Punishment Videos (40,582)

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 week ago

”Redhead in strappado on knees vibed”

”Redhead in strappado on knees vibed”

TransHero 3 months ago

Valentine's Day 1

Valentine's Day 1

xHamster 2 years ago

TS Natalie Mars fisted and stretched by MILF Penny Barber

TS Natalie Mars fisted and stretched by MILF Penny Barber

VikiPorn 8 months ago

Jamer & Owen & Hercules Private Show

Jamer & Owen & Hercules Private Show

Flirt4Free 3 years ago

Massive Bra-stuffers Super-cute Blond Sissy Lactating her Pointy Nips and Smacking her Jugs with Black Pink cigar

Massive Bra-stuffers Super-cute Blond Sissy Lactating her Pointy Nips and Smacking her Jugs with Black Pink cigar

TrannyGem 3 weeks ago

Jennifer Jen Private Show

Jennifer Jen Private Show

Flirt4Free 3 weeks ago

Sissy Enema Submission

63% HD 0:39 / 33:16

Sissy Enema Submission

FapHouse 1 year 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 9 months ago

TS goddesses punish the amateur robbers

TS goddesses punish the amateur robbers

KeekAss 7 months ago

”FOSTER TAPES Foster step daughter Caught Stealing & Punished - Elle Voneva & Lillian Stone”

”FOSTER TAPES Foster step daughter Caught Stealing & Punished - Elle Voneva & Lillian Stone”

TransHero 4 weeks ago

Domme Mercer Latex Sissy Punished by Chastity, Fuckmachine, Slapping, Dicksucking, and Pegging

Domme Mercer Latex Sissy Punished by Chastity, Fuckmachine, Slapping, Dicksucking, and Pegging

TransTube.tv 1 year ago

”Transgender fucking big breasted librarian”

”Transgender fucking big breasted librarian”

HQBang 2 years ago

Punishers

Tranny.one 4 years ago

Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats

Hot Transbabe Aubrey Kate punish her Lovers butthole cause he cheats

Tranny.one 5 years ago

Hairy Shemale Endures Intense Anal Punishment – Raw Hardcore Ride

Hairy Shemale Endures Intense Anal Punishment – Raw Hardcore Ride

JpMilfs 2 years ago

”STEPMOM librarian Mistress Kara punishes misbehaved TBabe Stefani Special”

”STEPMOM librarian Mistress Kara punishes misbehaved TBabe Stefani Special”

TransHero 8 months ago

Cuckold Sissy Is Punished to Take Dildo and Vibrator up His Ass

Cuckold Sissy Is Punished to Take Dildo and Vibrator up His Ass

FapHouse 1 year ago

Hot trans Aubrey Kate punishes Jordan Lake with deep hard fucking

Hot trans Aubrey Kate punishes Jordan Lake with deep hard fucking

UrGayPorn 8 months ago

Latina Tranny Eveline Moura Takes Rough Big Cock in Her Big Tits Ass!

Latina Tranny Eveline Moura Takes Rough Big Cock in Her Big Tits Ass!

XXXShake 5 years ago

I'm going to have to take care of myself while my best friend is at work, I'm really excited right now Clip 1

I'm going to have to take care of myself while my best friend is at work, I'm really excited right now Clip 1

xHamster 1 month ago

Kinky Kitsysune caught peeping on her neighbor's girl, punished with a hard fuck and a hot load

Kinky Kitsysune caught peeping on her neighbor's girl, punished with a hard fuck and a hot load

TrannyMovs 5 months ago

Waifu Cristal Private Show

Waifu Cristal Private Show

Flirt4Free 3 weeks ago

sitting on my slave s face and farting

56% HD 0:16 / 11:45

sitting on my slave s face and farting

PornBox 1 year ago

Paul Walkers Private Show

Paul Walkers Private Show

Flirt4Free 3 weeks ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 8 years ago

Sitting on my Slave's Face and Farting

55% HD 0:16 / 11:45

Sitting on my Slave's Face and Farting

Clips4sale 1 year ago

Hot Foot Cake

HD 2:00 / 11:05

Flirt4Free 14 years ago

Brutus K Private Show

HD 2:00 / 10:12

Brutus K Private Show

Flirt4Free 8 years ago

Desperate For More Cherry

HD 0:10 / 22:30

Desperate For More Cherry

LoyalFans 4 months ago

H3ll4sl00tz In Submissive A.i. - Sexy Ryder Monroe Is Punished By Cynical Scientist

