Punished Videos (40,437)

Elias & Elix Private Show

63% HD 2:00 / 21:57

Elias & Elix Private Show

Flirt4Free 5 months ago

Tranny punisher Foxi strips her leather pants and plays with

Tranny punisher Foxi strips her leather pants and plays with

xHamster 11 months ago

Sexy Trans Avery Angel rides dick , gets fucked and facialed by The BBC PUNISHER

Sexy Trans Avery Angel rides dick , gets fucked and facialed by The BBC PUNISHER

aShemaleTube 1 year 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.

xHamster 3 months ago

Tranny Soccer Players Punishing Sales Referee

Tranny Soccer Players Punishing Sales Referee

AbTranny 4 years ago

Probation Officer Shemale Punishes Man

Probation Officer Shemale Punishes Man

BeMyHole 8 months ago

Sara & Elver Private Show

Sara & Elver Private Show

Flirt4Free 1 month 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 2 days ago

Sara & Elver Private Show

55% HD 2:00 / 6:14

Sara & Elver Private Show

Flirt4Free 3 months ago

Trainer's Order No. 17: Bread Enema Walk

HD 1:01 / 28:24

Trainer's Order No. 17: Bread Enema Walk

FapHouse 3 months ago

Cute Blonde Sissy Lactating her Tits and Spanking her Big Boobs with Black Cock

Cute Blonde Sissy Lactating her Tits and Spanking her Big Boobs with Black Cock

xHamster 3 weeks ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 days ago

Wild Sabrina Members-Only Show

65% HD 2:00 / 6:56

Wild Sabrina Members-Only Show

Flirt4Free 5 years ago

I'm a beautiful slut

I'm a beautiful slut

xHamster 8 months ago

Ladyboy Amy Spanked and Fucked

Ladyboy Amy Spanked and Fucked

Sheshaft 7 years ago

Honey Shemale Locker Room Jerk Off

Honey Shemale Locker Room Jerk Off

VikiPorn 1 week ago

Patric & Oliver Private Show

63% HD 2:00 / 14:54

Patric & Oliver Private Show

Flirt4Free 3 years ago

Get caught. Get punished

Get caught. Get punished

KeekAss 3 years ago

Jerk off for Your Latex Mistress! Stop & Go Jerk off Instruction with Pre Cum Licking! German

61% HD 0:39 / 11:56

Jerk off for Your Latex Mistress! Stop & Go Jerk off Instruction with Pre Cum Licking! German

FapHouse 1 month ago

”Atticus Cole loses his hole to his tbabe roomie Natassia Dreams”

”Atticus Cole loses his hole to his tbabe roomie Natassia Dreams”

429Men 3 weeks ago

Dom Fucks and Spank Delia Delions

57% HD 0:39 / 33:03

Dom Fucks and Spank Delia Delions

FapHouse 2 years ago

”Campus chick vibed in ankle suspension”

”Campus chick vibed in ankle suspension”

TransHero 2 months ago

Aubrey Saint Private Show

Aubrey Saint Private Show

Flirt4Free 3 days ago

Sophia Loreen Party on Feb 21, 2026 - Part 5

4K 2:00 / 45:01

Sophia Loreen Party on Feb 21, 2026 - Part 5

Flirt4Free 3 weeks ago

Gia Darling and Her Scrub Brush

Gia Darling and Her Scrub Brush

xHamster 10 months ago

sadistic sissy boy Lucy with his bound slave

sadistic sissy boy Lucy with his bound slave

xHamster 1 month ago

Simon & Juseph & Alejandro Private Show

57% HD 2:00 / 1:02:40

Simon & Juseph & Alejandro Private Show

Flirt4Free 2 years ago

Jacob Malik Private Show

Jacob Malik Private Show

Flirt4Free 2 weeks ago

Cute Tgirl Beauty Lactating her Boobs after Punishing her Nipps with Vibrator, Clamps and Vacuum Milking Machine

Cute Tgirl Beauty Lactating her Boobs after Punishing her Nipps with Vibrator, Clamps and Vacuum Milking Machine

