Punish Videos (58,415)

Master & Christian Mckenzie & Christian Rey Private Show

57% HD 2:00 / 39:40

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Christian & Lian Private Show

53% HD 2:00 / 15:05

Christian & Lian Private Show

Flirt4Free 3 years ago

Sucking You Cock (dildo)

Sucking You Cock (dildo)

Flirt4Free 1 year ago

Corrine Dittmann Private Show

53% 4K 2:00 / 5:07

Corrine Dittmann Private Show

Flirt4Free 1 month ago

The Pantyhose Show

57% HD 2:00 / 5:29

The Pantyhose Show

Flirt4Free 3 years ago

Corrine Dittmann Private Show

44% 4K 2:00 / 5:03

Corrine Dittmann Private Show

Flirt4Free 8 months ago

Sophia Loreen Party on May 8, 2024

42% HD 2:00 / 52:00

Sophia Loreen Party on May 8, 2024

Flirt4Free 2 years ago

Tall shemale domme flogs and anal fucks man

Tall shemale domme flogs and anal fucks man

Eporner 2 years ago

Training my Slutty Ashtray

Training my Slutty Ashtray

Clips4sale 2 years ago

This babe Is Gonna Chastise This Pliant Brat and Give Her a Red Booty

This babe Is Gonna Chastise This Pliant Brat and Give Her a Red Booty

BigTitsLust 1 month ago

Sophia Loreen Private Show

HD 2:00 / 46:14

Sophia Loreen Private Show

Camster 3 years ago

Marian & Richard Private Show

Marian & Richard Private Show

Camster 3 weeks ago

Sophia Loreen Private Show

HD 2:00 / 12:45

Sophia Loreen Private Show

Flirt4Free 3 years ago

Angel Joseph Private Show

HD 2:00 / 31:22

Angel Joseph Private Show

Flirt4Free 4 months ago

Elix & Elias & Paulo Private Show

63% HD 2:00 / 7:41

Elix & Elias & Paulo Private Show

Flirt4Free 11 months 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

Jose & Richard Private Show

58% HD 2:00 / 21:33

Jose & Richard Private Show

Flirt4Free 1 month ago

Sabrisse and Jia Lissa in wild lesbian 69 with trimmed pussy and high heels

Sabrisse and Jia Lissa in wild lesbian 69 with trimmed pussy and high heels

Some.Porn 2 years ago

Shemale Paloma Veiga Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

62% HD 0:30 / 35:14

Shemale Paloma Veiga Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

Whips and Feet (4k)

67% 4K 0:30 / 12:26

Whips and Feet (4k)

Clips4sale 1 year ago

”T-girl military has no borders”

”T-girl military has no borders”

Faptor 2 years ago

Archie Blossom Private Show

Archie Blossom Private Show

Flirt4Free 3 months ago

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

Black Thong Femboy Anal Fucking herself after Wedgie and Cumfarts

xHamster 6 months ago

striptease with oil

striptease with oil

Flirt4Free 3 years ago

Whores Get Banged: Recent Cutie Ella Hollywood Screwed by Sebastian Keys

Whores Get Banged: Recent Cutie Ella Hollywood Screwed by Sebastian Keys

ShemaleSin 2 months ago

Edging Masturbation with Post Climax Punishment

Edging Masturbation with Post Climax Punishment

ShemaleSin 1 month ago

Archie Blossom Private Show

62% HD 2:00 / 5:06

Archie Blossom Private Show

Flirt4Free 3 months ago

Subby Gets Ass Punished by TS Sasha Blue

HD 1:01 / 19:16

Subby Gets Ass Punished by TS Sasha Blue

FapHouse 1 month ago

a lot of punishment of ur fucking cock

a lot of punishment of ur fucking cock

xHamster 3 months ago

Bound and Restrained: 2 Masters Pleasure and Punish Slave

Bound and Restrained: 2 Masters Pleasure and Punish Slave

SexTubeSpot 8 years ago

Subby Gets Ass Punished by TS Sasha Blue

Subby Gets Ass Punished by TS Sasha Blue

xHamster 3 weeks 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

Elix & Elias & Paulo Private Show

43% HD 2:00 / 5:24

Elix & Elias & Paulo Private Show

Flirt4Free 11 months ago

Shemale Asuka Extreme Tits Vacuum Pump Lactation and Nipple Punishment with Heels

