamster 3 months ago

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