Lesbian8 3 weeks ago

Sissy Trans Milf Karolina Enema Punishment

Sissy Trans Milf Karolina Enema Punishment

AbTranny 5 years ago

Watch this kinky tattooed dominatrix tease and punish you with her tits and collar

Watch this kinky tattooed dominatrix tease and punish you with her tits and collar

Sheshaft 3 months ago

Super Hot Shots Compilation 2025

Super Hot Shots Compilation 2025

xHamster 1 year ago

The tranny queen in hot latex dress dominates the meek dude in hardocre bondage TS fuck

The tranny queen in hot latex dress dominates the meek dude in hardocre bondage TS fuck

Tranny.one 4 years ago

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

The Naughty Nun: Korra Del Rio Punishes Disgraceful Sinner Dj

xHamster 3 months ago

Spit Slave Cleaning Duties Part 1 of 2 Clean Jessicas Spit And Heels

Spit Slave Cleaning Duties Part 1 of 2 Clean Jessicas Spit And Heels

xHamster 8 months ago

Full Version of Dia De Muertos Mummy Pumps and Punishes Her Lactating Nipples with a Vacuum Machine

56% HD 0:39 / 15:56

Full Version of Dia De Muertos Mummy Pumps and Punishes Her Lactating Nipples with a Vacuum Machine

FapHouse 4 months ago

Sabrina Smiith Private Show

4K 2:00 / 11:06

Sabrina Smiith Private Show

Flirt4Free 2 months 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

XVideosRed 3 years ago

Amber Burnt Private Show

Amber Burnt Private Show

Flirt4Free 1 year ago

Jacob Malik Party on Aug 18, 2024

71% HD 2:00 / 1:10:04

Jacob Malik Party on Aug 18, 2024

Flirt4Free 1 year ago

Sissy Trans Anal Fuck with German Dominatrix

Sissy Trans Anal Fuck with German Dominatrix

Tranny.one 4 years ago

cuntwhipping stapler ache

cuntwhipping stapler ache

MatureTubeHere 5 years ago

Mint & Melissa Private Show

65% HD 2:00 / 4:54

Mint & Melissa Private Show

Flirt4Free 3 years ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 5 days ago

Arrogant Man Dominated by TS Boss

Arrogant Man Dominated by TS Boss

TrannyGem 2 months ago

crossdresser bitch

crossdresser bitch

Fetishpapa 2 years ago

lizzy laynez punished lizzy laines

lizzy laynez punished lizzy laines

PornOne 2 years ago

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

TS Delia DeLions punishes stepson and Siouxsie Q in spicy threesome

UrGayPorn 5 months ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 4 days ago

Sissy Slave Tranny Punished & Fucked - Full Video

Sissy Slave Tranny Punished & Fucked - Full Video

xHamster 4 years ago

Julieta Shayk Private Show

HD 2:00 / 10:28

Julieta Shayk Private Show

Flirt4Free 3 years ago

Please Don't Tell Countess!

Please Don't Tell Countess!

xHamster 1 year ago

”All Eyes On Her Part I”

”All Eyes On Her Part I”

TransHero 2 months ago

”T-girl Delia DeLions punishes stepson & Siouxsie Q in spicy threesome”

”T-girl Delia DeLions punishes stepson & Siouxsie Q in spicy threesome”

LesbianBliss 2 months ago

Treadmill Trussed Emo Sissy in Ache over Inflatable Ass Buttplug and V-Card Box

Treadmill Trussed Emo Sissy in Ache over Inflatable Ass Buttplug and V-Card Box

TrannyGem 1 year ago

Fat man plays alone

Fat man plays alone

xHamster 1 year ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 23 hours ago

Trans honey Sunshyne Monroe gets biggest ramrod in her hawt trans butt

Trans honey Sunshyne Monroe gets biggest ramrod in her hawt trans butt

ShemaleSin 3 weeks ago

A Perfect Punish - Morgan Bailey And Alexander Gustavo

A Perfect Punish - Morgan Bailey And Alexander Gustavo

PornUse 5 months 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 2 months ago

