Punishment Videos (36,476)

Mermaid Cock punishment for Captain who Torments the Syren

52% HD 2:07 / 40:16

Mermaid Cock punishment for Captain who Torments the Syren

KinkTrans 8 years ago

I Will Rub My Ass In Your Face Until I Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

HD 0:30 / 33:23

I Will Rub My Ass In Your Face Until I Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 33 MINUTES FOR US$ 19,99!

Clips4sale 5 months ago

Trans Slave Maid Gets Spanking Punishment | MahoganyQen

HD 0:28 / 10:48

Trans Slave Maid Gets Spanking Punishment | MahoganyQen

Clips4sale 1 month ago

Educating A Bitchboy: Episode 4 "Last Chance"

54% HD 0:39 / 1:02:19

Educating A Bitchboy: Episode 4 "Last Chance"

Kink 14 years ago

PEEPING PERVERTS GET PUNISHED *HD 720*

61% HD 0:29 / 9:12

PEEPING PERVERTS GET PUNISHED *HD 720*

Clips4sale 1 year ago

Cherry and I Dominate Our Disobedient Puppies Nyxi and Livi

Premium 56% HD 33:02

Cherry and I Dominate Our Disobedient Puppies Nyxi and Livi

XVideosRed 7 months ago

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Draven and The Duchess: Aspen Brooks punishes horny beefcake slave

Tranny.one 3 years ago

Good Girl Fucked, Bad Girl Cucked

74% HD 1:00 / 29:25

Good Girl Fucked, Bad Girl Cucked

Clips4sale 2 years 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 3 weeks ago

Thicc Juicy BBQ

Thicc Juicy BBQ

Fapnado 6 months 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 3 years ago

TS Jesse Punishes A Cis and Trans Man

TS Jesse Punishes A Cis and Trans Man

aShemaleTube 6 years ago

Oopsie Bending Over Backwards Starring Angellica Good, Bailey Archer And Rana Katana Presented By Little Johnny Pecker

Oopsie Bending Over Backwards Starring Angellica Good, Bailey Archer And Rana Katana Presented By Little Johnny Pecker

Eporner 3 months ago

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

69% 0:30 / 26:23

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

Clips4sale 1 month ago

360P Trans slut really curvy likes boys with tight asses

52% HD 0:11 / 14:24

360P Trans slut really curvy likes boys with tight asses

Shiri Allwood - Femboy Brat Jasper Gets Punished

Shiri Allwood - Femboy Brat Jasper Gets Punished

KeekAss 2 years ago

Mistress Sophie Spanks and Fucks Me

HD 0:30 / 14:37

Mistress Sophie Spanks and Fucks Me

Clips4sale 3 years ago

Bossy Dillon Stone punishes lazy FTM Joey Michaels with her thick pussy

Bossy Dillon Stone punishes lazy FTM Joey Michaels with her thick pussy

MenGem 1 week ago

Nick & Diego & Liam Private Show

Premium HD 1:06:19

Nick & Diego & Liam Private Show

Flirt4Free 2 years ago

Primary Evolution: The Quest for Human

66% 0:11 / 44:31

Primary Evolution: The Quest for Human

Feminization punishment from teacher

49% HD 0:20 / 12:25

Feminization punishment from teacher

Clips4sale 3 months ago

Titty mature STEPMOM punishes naughty TS & Latin with strapon

Titty mature STEPMOM punishes naughty TS & Latin with strapon

HQBang 5 days ago

This cute asian ladyboy needs a real hard punishement

This cute asian ladyboy needs a real hard punishement

Sheshaft 4 years ago

Venus Lux Takes Down The Building Manager

75% HD 1:06 / 40:00

Venus Lux Takes Down The Building Manager

KinkTrans 8 years ago

premature cum = painal for caged sissy - SD

66% 0:30 / 6:02

premature cum = painal for caged sissy - SD

Clips4sale 2 years ago

Dommy mommy arena rome jessica fappit

Dommy mommy arena rome jessica fappit

Tranny.one 3 years ago

crossdresser punishment

crossdresser punishment

aShemaleTube 3 years ago

Subby TS girl gets fucked by Alpha and Mistress

66% 0:22 / 14:11

Subby TS girl gets fucked by Alpha and Mistress

Clips4sale 1 year ago

The League of Extraordinary Transsexuals: Beautiful, Feminine, Hung

54% HD 1:11 / 33:12

The League of Extraordinary Transsexuals: Beautiful, Feminine, Hung

KinkTrans 12 years ago

Futa Punishes Her Step-Slut

67% HD 0:29 / 19:05

Futa Punishes Her Step-Slut

Clips4sale 5 months ago

''When I See A Hard Dick I Want To Suck It!'' - GenderXFilms - Angelina Teenmodels

