Punished Videos (40,420)

Master & Christian & Nicco Private Show

63% HD 2:00 / 6:22

Master & Christian & Nicco Private Show

Flirt4Free 1 year ago

Sissy Gimp Disciplined for Vaping instead of Smoking

Sissy Gimp Disciplined for Vaping instead of Smoking

TrannyGem 5 years ago

I Tease and Squeeze his little sissy balls

I Tease and Squeeze his little sissy balls

xHamster 1 year ago

Full-naked Femboy Shows Her Tits And Faps Shaft

Full-naked Femboy Shows Her Tits And Faps Shaft

Rock.PORN 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 2 months ago

”Titty tgirl Ember Fiera slaps & fucks Andrew Connor's booty”

”Titty tgirl Ember Fiera slaps & fucks Andrew Connor's booty”

429Men 1 month ago

Carla Novais and Lukas Leal

Carla Novais and Lukas Leal

xHamster 11 months ago

Sophia Loreen Private Show

4K 2:00 / 14:47

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

TS Seduction: Jessica Host and Nomad

Premium 50% HD 44:00

TS Seduction: Jessica Host and Nomad

AEBN 8 years ago

Liam Jacobson Private Show

Liam Jacobson Private Show

Flirt4Free 1 year ago

Hot Milf Shemale punishing naughty husband

Hot Milf Shemale punishing naughty husband

BeMyHole 5 years ago

CFNM whipping domina whips sub in amateur BDSM

CFNM whipping domina whips sub in amateur BDSM

Some.Porn 1 year ago

Ebony shemale in black leather boots dominates her white

Ebony shemale in black leather boots dominates her white

xHamster 1 year ago

Black Futa With A Huge Cock Punishes The Housekeeper

Black Futa With A Huge Cock Punishes The Housekeeper

11Hentai 1 week ago

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

67% HD 0:39 / 49:11

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

FapHouse 2 months ago

crossdresser punishment

crossdresser punishment

aShemaleTube 4 years ago

Torture My Clit Lizzyyum SD January 2025 Fantasy Clit Boobs Pussy Dilating Bathing just edging #21

Torture My Clit Lizzyyum SD January 2025 Fantasy Clit Boobs Pussy Dilating Bathing just edging #21

xHamster 1 year ago

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

Sissy Maid Collared to Bedpost in Spiked Chastity Cage and Handcuffed Harness Gagged

xHamster 2 years ago

Beautiful Kasey Kei submits to King Noire for rough anal punishment

Beautiful Kasey Kei submits to King Noire for rough anal punishment

Fapnado 10 months ago

Bratty Natalie gets punished hard as Penny Barber spank

Bratty Natalie gets punished hard as Penny Barber spank

Eporner 4 months ago

Bad Teen Ladyboy Punished With Dick

Bad Teen Ladyboy Punished With Dick

VipTube 1 day ago

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

Scarlett Loves Punishing Shemale Mila Asshole With Sex Toys

xHamster 1 month 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

Pet femboy puppy gets punished! POV

61% HD 0:10 / 12:11

Pet femboy puppy gets punished! POV

LoyalFans 2 years ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

64% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 5 months ago

Jenny Wei gets Punished

Jenny Wei gets Punished

aShemaleTube 1 year ago

Latex TS Queens Dominate Their Subs

Latex TS Queens Dominate Their Subs

GayVids 1 month ago

Viky & Master Private Show

57% HD 2:00 / 25:32

Viky & Master Private Show

Flirt4Free 7 months ago

Piss Pump With Enema Option

Piss Pump With Enema Option

xHamster 2 years ago

Teenage Transsexual Nurses 4

Premium 62% HD 1:53:00

Teenage Transsexual Nurses 4

AEBN 13 years ago

”T-girl Kate Zoha punishes Korra Del Rio with deep rough fucking”

”T-girl Kate Zoha punishes Korra Del Rio with deep rough fucking”

TransHero 11 months ago

Stepmommy Dom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min - Jessica Bloom

Stepmommy Dom Babies And Punishes Bratty Girl Jenby (short Version) 24 Min - Jessica Bloom

PornUse 4 months ago

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant - Trans n Shemale

57% 1:01 / 46:49

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant - Trans n Shemale

FapHouse 2 years ago

Mistress Makes House Slave Cross-dress, Orders Him to Fap, Watches Him Jerk off His Dick, and Cum Denial with Handjob