Trix Bell Private Show

57% 4K 2:00 / 10:54

Trix Bell Private Show

Flirt4Free 7 months ago

Eva Lin First Trans BDSM Domination

Eva Lin First Trans BDSM Domination

GayVids 1 month ago

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

Panty Soaking Sissygasm - Ballbusting and Vibrator Punishment FULL VIDEO ON LAYNELOVEE MANYVIDS

xHamster 2 years ago

Toothpaste torture on cock

Toothpaste torture on cock

xHamster 2 years ago

Shine My Hot Latex Ass

Shine My Hot Latex Ass

LoyalFans 2 years ago

Sub Shemale Drilled Coarse by Dom

Sub Shemale Drilled Coarse by Dom

ShemaleSin 4 years ago

Crazy Jock Punishment for Hawt Trans Hotty - Ivory Mayhem

Crazy Jock Punishment for Hawt Trans Hotty - Ivory Mayhem

ShemaleSin 4 years ago

Liz Rainbow Rough Fucking and Squirting by Crossdresser Perverted Freak

Liz Rainbow Rough Fucking and Squirting by Crossdresser Perverted Freak

xHamster 2 years ago

Cute Tranny Gal Lactating her Titties after Punishing her Teats with Sex-toy, Clamps and Vacuum Milking Machine

Cute Tranny Gal Lactating her Titties after Punishing her Teats with Sex-toy, Clamps and Vacuum Milking Machine

SortPorn 3 weeks ago

Big Wang Trans Mom Cumming and Milking her Melons

Big Wang Trans Mom Cumming and Milking her Melons

PornFreeNow 3 months ago

crossdresser punished

crossdresser punished

Eporner 2 years ago

Dude Punished With Giant Long Black Cock

Dude Punished With Giant Long Black Cock

aShemaleTube 9 years ago

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

Tranny.one 4 years ago

Denali Danger gets Punished #2

Denali Danger gets Punished #2

aShemaleTube 1 year ago

”Hardcore sex in a dungeon with transgender punishment”

”Hardcore sex in a dungeon with transgender punishment”

TransHero 2 years ago

Waifu Cristal Private Show

Waifu Cristal Private Show

Flirt4Free 1 week ago

I Need to Be Punished

I Need to Be Punished

FapHouse 6 months ago

Painfully decorated and stuffed

Painfully decorated and stuffed

xHamster 2 years ago

Valerie Cums on the Punishment Stool

Valerie Cums on the Punishment Stool

xHamster 6 months ago

Obedient Shemale Slave Fully Trained for Extreme Anal Punishment

Obedient Shemale Slave Fully Trained for Extreme Anal Punishment

JapaneseMatures 2 years ago

asian trans beauty billie beaumont punishes petite trans cutie in nurse outfit

60% HD 0:30 / 15:21

asian trans beauty billie beaumont punishes petite trans cutie in nurse outfit

PornBox 4 months ago

Four trannies in black leather outfits enjoy dominating

Four trannies in black leather outfits enjoy dominating

xHamster 1 year ago

”Nicole Clitman gets punished with rough & hardcore sex”

”Nicole Clitman gets punished with rough & hardcore sex”

ThePornstar 1 year ago

Blake & Derek & Ethan Private Show

Blake & Derek & Ethan Private Show

Flirt4Free 3 years ago

Trans Dominatrix Girl Punishes This Guy By Destroying His Ass

Trans Dominatrix Girl Punishes This Guy By Destroying His Ass

BeMyHole 2 years ago

TS Seduction: Jessica Host and Nomad

Premium 50% HD 44:00

TS Seduction: Jessica Host and Nomad

AEBN 8 years ago

Melaniie Moon Private Show

Melaniie Moon Private Show

Flirt4Free 1 week ago

Teen Ladyboy Slave Analed by Perv

Teen Ladyboy Slave Analed by Perv

Eporner 4 years ago

Vicky Katherine Private Show

63% HD 2:00 / 8:41

Vicky Katherine Private Show

Flirt4Free 2 years ago

Julieta Shayk Private Show

Julieta Shayk Private Show

Flirt4Free 1 year ago

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

55% HD 0:39 / 25:09

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

FapHouse 7 months ago

”Dirty hoe ravaged in public garage”

