Punishment Videos (60,854)

Adding You to My Ass: Tiny Becomes Part of a Giantess

57% HD 0:39 / 11:02

Adding You to My Ass: Tiny Becomes Part of a Giantess

FapHouse 4 months ago

Blonde White Femboy Milking Her Nipples and Slapping Them with Big Dildo

72% HD 0:39 / 11:02

Blonde White Femboy Milking Her Nipples and Slapping Them with Big Dildo

FapHouse 6 months 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

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

XHamster 1 year ago

PUNISHMENT

AShemaleTube 10 months ago

Adding You to My Ass: Tiny Becomes Part of a Giantess

70% HD 0:39 / 11:02

Adding You to My Ass: Tiny Becomes Part of a Giantess

FapHouse 4 months ago

Orianna Dunn Private Show

49% HD 2:00 / 4:33

Orianna Dunn Private Show

Flirt4Free 3 years 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 11 months ago

Doe Cosplay | Masturbation Without Panties

Doe Cosplay | Masturbation Without Panties

Flirt4Free 9 months ago

Black tranny domina punishes a guy's anus hard

Black tranny domina punishes a guy's anus hard

AShemaleTube 11 months ago

Corrine Dittmann Private Show

54% 4K 2:00 / 17:14

Corrine Dittmann Private Show

Flirt4Free 1 year ago

Doc punishing his bratty submissive femboy sissy Michele

Doc punishing his bratty submissive femboy sissy Michele

XHamster 3 years ago

Worship Khloe: Submissive Helena Locke Devotes Herself to Mistress Kay

Worship Khloe: Submissive Helena Locke Devotes Herself to Mistress Kay

XHamster 3 months ago

Peepers Punishment Is Punished By Shecock - Ts Foxxy

Peepers Punishment Is Punished By Shecock - Ts Foxxy

AbTranny 1 year ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

65% HD 0:10 / 13:27

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

LoyalFans 9 months ago

Whips and Feet (4k)

67% 4K 0:30 / 12:26

Whips and Feet (4k)

Clips4sale 1 year ago

Three brunette and one blonde tranny punisher fuck a stud in bondage

Three brunette and one blonde tranny punisher fuck a stud in bondage

AShemaleTube 2 years 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 4 years ago

Paulo & Jose & Sander Private Show

58% HD 2:00 / 7:57

Paulo & Jose & Sander Private Show

Flirt4Free 3 months ago

”Big Boobed tatted sexy girl gets titfucked & punished by a heavy prick”

”Big Boobed tatted sexy girl gets titfucked & punished by a heavy prick”

ThePornstar 2 years ago

Bad Cleaner Should Clean My Cock Now, Deepthroat Blowjob and Breeding Femboy's Tight Ass

60% 0:39 / 15:45

Bad Cleaner Should Clean My Cock Now, Deepthroat Blowjob and Breeding Femboy's Tight Ass

FapHouse 11 months ago

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

Boyfriend Punishment: TS Foxxy Pounds Loser Boyfriend Mike Panic's Ass

XHamster 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 6 months ago

shemale

PornOne 5 years ago

Lucky man gets gangbanged by the gorgeous TS chicks

Lucky man gets gangbanged by the gorgeous TS chicks

Tranny.one 4 years ago

Stepmom punishes her stepdaughter

Stepmom punishes her stepdaughter

ShemaleSin 1 month ago

Venezuelan mate with great trouser snake of 23cm licking chicken butt Bogota

Venezuelan mate with great trouser snake of 23cm licking chicken butt Bogota

MenGem 2 months ago

TSDOMME: Straight Guy Bound and Punished

TSDOMME: Straight Guy Bound and Punished

XHamster 1 year ago

Dudes caught transexual and punished him orally and anally

Dudes caught transexual and punished him orally and anally

Tranny.one 9 years ago

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

Japanese mistress trains and punishes house slave who is excited by the Mistress's laundry by making him wear women's underwear