H3ll4sl00tz In Submissive A.i. - Sexy Ryder Monroe Is Punished By Cynical Scientist

PornUse 6 months ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 5 years ago

TS Kendall Penny dominates Bussy Bradley with -Censored- BDSM

TS Kendall Penny dominates Bussy Bradley with -Censored- BDSM

Yeswegays 10 months ago

Sabrina Smiith Private Show

Sabrina Smiith Private Show

Flirt4Free 3 months ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 1 week ago

Public Punishment for Naughty Men by Dominant Ladies

Public Punishment for Naughty Men by Dominant Ladies

Jizzberry 3 years ago

Your Love of Pain Gets You the Cane

72% 1:01 / 10:07

Your Love of Pain Gets You the Cane

FapHouse 1 year ago

Monserrat & Jaxi Private Show

HD 2:00 / 11:12

Monserrat & Jaxi Private Show

Flirt4Free 1 year ago

Sexy punishment by hard sissy dick for misspelling

Sexy punishment by hard sissy dick for misspelling

xHamster 4 years ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 3 months ago

Big Tits MILF Worships Daddy's Cock in BDSM Fun

Big Tits MILF Worships Daddy's Cock in BDSM Fun

Fapcat 1 year ago

”Incompetent Nanny Punished By Bondage Orgasm - Kristen Scott,Ryan Driller”

”Incompetent Nanny Punished By Bondage Orgasm - Kristen Scott,Ryan Driller”

ThePornstar 1 year ago

Sophia Loreen Private Show

55% HD 2:00 / 10:47

Sophia Loreen Private Show

Flirt4Free 3 years ago

Sissy Blaire_18 is in tears from punishment. Dominatrix spanked her naked ass.

Sissy Blaire_18 is in tears from punishment. Dominatrix spanked her naked ass.

xHamster 10 months ago

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

55% HD 1:01 / 1:12:00

Beautiful Fem Tattooed Trans Girl Gets Ass Punished.

FapHouse 2 months ago

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

HD 0:39 / 48:32

Haycka Fucks the Gardener and Gets Fucked in the Ass by Her Boyfriend

FapHouse 1 year ago

Hilda dominates and punishes her for her tranny skills in a wild threesome

Hilda dominates and punishes her for her tranny skills in a wild threesome

TrannyMovs 2 weeks ago

Caged Sissy Slut Is Denied the Privilege to Cum

Caged Sissy Slut Is Denied the Privilege to Cum

FapHouse 2 months ago

Young Blonde Trans Girl Milking and Punishing her Tits with Bbc Dildo and Whip Clip 2

Young Blonde Trans Girl Milking and Punishing her Tits with Bbc Dildo and Whip Clip 2

xHamster 1 week ago

Transangels - Camgirl Interrupted - Eli Hunter, Domino Presley

HD 0:39 / 28:48

Transangels - Camgirl Interrupted - Eli Hunter, Domino Presley

FapHouse 4 months ago

Paul Walkers Private Show

Paul Walkers Private Show

Flirt4Free 2 weeks ago

Cheap Slut Part 2 – Sex Slave Training

48% HD 1:01 / 11:21

Cheap Slut Part 2 – Sex Slave Training

FapHouse 6 years ago

French Older S&M two of three

French Older S&M two of three

MatureTubeHere 5 years ago

Angel Joseph Private Show

HD 2:00 / 24:42

Angel Joseph Private Show

Flirt4Free 1 week ago

Phoenix Marie and Casey Kisses and Jessy Dubai and Eli Hunter in Active Booty - TransAngels

Phoenix Marie and Casey Kisses and Jessy Dubai and Eli Hunter in Active Booty - TransAngels

AbTranny 7 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 1 month ago

Rebecca Vanguard's double penetration by Eva and Janie

Rebecca Vanguard's double penetration by Eva and Janie

Yeswegays 10 months ago

What Do You Think About My Black G-string?

What Do You Think About My Black G-string?