''When I See A Hard Dick I Want To Suck It!'' - GenderXFilms - Angelina Teenmodels

Rock.PORN 2 months ago

Sucker for Punishment

Sucker for Punishment

Hoes.tube 2 weeks ago

Bukkake in Santiago De Chile with 4 T-girls South of the Border

59% HD 0:39 / 26:42

Bukkake in Santiago De Chile with 4 T-girls South of the Border

FapHouse 5 years ago

Rubberdomme Fetishplay Part 5 Human Ashtray Maulfotze

63% 0:10 / 9:35

Rubberdomme Fetishplay Part 5 Human Ashtray Maulfotze

APClips 2 months ago

Tranpires, Scene 2: The Rockstar FULL SCENE

64% 4K 0:30 / 29:58

Tranpires, Scene 2: The Rockstar FULL SCENE

Clips4sale 3 years ago

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Veggiebabyy - You Forgot Vday Futa Punishment Pegging

Nuvid 1 year ago

Luscious Ladies In Latex - A TS Seduction Collection

Luscious Ladies In Latex - A TS Seduction Collection

Tranny.one 3 years ago

Latex TGirl slave ass whipping (720p)

HD 0:11 / 11:09

Latex TGirl slave ass whipping (720p)

Clips4sale 2 years ago

Dimitri Caruso Private Show

Premium HD 13:34

Dimitri Caruso Private Show

Flirt4Free 7 months ago

Robber gets punished with some hardcore anal pounding by the horny TS chick

Robber gets punished with some hardcore anal pounding by the horny TS chick

Tranny.one 3 years ago

TS Wife Wait All Day For Her Husband's Dick

TS Wife Wait All Day For Her Husband's Dick

Eporner 2 weeks ago

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - FULL VERSION IN FULL HD

66% HD 1:00 / 24:41

THE CRUEL GIANT PUNISHING LITTLE JACK WITH FARTS - BY BRUNA SILVA - FULL VERSION IN FULL HD

Clips4sale 2 years ago

Dom Fucks and Spank Delia Delions

55% HD 0:39 / 32:57

Dom Fucks and Spank Delia Delions

FapHouse 1 year ago

Loser slave loses bet against 7 Dommes and is gangbanged (1080 EN-sub)

60% HD 0:31 / 23:10

Loser slave loses bet against 7 Dommes and is gangbanged (1080 EN-sub)

Clips4sale 1 year ago

Whipping Punishment for the Sissy Slut - Part 1

Whipping Punishment for the Sissy Slut - Part 1

xHamster 1 year ago

Teen Ladyboy Meme Gives Blowjob And Ass Fucked

Teen Ladyboy Meme Gives Blowjob And Ass Fucked

VikiPorn 6 years ago

Punished By Cytherea And Her Sex-Crazed Friends!

Punished By Cytherea And Her Sex-Crazed Friends!

Eporner 2 months ago

TSDOMME: Straight Guy Bound and Punished

TSDOMME: Straight Guy Bound and Punished

xHamster 2 months ago

Worship, Serve, + Suck Sissy Slut! (Includes Chastity Play)

43% 0:26 / 15:23

Worship, Serve, + Suck Sissy Slut! (Includes Chastity Play)