XHamster 10 months ago

Archie Blossom Private Show

60% HD 2:00 / 8:15

Archie Blossom Private Show

Flirt4Free 6 months ago

German Domina punish a crossdresser slave

German Domina punish a crossdresser slave

DrTuber 3 years ago

Dimitri Caruso Party on Aug 9, 2023

HD 2:00 / 36:16

Dimitri Caruso Party on Aug 9, 2023

Flirt4Free 3 years ago

SEXY TS VIVIANA ROSE GETS PUNISHED #1

SEXY TS VIVIANA ROSE GETS PUNISHED #1

AShemaleTube 7 months ago

onlyfans - bbcpunisher jenny wei do you like asian big dick girl porn video

onlyfans - bbcpunisher jenny wei do you like asian big dick girl porn video

TransDoe 1 year ago

Orgasm While Camping

Orgasm While Camping

XHamster 1 year ago

Trans Beauty Worships His Trans Dick Previous to That guy Wrecks Her Butt

Trans Beauty Worships His Trans Dick Previous to That guy Wrecks Her Butt

FreePorn8 9 months ago

Punishment fucking gives her a hard on

Punishment fucking gives her a hard on

AShemaleTube 3 weeks ago

Patric & Alexander & Lian Private Show

48% HD 2:00 / 1:09:57

Patric & Alexander & Lian Private Show

Flirt4Free 3 years ago

cuckold therapy - sarina havok, robin coffins and cherry mavrik

51% HD 0:30 / 21:05

cuckold therapy - sarina havok, robin coffins and cherry mavrik

PornBox 4 years ago

Tranpires, Scene 2: The Rockstar FULL SCENE

64% 4K 0:30 / 29:58

Tranpires, Scene 2: The Rockstar FULL SCENE

Clips4sale 4 years ago

DOTADASP's Raw Ride: A Shemale Cop Craves Hard Anal Punishment

DOTADASP's Raw Ride: A Shemale Cop Craves Hard Anal Punishment

BallsAndBoobs 2 months ago

Nipples Torture

56% HD 2:00 / 4:51

Nipples Torture

Camster 2 years ago

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Subservient guy gets his wet asshole destroyed by the kinky tranny in hardcore bondage fuck

Tranny.one 4 years ago

Feelipe & Adara Private Show

66% HD 2:00 / 7:06

Feelipe & Adara Private Show

Flirt4Free 1 year ago

Dimitri Caruso Private Show

HD 2:00 / 22:05

Dimitri Caruso Private Show

Flirt4Free 4 years ago

Rod and Balls Punishment - Small Trap

Rod and Balls Punishment - Small Trap

ShemaleSin 2 months ago

trans slut fisted by petite teen!

trans slut fisted by petite teen!

PornBox 3 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 1 year ago

mia macana punishes marley like a fuck toy

mia macana punishes marley like a fuck toy

PornOne 1 week ago

Subby Gets Ass Punished by TS Sasha Blue

Subby Gets Ass Punished by TS Sasha Blue

XHamster 3 months ago

Sophia Loreen Private Show

58% HD 2:00 / 9:59

Sophia Loreen Private Show

Camster 2 months ago

Stepmom punisher her stepdaughter

Stepmom punisher her stepdaughter

AShemaleTube 3 weeks ago

Lora Cross v Sadie Saturn Competitive Sex Wrestling Domination

61% 4K 0:17 / 17:03

Lora Cross v Sadie Saturn Competitive Sex Wrestling Domination

Clips4sale 3 years ago

Fucking Her Tentacle Dildo for Punishment

Fucking Her Tentacle Dildo for Punishment

AShemaleTube 2 weeks ago

”Stalking guy talks stepsis into having some nasty sex with him”

”Stalking guy talks stepsis into having some nasty sex with him”

TransHero 8 months ago

Aleex & Paulo Private Show

49% HD 2:00 / 8:12

Aleex & Paulo Private Show

Flirt4Free 1 year ago

Cross-training Cock

Cross-training Cock

Some.Porn 2 years ago

TS Nicole Pitty dominates Silvia Bianco's holes with rough anal and deepthroat punishment

TS Nicole Pitty dominates Silvia Bianco's holes with rough anal and deepthroat punishment

Sheshaft 9 months ago

TS Yoga Instructor Dominates Foot-Sniffer

TS Yoga Instructor Dominates Foot-Sniffer

AShemaleTube 10 years ago

punishment spanking and reward sex dani sorrento and trans dominatrix

59% HD 0:30 / 14:07

punishment spanking and reward sex dani sorrento and trans dominatrix

PornBox 4 years 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

”Asian gagged & gangbanged in public”

”Asian gagged & gangbanged in public”