Flirt4Free 2 months ago

Maria Saint Private Show

Maria Saint Private Show

Flirt4Free 9 months ago

Brutus K Private Show

HD 2:00 / 11:27

Brutus K Private Show

Flirt4Free 3 years ago

BBW and Shemale Dominates former Dom

BBW and Shemale Dominates former Dom

Tranny.one 4 years ago

Rude TS mistress punished guy

Rude TS mistress punished guy

aShemaleTube 13 years ago

Izzi Private Show

61% HD 2:00 / 4:07

Izzi Private Show

Flirt4Free 7 months ago

Troy Khalil Private Show

HD 2:00 / 30:55

Troy Khalil Private Show

Flirt4Free 2 years ago

Troy Khalil Private Show

56% HD 2:00 / 4:00

Troy Khalil Private Show

Flirt4Free 2 years ago

Aran Lopez Private Show

HD 2:00 / 33:35

Aran Lopez Private Show

Flirt4Free 1 year ago

Wet Slut

HD 2:00 / 15:09

Flirt4Free 1 year ago

Troy Khalil Private Show

HD 2:00 / 11:42

Troy Khalil Private Show

Flirt4Free 2 years ago

Alexxa Ivanova Private Show

68% HD 2:00 / 13:16

Alexxa Ivanova Private Show

Flirt4Free 2 years ago

Camila Grant Party on Mar 25, 2026 - Part 2

58% HD 2:00 / 22:01

Camila Grant Party on Mar 25, 2026 - Part 2

Flirt4Free 4 days ago

Ronda & Joyce Private Show

Ronda & Joyce Private Show

Flirt4Free 1 year ago

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

65% 4K 0:30 / 58:54

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

Clips4sale 1 year ago

Maria Saint Private Show

4K 2:00 / 12:38

Maria Saint Private Show

Flirt4Free 9 months ago

Alicia Akbar Private Show

Alicia Akbar Private Show

Flirt4Free 1 year ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Flirt4Free 6 months ago

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

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

HQBang 2 years ago

Troy Khalil Private Show

HD 2:00 / 14:53

Troy Khalil Private Show

Flirt4Free 1 year 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 11 months ago

Femdom Has Bad Slave Gangbanged by 5 Ladyboys

72% HD 1:01 / 25:36

Femdom Has Bad Slave Gangbanged by 5 Ladyboys

FapHouse 2 years ago

”T-girl military has no borders”

”T-girl military has no borders”

Rainblow 1 year ago

Thick blond shemale lady gives painal to her lover

Thick blond shemale lady gives painal to her lover

Sheshaft 6 months ago

Sophia Loreen Private Show

60% 4K 2:00 / 4:49

Sophia Loreen Private Show

Flirt4Free 9 months ago

Pricilla Willz Private Show

Pricilla Willz Private Show

Flirt4Free 4 months ago

Hentai mature horny enema anal training

Hentai mature horny enema anal training

aShemaleTube 9 years ago

Sabrina Smiith Private Show

HD 2:00 / 20:00

Sabrina Smiith Private Show

Flirt4Free 6 months ago

”FOSTER TAPES Foster step daughter Caught Stealing & Punished - Elle Voneva & Lillian Stone”

”FOSTER TAPES Foster step daughter Caught Stealing & Punished - Elle Voneva & Lillian Stone”

Trashreality 1 year ago

Sexy Video, My Favorite Erotic Outfit

Sexy Video, My Favorite Erotic Outfit

Flirt4Free 3 years ago

squirt

Flirt4Free 5 months ago

Trix Bell Private Show

61% 4K 2:00 / 9:01

Trix Bell Private Show

Flirt4Free 7 months ago

Esther gets punished #2 trailer 😈 full 20 min video available now

Esther gets punished #2 trailer 😈 full 20 min video available now

aShemaleTube 10 months ago

”Sexy Milf T-girl punishing naughty hubby”

”Sexy Milf T-girl punishing naughty hubby”

429Men 1 month ago

Simon & Juseph Kiss, Suck and Fuck П😈😈😈

51% HD 2:00 / 44:57

Simon & Juseph Kiss, Suck and Fuck П😈😈😈

Flirt4Free 2 years ago

Punished By Foster StepParents For Snooping In - Aria Lee, Joslyn James

Punished By Foster StepParents For Snooping In - Aria Lee, Joslyn James

Hog.tv 3 years ago

Brutus K Private Show

HD 2:00 / 20:25

Brutus K Private Show

Flirt4Free 4 years ago

”Teen Snatch Annika Never Expected Such a black cock to Punish Her”