Shemale Asuka Extreme Tits Vacuum Pump Lactation and Nipple Punishment with Heels

xHamster 3 weeks ago

Sophia Loreen Party on Jun 19, 2026 - Part 3

57% HD 2:00 / 47:03

Sophia Loreen Party on Jun 19, 2026 - Part 3

Flirt4Free 1 week ago

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

62% HD 0:29 / 13:12

FULL CLIP!! Fun with two small-dick losers! Nasty suffer for their tiny cocks! Chastity SPH

Clips4sale 1 year ago

a private punishment

a private punishment

PornOne 5 years ago

NEW TRANS KATIA. COLD water. HUMILATION ORDERS BY SASHA BEART !!!

Premium HD 41:05

NEW TRANS KATIA. COLD water. HUMILATION ORDERS BY SASHA BEART !!!

XVideosRed 2 years ago

”Tranny Sergeant Jessy Dubai Trains Her New Recruits”

”Tranny Sergeant Jessy Dubai Trains Her New Recruits”

429Men 5 months ago

”Trans Sergeant Jessy Dubai Trains Her New Recruits”

”Trans Sergeant Jessy Dubai Trains Her New Recruits”

LesbianBliss 4 months ago

”Assfucking Punishment for Submissive Sluts on the Upper Floor”

”Assfucking Punishment for Submissive Sluts on the Upper Floor”

TransHero 6 months ago

Torture time

MatureTubeHere 3 years ago

Sissy tgirl rough anal

Sissy tgirl rough anal

Fetishpapa 8 years ago

”Tranny Sergeant Jessy Dubai Trains Her New Recruits”

”Tranny Sergeant Jessy Dubai Trains Her New Recruits”

Rainblow 1 year ago

Sissy cock torments by nettle

Sissy cock torments by nettle

xHamster 1 year ago

Sophia Loreen Private Show

HD 2:00 / 10:15

Sophia Loreen Private Show

Flirt4Free 4 weeks ago

Colombian Boys Private Show

4K 2:00 / 37:54

Colombian Boys Private Show

Flirt4Free 4 days ago

The Reward for the Locked-up Sissy

66% HD 0:39 / 12:56

The Reward for the Locked-up Sissy

FapHouse 7 months ago

Jose & Richard Private Show

53% HD 2:00 / 6:00

Jose & Richard Private Show

Flirt4Free 1 month ago

Sensual Teasing and Pillow Riding

62% HD 2:00 / 7:10

Sensual Teasing and Pillow Riding

Flirt4Free 2 years ago

Hardcore punishment for petite Japanese teenie

Hardcore punishment for petite Japanese teenie

Xozilla 6 years ago

Dimitri Caruso Private Show

Dimitri Caruso Private Show

Flirt4Free 4 years ago

”T-girl military has no borders”

”T-girl military has no borders”

Rainblow 1 year ago

Perv gets Seduced into Poolside Fisting and Pegging by Mistress Max

HD 0:11 / 12:01

Perv gets Seduced into Poolside Fisting and Pegging by Mistress Max

Clips4sale 2 years ago

Hanna Ven Private Show

63% HD 2:00 / 40:40

Hanna Ven Private Show

Flirt4Free 2 years ago

Sexy secretary talks about small in meeting room

Sexy secretary talks about small in meeting room

Some.Porn 2 years ago

This Dildo Got What It Deserved

69% 0:39 / 4:05

This Dildo Got What It Deserved

FapHouse 6 months ago

Cocky gym-bro alpha dominates and humiliates you - Jaq Quicksilver - FtM Trans jock punishes you for being closeted with rough fucking - ft slapping, spitting, verbal humiliation, muscle worship, blowjob, pov fucking - 4k mp4

4K 0:30 / 12:29

Cocky gym-bro alpha dominates and humiliates you - Jaq Quicksilver - FtM Trans jock punishes you for being closeted with rough fucking - ft slapping, spitting, verbal humiliation, muscle worship, blowjob, pov fucking - 4k mp4

Clips4sale 1 year ago

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

55% HD 1:01 / 26:48

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

FapHouse 6 years ago

Femboy Raven Punishing her Puffy Nipples and Lactating her Growing Tits with Vacuum Machine

Femboy Raven Punishing her Puffy Nipples and Lactating her Growing Tits with Vacuum Machine

xHamster 1 month ago

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

Spandex Sissy Punished by V-Card Fuckmachine Smacking Dickblowing Pegging by Domina Mercer