Clips4sale 2 years ago

Charlie Cano Private Show

Premium HD 25:10

Charlie Cano Private Show

Flirt4Free 2 years ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

xHamster 7 months ago

FightingAndFucking.com - Young wrestler's anal punishment after losing the match

FightingAndFucking.com - Young wrestler's anal punishment after losing the match

Hoes.tube 3 months ago

FUI PRESENTE DE ANIVERSARIO DA BIANCA FERRAZ E AS TRANS ME DEVORARAM

FUI PRESENTE DE ANIVERSARIO DA BIANCA FERRAZ E AS TRANS ME DEVORARAM

XVideosRed 2 years ago

Rope tied TBabe Ella Hollywood is ass fucking pounded deep by Sebastian Keys

Rope tied TBabe Ella Hollywood is ass fucking pounded deep by Sebastian Keys

Rainblow 3 weeks ago

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

66% HD 0:11 / 34:55

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

SubMale Sissy Job Interview P1

76% HD 0:10 / 10:10

SubMale Sissy Job Interview P1

Clips4sale 3 years ago

Sissy Slave Tranny Punished & Fucked - Full Video

Sissy Slave Tranny Punished & Fucked - Full Video

xHamster 3 years ago

Big Girl Cock: Aspen Brooks Punishes Kip Johnson On Their Anniversary

52% HD 1:47 / 45:14

Big Girl Cock: Aspen Brooks Punishes Kip Johnson On Their Anniversary

KinkTrans 6 years ago

Soft eggs for breakfast... Ballbusting until cumshot! CBT by cute Tranny Girl

Soft eggs for breakfast... Ballbusting until cumshot! CBT by cute Tranny Girl

xHamster 1 month ago

18 bimbo gets her freedom by fucking 2 hung mall cops

18 bimbo gets her freedom by fucking 2 hung mall cops

Hoes.tube 3 years ago

Bailey is miffed as she sends Angellica away and then punishes Rana by spanking her ass

Bailey is miffed as she sends Angellica away and then punishes Rana by spanking her ass

Yeswegays 2 months ago

Dr. Luna Takes Care Of Her Slave With A Hard Cock

Dr. Luna Takes Care Of Her Slave With A Hard Cock

Tranny.one 3 years ago

Patric & Alexander & Lian Private Show

Premium 66% HD 38:16

Patric & Alexander & Lian Private Show

Flirt4Free 2 years ago

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Kinky twink gets his ass plummeted by the nasty Tgirl on the couch

Tranny.one 3 years ago

Military Sluts Aphrodite Adams & Rachael Belle are Punished by Drill Sargent, Cherry Mavrik

Military Sluts Aphrodite Adams & Rachael Belle are Punished by Drill Sargent, Cherry Mavrik

4Wank 1 year ago

Owen & Ronaldo & Patric Private Show

Premium 61% HD 14:02

Owen & Ronaldo & Patric Private Show

Flirt4Free 2 years ago

Shocking Confession to the Wedding Priest!

Shocking Confession to the Wedding Priest!

xHamster 1 year ago

English Mistress punishes cross dressed guy

English Mistress punishes cross dressed guy

uiPorn 2 years ago

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard

Naughty man gets topped by the alluring TS chick as she bangs his sweet ass nice and hard

Tranny.one 3 years ago

SHEMALE DOMINATION - 15 - CLIP 2 OF 4 - WMV

61% 0:11 / 5:12

SHEMALE DOMINATION - 15 - CLIP 2 OF 4 - WMV

Clips4sale 2 years ago

The Madri Gras Snatcher: Ts Vaniity Fucking in a Public Bathroom

The Madri Gras Snatcher: Ts Vaniity Fucking in a Public Bathroom

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass

Sultry trans chick punishes the thief as she shoves her big cock balls deep in his ass

BeMyHole 4 years ago

Master & Chris & Jepsen Private Show

Premium 51% HD 32:02

Master & Chris & Jepsen Private Show

Flirt4Free 2 years ago

Naughty assistant assfucked by her boss

Naughty assistant assfucked by her boss

ThePornstar 2 months ago

Heshe Aubrey Kate face fucks and anal plows Pierce Paris

Heshe Aubrey Kate face fucks and anal plows Pierce Paris

Sheshaft 3 weeks ago

BaldPigLisa punished with green branches and screws

BaldPigLisa punished with green branches and screws

MyLust 4 years ago

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

Stupid sissy slut take the dick inside throat and suffers humiliated like a good girl