”Dirty hoe ravaged in public garage”

TransHero 2 months ago

Tatiana & Seline Private Show

Tatiana & Seline Private Show

Flirt4Free 3 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 weeks ago

Instruction From the Trainer No. 10 Failed Due to Exposure in the Phone Booth

Instruction From the Trainer No. 10 Failed Due to Exposure in the Phone Booth

FapHouse 3 weeks ago

Dirty German milf humiliation Tori black dp Punish Japanese orgy Jab bigdicks pale Mom and aunt

Dirty German milf humiliation Tori black dp Punish Japanese orgy Jab bigdicks pale Mom and aunt

MilfTVX 4 years ago

Patric & Oliver Private Show

69% HD 2:00 / 8:26

Patric & Oliver Private Show

Flirt4Free 3 years ago

Adriana Rodrigues in black leather boots punishes her

Adriana Rodrigues in black leather boots punishes her

VipTube 1 year 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

Smoking Hot Latina Trans Boss Dicked Down By Hunk BBC

Smoking Hot Latina Trans Boss Dicked Down By Hunk BBC

xHamster 2 years ago

Sexy lingeried shemale punishes her date

Sexy lingeried shemale punishes her date

aShemaleTube 6 months ago

”Tranny military has no borders”

”Tranny military has no borders”

429Men 1 month ago

Aleskha Browns Private Show

Aleskha Browns Private Show

Flirt4Free 4 months ago

Liam Jacobson Private Show

65% HD 2:00 / 14:42

Liam Jacobson Private Show

Flirt4Free 1 year ago

Harley fucking in halloween nigth

Harley fucking in halloween nigth

xHamster 1 year ago

Liam Jacobson Members-Only Show - Part 2

HD 2:00 / 10:19

Liam Jacobson Members-Only Show - Part 2

Flirt4Free 1 year ago

Spanking, spank, spanking, humiliation, spanking ass, red buttocks, spanking in underwear, pov

Spanking, spank, spanking, humiliation, spanking ass, red buttocks, spanking in underwear, pov

xHamster 1 year ago

Freaks of Nature 29 Laughable insertions Gear Lever

Freaks of Nature 29 Laughable insertions Gear Lever

Amateur8 4 years ago

Nicolle & Christian Private Show

48% HD 2:00 / 5:47

Nicolle & Christian Private Show

Flirt4Free 7 months ago

Domina shemale punishes a dude's ass and mouth

Domina shemale punishes a dude's ass and mouth

aShemaleTube 1 year ago

No.124 Punishment Room Part 2

No.124 Punishment Room Part 2

FapHouse 15 hours ago

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

50% HD 0:10 / 23:49

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

LoyalFans 3 weeks ago

”Trans Aspen Brooks dominates Dillon Diaz in hardcore ass pumping play”

”Trans Aspen Brooks dominates Dillon Diaz in hardcore ass pumping play”

LesbianBliss 2 months ago

Unhappy wife cheating husband with her transsexual BFF!

Unhappy wife cheating husband with her transsexual BFF!

aShemaleTube 5 years ago

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

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

its.PORN 4 years ago

crossdresser punishment

crossdresser punishment

aShemaleTube 4 years ago

Sissy gets cone punishment

Sissy gets cone punishment

Pornzona 1 week ago

Liam Jacobson Members-Only Show - Part 2

HD 2:00 / 25:48

Liam Jacobson Members-Only Show - Part 2

Flirt4Free 1 year ago

Hot Transgenderw

Hot Transgenderw

xHamster 1 month ago

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

TS Yasmin Lee humiliates her sexist boss Lucas Knight with her meat

UrGayPorn 8 months ago

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