TrannyGem 4 years ago

Hanna Ven Private Show

44% HD 2:00 / 11:49

Hanna Ven Private Show

Flirt4Free 2 years ago

Nettle spanking

Nettle spanking

xHamster 3 years ago

Kitty Kunt and her huge she cock

Kitty Kunt and her huge she cock

xHamster 4 months ago

Sophia Loreen Party on Apr 6, 2026 - Part 2

55% HD 2:00 / 56:20

Sophia Loreen Party on Apr 6, 2026 - Part 2

Flirt4Free 2 months ago

Our Two Sweaty Asses Are Just For You, Bitch! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

HD 0:20 / 35:18

Our Two Sweaty Asses Are Just For You, Bitch! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 4 years ago

Shemale Fetish Passion

Premium HD 2:43:00

Shemale Fetish Passion

AEBN 11 years ago

Tight Breast Bind Exposed Ass Whipped and Plugged Femdom

76% HD 0:55 / 20:47

Tight Breast Bind Exposed Ass Whipped and Plugged Femdom

Clips4sale 1 year ago

Trans JOI Punishing You with My Real Cock! I've Had a Couple People Request a Trans JOI! so Here It Is

HD 0:39 / 11:00

Trans JOI Punishing You with My Real Cock! I've Had a Couple People Request a Trans JOI! so Here It Is

FapHouse 7 months ago

King Noire Pounds Pixi Lusts Tight Booty

King Noire Pounds Pixi Lusts Tight Booty

Xozilla 1 month ago

Pietra Mancini and friend break and use up the slave, fistin and fuckin

Pietra Mancini and friend break and use up the slave, fistin and fuckin

aShemaleTube 7 months ago

Cleaning Lady Gets Dirty

Cleaning Lady Gets Dirty

Some.Porn 8 months ago

Graziella Toledo's massive tits punish helpless guy with hardcore deepthroat & busty action

Graziella Toledo's massive tits punish helpless guy with hardcore deepthroat & busty action

Sheshaft 7 months ago

Sophia Loreen Private Show

HD 2:00 / 11:40

Sophia Loreen Private Show

Flirt4Free 1 week ago

I Work All Day While You Sit On Your Ass &ndash_ Time For Your Punishment! (Angry Futa Hatefuck Audio)

I Work All Day While You Sit On Your Ass &ndash_ Time For Your Punishment! (Angry Futa Hatefuck Audio)

XVideos 1 month 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

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

71% 0:30 / 26:23

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

Clips4sale 1 year ago

Sabrina Smiith Private Show

63% HD 2:00 / 6:04

Sabrina Smiith Private Show

Flirt4Free 7 months ago

Blonde TS Samara De Macedo Gangbanged

Blonde TS Samara De Macedo Gangbanged

Sheshaft 4 years 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

Sophia Loreen Party on Apr 27, 2026 - Part 3

62% HD 2:00 / 28:51

Sophia Loreen Party on Apr 27, 2026 - Part 3

Flirt4Free 2 months ago

Harper Loves Anal

Harper Loves Anal

Some.Porn 9 months ago

Peeper's Punishment: TS Foxxy Takes Down Peeping Tom

66% HD 0:39 / 33:08

Peeper's Punishment: TS Foxxy Takes Down Peeping Tom

FapHouse 3 months ago

”Thicc Juicy BBQ”

”Thicc Juicy BBQ”