xHamster 8 months ago

Double domination- TS creampie

70% 0:39 / 22:05

Double domination- TS creampie

FapHouse 3 years ago

My Sweet, Soft Body😳

Premium 4K 0:12

My Sweet, Soft Body😳

Flirt4Free 1 week ago

The boss punishes his assistant slut

The boss punishes his assistant slut

aShemaleTube 1 week ago

Pantyhose Foot Addiction DENKIANMA

62% 0:11 / 16:44

Pantyhose Foot Addiction DENKIANMA

Clips4sale 3 years ago

Give Me That Black Cock

54% HD 0:39 / 44:38

Give Me That Black Cock

FapHouse 5 months ago

School teenie Practices Painfull Sensation

School teenie Practices Painfull Sensation

GayVids 2 years ago

Crossdresser punished

Crossdresser punished

aShemaleTube 1 year ago

Cuffed, Spanked & Toyed

Cuffed, Spanked & Toyed

Tranny.one 3 years ago

Step Daughter's Friend Livi Doll Visits To Play

66% HD 0:10 / 16:48

Step Daughter's Friend Livi Doll Visits To Play

LoyalFans 3 weeks ago

Trap revealed but still fucked by the two black thugs

Trap revealed but still fucked by the two black thugs

Tranny.one 7 years ago

Anal punishment and pleasure for sexy Japanese shemale

Anal punishment and pleasure for sexy Japanese shemale

PornLib 4 days ago

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

Blonde tranny babe and a tattooed guy fuck each other in the bondage porn

Tranny.one 3 years ago

School teenie Practices Painfull Sensation

School teenie Practices Painfull Sensation

GayDudesFucking 7 months ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

66% HD 0:30 / 28:42

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment - HD

Clips4sale 1 year ago

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner DJ

54% HD 1:49 / 49:35

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner DJ

KinkTrans 5 years ago

Wearing to cross dress

Wearing to cross dress

xHamster 5 months ago

struggle

Premium HD 29:53

Flirt4Free 2 years ago

Young Waiter Has To Pay For His Clumsiness By Letting a Sexy Curvy Latina Tranny Fuck Him Hard

Young Waiter Has To Pay For His Clumsiness By Letting a Sexy Curvy Latina Tranny Fuck Him Hard

AnySex 6 months ago

VRB TRANSGENDER Bratty mistress Mia Maffia punish her friend VR Porn

VRB TRANSGENDER Bratty mistress Mia Maffia punish her friend VR Porn

ThePornstar 3 months ago

The Naughty Step-Daugther

67% 0:27 / 20:10

The Naughty Step-Daugther

The Exabitionist

Premium 4K 11:15

The Exabitionist

Flirt4Free 1 week ago

Patric & Alexander & Lian Private Show

Premium 63% HD 38:07

Patric & Alexander & Lian Private Show

Flirt4Free 2 years ago

Delivery guy gets tipped by the kinky TS babe with the hardcore anal banging

Delivery guy gets tipped by the kinky TS babe with the hardcore anal banging

Tranny.one 3 years ago

Priscilla makes her slave happy with her hard cock

Priscilla makes her slave happy with her hard cock

xHamster 6 months ago

Hot shemale professor gives the naughty guy a punishment he will never forget

Hot shemale professor gives the naughty guy a punishment he will never forget

Tranny.one 3 years ago

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

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

TransHero 2 years ago

AS TRANS ME LEVARAM PRA HIDRO E PRO CLOSET PRA COMER MEU CU

Premium HD 6:27

AS TRANS ME LEVARAM PRA HIDRO E PRO CLOSET PRA COMER MEU CU

xnxxGold 2 years ago

Just Obey Monster Meat I Cannot Hear No

Just Obey Monster Meat I Cannot Hear No

SissyFlix 5 months ago

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Tranny.one 3 years ago

Discipline for the Office Girls

Discipline for the Office Girls

Tranny.one 1 year ago

Amazingly adorable Shemale Khloe Kay's butt is marvelous

Amazingly adorable Shemale Khloe Kay's butt is marvelous

4Wank 2 years ago

Sissy bride chastity - Wedding night tease

50% 0:11 / 12:31

Sissy bride chastity - Wedding night tease

Clips4sale 1 year ago

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF

Strap-on & chastity punishment for stealing Mistress' clothes 😭🔐 @Saskia_and_Sasha on OF

aShemaleTube 7 months ago

Step-Mommy comes home to play with her PetGirl Full Session- Variety Itsol

66% 0:30 / 44:03

Step-Mommy comes home to play with her PetGirl Full Session- Variety Itsol

C4S 3 months ago

Straight guy together with freind of him who has boobs punishes whity

Straight guy together with freind of him who has boobs punishes whity

Tranny.one 8 years ago

Three shemales in leather outfits dominate their tied up

Three shemales in leather outfits dominate their tied up

xHamster 3 weeks ago

Mistress Soleli and Casper Coxx

Mistress Soleli and Casper Coxx

xHamster 2 weeks ago

Two s dominate and extreme deep rough hard Punish my nineteen year-old

Two s dominate and extreme deep rough hard Punish my nineteen year-old

Tranny.one 3 years ago

t-girl Disciplined chick's cunny

t-girl Disciplined chick's cunny

TrannyGem 4 years ago

Cabaret: TS Danni Daniels Owns Christian

60% HD 0:10 / 29:25

Cabaret: TS Danni Daniels Owns Christian

LoyalFans 3 years ago

Blonde shemale is punished and suspended

Blonde shemale is punished and suspended

Hoes.tube 11 months ago

Chanel Santini Gets Punished In Hardcore Style

Chanel Santini Gets Punished In Hardcore Style

Analdin 5 years ago

Trans Aubrey Kate face fucks and anal plows Pierce Paris

Trans Aubrey Kate face fucks and anal plows Pierce Paris

FetishShrine 4 days ago

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