TransHero 9 months ago

Sabrina punishes the ass of her feMale with no mercy

Sabrina punishes the ass of her feMale with no mercy

AShemaleTube 3 years ago

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

Rika Fox gets punished #8 full 23 min vid out now! Subscribe and enjoy 😉

AShemaleTube 1 year ago

Pink lingeried black shemale punishes her bf

Pink lingeried black shemale punishes her bf

AShemaleTube 6 months ago

Bondage punishment for naughty son with anime MILF

Bondage punishment for naughty son with anime MILF

W4NKR 1 year ago

Jhordy & Maxx Private Show

58% HD 2:00 / 7:55

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Colombian Boys Private Show

60% 4K 2:00 / 5:27

Colombian Boys Private Show

Flirt4Free 3 months ago

Subby Gets Ass Punished by TS Sasha Blue

Subby Gets Ass Punished by TS Sasha Blue

AShemaleTube 1 month ago

Slutty Ta Gets T&a From Dtf TS School Administrator Venus Lux!

Slutty Ta Gets T&a From Dtf TS School Administrator Venus Lux!

XHamster 1 month ago

TS Viviana Rose gets Punished #1 OMG shes so incredibly sexy

TS Viviana Rose gets Punished #1 OMG shes so incredibly sexy

AShemaleTube 8 months ago

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

Jenny Wei is BACK! Jenny gets fucked by The BBC PUNISHER full video available now 😈

AShemaleTube 1 year ago

Paulo & Jose & Sander Private Show

HD 2:00 / 18:55

Paulo & Jose & Sander Private Show

Flirt4Free 3 months ago

Strict Femdom Makes Him Swallow His Own Load

Strict Femdom Makes Him Swallow His Own Load

AveXXX 2 weeks ago

Veruzca Bigcock punishes guy so hard

Veruzca Bigcock punishes guy so hard

AShemaleTube 10 months ago

Crossdresser slave

Crossdresser slave

Fetishpapa 4 years ago

Huge, Thick Transsexual Cock and A Very Hot, Willing Slave Girl

HD 0:41 / 31:41

Huge, Thick Transsexual Cock and A Very Hot, Willing Slave Girl

KinkTrans 13 years ago

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

Trans Maid Kaela Luna Wants to Be Used by Her New Boss

XHamster 1 year ago

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

HD 0:30 / 34:55

Shemale Sabryna Melissa 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

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

Big Tits Submissive Russian Slut Returns For Ass Eating & Rough Sex

Big Tits Submissive Russian Slut Returns For Ass Eating & Rough Sex

Fapcat 1 year ago

The Naughty Step-Daugther

61% 0:27 / 20:10

The Naughty Step-Daugther

Clips4sale 2 years ago

Aron & Elvis & Stivens Private Show

73% HD 2:00 / 5:06

Aron & Elvis & Stivens Private Show

Flirt4Free 3 years ago

Consequences for Breaking Out of Chastity

70% HD 1:01 / 42:05

Consequences for Breaking Out of Chastity

FapHouse 3 months ago

Sultry ts Sofhia Montesino uses her powerful shecock for asshole punishment

Sultry ts Sofhia Montesino uses her powerful shecock for asshole punishment

XVideos 1 year ago

Female Boss Makes Employee a Crossdresser, Stimulates His Dick with an Electric Vibrator, and Teases and Denies Him

57% HD 0:08 / 0:40

Female Boss Makes Employee a Crossdresser, Stimulates His Dick with an Electric Vibrator, and Teases and Denies Him

FapHouse 10 months ago

Jose & Richard Private Show

Jose & Richard Private Show

Flirt4Free 4 months ago

Super Extended Version: Cute Hairy Armpits Shemale Armpits Masturbation and Titjob to Dildo

HD 1:01 / 21:46

Super Extended Version: Cute Hairy Armpits Shemale Armpits Masturbation and Titjob to Dildo