Trashreality 1 year 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

Asian masseuse scissoring her client

Asian masseuse scissoring her client

Some.Porn 6 months ago

Zandra Simsom Private Show

62% HD 2:00 / 18:03

Zandra Simsom Private Show

Flirt4Free 1 year ago

Italian Transsexual Anna Hickiman Punishes Wardrobe Attendant

Italian Transsexual Anna Hickiman Punishes Wardrobe Attendant

ShemaleSin 9 months ago

Dommy mommy arena rome jessica fappit

Dommy mommy arena rome jessica fappit

Tranny.one 4 years ago

Latex TS sub chastity and butt fucking sex

Latex TS sub chastity and butt fucking sex

Analdin 1 month ago

squirt - Part 2

60% 4K 2:00 / 9:52

squirt - Part 2

Flirt4Free 1 year ago

Big Tits Sissy with Asuka Cosplay Pumps and Punishes Her Puffy Nipples

Big Tits Sissy with Asuka Cosplay Pumps and Punishes Her Puffy Nipples

xHamster 5 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 3 years ago

Nicco & Patric & Santiago Have Amazing Threesome

61% HD 2:00 / 1:04:58

Nicco & Patric & Santiago Have Amazing Threesome

Flirt4Free 2 years ago

Tranny dom punish guy

Tranny dom punish guy

Fetishpapa 10 months ago

Futa Punishes You for No Nut November

Futa Punishes You for No Nut November

FapHouse 4 months ago

BNWO Sissy Breeding Stables

42% HD 0:29 / 10:41

BNWO Sissy Breeding Stables

Clips4sale 9 months ago

Sophia Loreen Party on Jun 4, 2026 - Part 3

66% HD 2:00 / 1:00:20

Sophia Loreen Party on Jun 4, 2026 - Part 3

Flirt4Free 3 weeks ago

Lucky man gets gangbanged by the gorgeous TS chicks

Lucky man gets gangbanged by the gorgeous TS chicks

Tranny.one 4 years ago

Big-titted MILF pounded by stunningTS

Big-titted MILF pounded by stunningTS

Some.Porn 10 months ago

Useless and Impaled

59% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

Nasty tranny cop Aylla fucks guy

Nasty tranny cop Aylla fucks guy

xHamster 1 year ago

Sophia Loreen Party on Jun 14, 2026 - Part 3

HD 2:00 / 22:21

Sophia Loreen Party on Jun 14, 2026 - Part 3

Flirt4Free 2 weeks ago

Master & Ithan Private Show

38% HD 2:00 / 31:39

Master & Ithan Private Show

Flirt4Free 1 year ago

Sexy blonde bottom Mitch Taylor gets his phat ass destroyed by The BBC PUNISHER!

Sexy blonde bottom Mitch Taylor gets his phat ass destroyed by The BBC PUNISHER!

BoyFriendTV 1 year ago

Sex and Cum with Elias & Elix

34% HD 2:00 / 44:59

Sex and Cum with Elias & Elix

Flirt4Free 10 months ago

Viky & Emma Private Show

61% HD 2:00 / 8:31

Viky & Emma Private Show

Flirt4Free 5 months ago

Trans JOI Punishing You with My Real Cock! I've Had a Couple People Request a Trans JOI! so Here It Is

58% HD 0:39 / 11:00

Trans JOI Punishing You with My Real Cock! I've Had a Couple People Request a Trans JOI! so Here It Is

FapHouse 7 months ago

Shemale Ananda India Smelly Farts On Bitch Face III

Shemale Ananda India Smelly Farts On Bitch Face III

Clips4sale 11 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Tormenting Husband for Porn-Watching

Tormenting Husband for Porn-Watching

Some.Porn 1 year ago

Rise, Shine, Get Boned From

Rise, Shine, Get Boned From

Some.Porn 2 years ago

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

57% HD 0:10 / 8:04

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

LoyalFans 8 months ago

The Naughty Step-Daugther

61% 0:27 / 20:10

The Naughty Step-Daugther

Clips4sale 2 years ago

Sophia Loreen Party on May 6, 2026 - Part 3

HD 2:00 / 19:59

Sophia Loreen Party on May 6, 2026 - Part 3

Flirt4Free 1 month ago

Nicco & Patric & Santiago Private Show

55% HD 2:00 / 16:28

Nicco & Patric & Santiago Private Show

Flirt4Free 2 years ago

2 Strict Mistresses and Trans-submissive! Rough BDSM Using! Arya Grander and Mistress Priest

2 Strict Mistresses and Trans-submissive! Rough BDSM Using! Arya Grander and Mistress Priest

xHamster 1 year ago

Hot Play of my Big Hard Cock(rasp) with Lots of Oil falling in my Balls and Ass(jerk)(d)(squirt)

64% HD 2:00 / 5:53

Hot Play of my Big Hard Cock(rasp) with Lots of Oil falling in my Balls and Ass(jerk)(d)(squirt)

Flirt4Free 5 years ago

Sophia Loreen Private Show

60% HD 2:00 / 13:02

Sophia Loreen Private Show

Flirt4Free 1 month ago

Dirty Mutt Gets Double Dicked

63% HD 0:10 / 29:10

Dirty Mutt Gets Double Dicked

Clips4sale 3 years ago

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