”Teen Snatch Annika Never Expected Such a black cock to Punish Her”

TransHero 3 months ago

Top 10 Femdom Ideas 2022

HD 1:01 / 12:18

Top 10 Femdom Ideas 2022

FapHouse 2 years ago

Humiliated

xHamster 2 years ago

Start Iwth the Small Annd End with the Big

HD 2:00 / 12:30

Start Iwth the Small Annd End with the Big

Flirt4Free 1 year ago

Ebony Reality: Step Daughter Punished With Painful Sex For Stealing Money From Her Dad, Sheisnovember Fucked Standing Doggy Position And Coarse Riding Cowgirl With Big Natural Titties And Teats Jiggling, Wears Haunch High Nylons by Msnovember

Ebony Reality: Step Daughter Punished With Painful Sex For Stealing Money From Her Dad, Sheisnovember Fucked Standing Doggy Position And Coarse Riding Cowgirl With Big Natural Titties And Teats Jiggling, Wears Haunch High Nylons by Msnovember

Ebony8 4 years ago

TS Esther's ass is so phat! 😍🍑🤩 Esther Gets Punished #3

TS Esther's ass is so phat! 😍🍑🤩 Esther Gets Punished #3

aShemaleTube 1 month ago

Alessia Viilla & Charlie Lenox Private Show

4K 2:00 / 15:15

Alessia Viilla & Charlie Lenox Private Show

Flirt4Free 9 months ago

Brazilian nubiles Facundo And Antonio without a condom

Brazilian nubiles Facundo And Antonio without a condom

GayCK 6 years ago

Stunning shemale punisher with huge tits spanks and fucks a skinny dude

Stunning shemale punisher with huge tits spanks and fucks a skinny dude

aShemaleTube 1 year ago

Mature Latin Model Removes Only Clothes Necessary for Foot Show

Mature Latin Model Removes Only Clothes Necessary for Foot Show

Flirt4Free 8 years ago

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance

HD 0:39 / 13:25

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance

FapHouse 6 months ago

Caroline Bella Private Show

Caroline Bella Private Show

Flirt4Free 2 years ago

Anal toy for Gracie Jane

Anal toy for Gracie Jane

AdultPrime 11 months ago

Cum and Little Fuck

HD 2:00 / 21:41

Cum and Little Fuck

Flirt4Free 1 year ago

Luccas & Jhordy Private Show

67% HD 2:00 / 6:43

Luccas & Jhordy Private Show

Flirt4Free 9 months ago

Brutus Has a Very Tight Ass, Can You Get In?

HD 2:00 / 12:04

Brutus Has a Very Tight Ass, Can You Get In?

Flirt4Free 2 years ago

”Lesbian wrestler fucking bound opponent”

”Lesbian wrestler fucking bound opponent”

TransHero 3 months ago

Sabrina Smiith Private Show

HD 2:00 / 14:27

Sabrina Smiith Private Show

Flirt4Free 4 months ago

TRANSFIXED - Two Naughty Students In Detention Get Punished Well By Her Hot Trans Teacher TS Foxxy

TRANSFIXED - Two Naughty Students In Detention Get Punished Well By Her Hot Trans Teacher TS Foxxy

Xshemale 3 months ago

Punished by My Girlfriend Face Farts &amp_ Face Sitting Pussy Grinding Until She Cums

Premium HD 14:39

Punished by My Girlfriend Face Farts &amp_ Face Sitting Pussy Grinding Until She Cums

xnxxGold 1 week ago

Troy Khalil Private Show

65% 4K 2:00 / 14:59

Troy Khalil Private Show

Flirt4Free 6 months ago

Atenea Dark Private Show

HD 2:00 / 11:33

Atenea Dark Private Show

Flirt4Free 3 years ago

Brutus K Private Show

Brutus K Private Show

Flirt4Free 8 years ago

Bound Tgirl Rough Fuck Self Facial!

Bound Tgirl Rough Fuck Self Facial!

Eporner 6 years ago

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

Sheshaft 10 months ago

The Mermaid: The Siren of Seduction

65% 0:11 / 33:57

The Mermaid: The Siren of Seduction

C4S 2 years ago

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