FapHouse 5 months ago

Frederick & Aleex & Daaniel Private Show

58% HD 2:00 / 4:03

Frederick & Aleex & Daaniel Private Show

Flirt4Free 11 months ago

Extremely Graphic Descriptive Verbal Dom

66% 4K 2:00 / 22:10

Extremely Graphic Descriptive Verbal Dom

Flirt4Free 5 months ago

Double domination - TS creampie

58% 1:01 / 22:11

Double domination - TS creampie

FapHouse 5 years ago

Colombian Boys Private Show

HD 2:00 / 19:52

Colombian Boys Private Show

Flirt4Free 2 days ago

Exotic stepdaughter sucks huge dick and ends up cr

Exotic stepdaughter sucks huge dick and ends up cr

ALOTPorn 1 year ago

Jhordy & Maxx Private Show

69% HD 2:00 / 5:03

Jhordy & Maxx Private Show

Flirt4Free 1 year ago

Roy & Hercules & Jamer Private Show

47% HD 2:00 / 4:09

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Master & Ithan Private Show

54% HD 2:00 / 9:40

Master & Ithan Private Show

Flirt4Free 1 year ago

Dom Daddy Punishes Bitch Sexually

58% HD 2:00 / 22:55

Dom Daddy Punishes Bitch Sexually

Flirt4Free 2 years ago

Some Lessons Are Learned the Hard Way.

Some Lessons Are Learned the Hard Way.

FapHouse 1 month ago

Ella Mistress Private Show

Ella Mistress Private Show

Flirt4Free 4 years ago

Watch as a white dude with a normal body punishes a skinny and kinky princess with his hard cock

Watch as a white dude with a normal body punishes a skinny and kinky princess with his hard cock

TrannyMovs 1 week ago

The Most beautiful Trans Tits in the World Pinched and Lactating

The Most beautiful Trans Tits in the World Pinched and Lactating

XHamster 9 months ago

Jacob Malik Private Show

60% HD 2:00 / 8:46

Jacob Malik Private Show

Flirt4Free 6 months ago

Punish Her

BeMyHole 3 months ago

Jenna Reid Spanks Her French Maid Cross Dressing Cuckold

61% HD 1:01 / 33:29

Jenna Reid Spanks Her French Maid Cross Dressing Cuckold

FapHouse 3 years ago

(s)Join this group and you wil see: The best Twerk ever, a Juicy Ass bouncing and Riding a long toy, making me dripping all my juices! (yummy) (squirt)

(s)Join this group and you wil see: The best Twerk ever, a Juicy Ass bouncing and Riding a long toy, making me dripping all my juices! (yummy) (squirt)

Flirt4Free 2 years ago

step-mommy punishes gamer girl nyxi

step-mommy punishes gamer girl nyxi

AnalVids 3 months ago

Marian & Richard Private Show

57% HD 2:00 / 20:44

Marian & Richard Private Show

Flirt4Free 6 days ago

Paulo & Jose & Sander Private Show

64% HD 2:00 / 6:07

Paulo & Jose & Sander Private Show

Flirt4Free 3 months ago

Master & Christian Mckenzie & Christian Rey Private Show

54% HD 2:00 / 13:53

Master & Christian Mckenzie & Christian Rey Private Show

Flirt4Free 3 years ago

Sophia Loreen Party on Oct 31, 2025 - Part 2

56% 4K 2:00 / 6:28

Sophia Loreen Party on Oct 31, 2025 - Part 2

Flirt4Free 10 months ago

Michael Hawtin Private Show

57% HD 2:00 / 16:48

Michael Hawtin Private Show

Flirt4Free 1 year ago

Step Daughter Likes to get hardcore Punishment from her StepDad after rain Dance ( Full Movie )

Step Daughter Likes to get hardcore Punishment from her StepDad after rain Dance ( Full Movie )

XVideos 2 years ago

Axel & David Private Show

60% HD 2:00 / 16:49

Axel & David Private Show

Flirt4Free 3 years ago

Oliver Whitee Party on Aug 28, 2026 - Part 4

HD 2:00 / 2:17:20

Oliver Whitee Party on Aug 28, 2026 - Part 4

Flirt4Free 2 weeks ago

ride dildo

55% HD 2:00 / 6:53

Flirt4Free 5 years ago

Sophia Loreen Private Show

61% 4K 2:00 / 4:41

Sophia Loreen Private Show

Camster 1 day ago

Roy & Hercules & Jamer Private Show

55% HD 2:00 / 6:07

Roy & Hercules & Jamer Private Show

Flirt4Free 3 years ago

Superman Confessing to Jimmy - Part 1

55% HD 2:00 / 16:37

Superman Confessing to Jimmy - Part 1

Flirt4Free 5 years ago

Sophia Loreen Shows Her Wonderful Body and That Beautiful Backside

Sophia Loreen Shows Her Wonderful Body and That Beautiful Backside

Flirt4Free 4 years ago

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