Mistress Makes House Slave Cross-dress, Orders Him to Fap, Watches Him Jerk off His Dick, and Cum Denial with Handjob

xHamster 3 months ago

Sissy Ruined Orgasm, Edging And Sounding Hard Cock - Chastity Punishment

Sissy Ruined Orgasm, Edging And Sounding Hard Cock - Chastity Punishment

xHamster 8 months ago

Dominatrix Mistress April - Two Mistresses and a Sissy Whore P1

68% HD 1:01 / 49:01

Dominatrix Mistress April - Two Mistresses and a Sissy Whore P1

FapHouse 1 year ago

Mistress punishing a tranny and fucks her brains out

Mistress punishing a tranny and fucks her brains out

aShemaleTube 2 years ago

Kitty Kunt and her huge she cock

69% HD 1:01 / 22:55

Kitty Kunt and her huge she cock

FapHouse 3 years ago

Jhon Windsor Private Show

57% 4K 2:00 / 4:59

Jhon Windsor Private Show

Flirt4Free 1 day ago

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

A TERRIBLE PUNISHING SESSION FOR THIS POOR SLAVE

aShemaleTube 4 years ago

Jacob Malik Private Show

53% HD 2:00 / 12:33

Jacob Malik Private Show

Flirt4Free 4 months ago

TS Kate Zoha punishes Korra Del Rio with deep rough fucking

TS Kate Zoha punishes Korra Del Rio with deep rough fucking

Fetishpapa 8 months ago

Good sissy slut in pink baby-doll outfit take all hit, lick legs, and suck dick from his Owner, for prove that she is good gir

Good sissy slut in pink baby-doll outfit take all hit, lick legs, and suck dick from his Owner, for prove that she is good gir

xHamster 1 year ago

Kelly Rosen Private Show

HD 2:00 / 42:07

Kelly Rosen Private Show

Flirt4Free 1 day ago

Viky & Master Private Show

63% HD 2:00 / 12:26

Viky & Master Private Show

Flirt4Free 3 months ago

Jessica Dolls Weekly Fuckmachine Therepy

60% HD 1:01 / 12:59

Jessica Dolls Weekly Fuckmachine Therepy

FapHouse 1 month ago

Some Wedgie Role-play

66% HD 2:00 / 14:13

Some Wedgie Role-play

Flirt4Free 2 years ago

Latex &amp_ Bondage III - Gray Perrier dominates Ava Holt in a Trans Lesbian Bondage Scene filled with power exchange, impact, and riding her until she explodes

Premium HD 39:22

Latex &amp_ Bondage III - Gray Perrier dominates Ava Holt in a Trans Lesbian Bondage Scene filled with power exchange, impact, and riding her until she explodes

XVideosRed 3 weeks ago

Sophia Loreen Party on Mar 18, 2025 - Part 2

66% HD 2:00 / 1:03:15

Sophia Loreen Party on Mar 18, 2025 - Part 2

Flirt4Free 11 months ago

TS Kate Zoha punishes Korra Del Rio with deep rough fucking

TS Kate Zoha punishes Korra Del Rio with deep rough fucking

KeekAss 8 months ago

Cock sounding punishment for pitiful slaves in group session

Cock sounding punishment for pitiful slaves in group session

PornLib 1 month ago

She Is Going to Punish This Submissive Brat and Give Her a Red Ass

She Is Going to Punish This Submissive Brat and Give Her a Red Ass

xHamster 2 months ago

Big butt TS easily takes BBC fuck and facial

Big butt TS easily takes BBC fuck and facial

FapHouse 3 years ago

Sophia Loreen Private Show

51% HD 2:00 / 25:05

Sophia Loreen Private Show

Flirt4Free 1 year ago

Master & Ithan Private Show

62% HD 2:00 / 20:20

Master & Ithan Private Show

Flirt4Free 10 months 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 9 months ago

Doublehandfuck for the Slave

HD 0:39 / 13:58

Doublehandfuck for the Slave

FapHouse 6 months ago

When the girlfriend begins nagging...

When the girlfriend begins nagging...

Amateur8 4 months ago

TS Wife Swap

Premium 58% HD 1:36:00

AEBN 7 years ago

Office femdom paddling sub on the ground during domination

Office femdom paddling sub on the ground during domination

Some.Porn 1 year ago

Part 2:- Domina Satana, Boobo & Stephanie-Nicole sensual play and smoking!

Part 2:- Domina Satana, Boobo & Stephanie-Nicole sensual play and smoking!

xHamster 1 month 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

Fapnado 3 years ago

My Sweet Ass Only in Panties

My Sweet Ass Only in Panties

Flirt4Free 2 days ago

Rebeccas Pervertions 8

Rebeccas Pervertions 8

xHamster 9 months ago

Sissy Education - Locked Up And Punished

Sissy Education - Locked Up And Punished

FemDorado 4 years ago

Harris Morrison Private Show

63% HD 2:00 / 10:38

Harris Morrison Private Show

Flirt4Free 1 year ago

”Bound ebony babe gets unshaved beaver whipped”

”Bound ebony babe gets unshaved beaver whipped”

TransHero 3 months ago

Ema Devine Private Show

45% 4K 2:00 / 38:07

Ema Devine Private Show

Flirt4Free 10 months ago

Ebony Shemale hentai With A Biggest Ramrod Punishes The Housekeeper

Ebony Shemale hentai With A Biggest Ramrod Punishes The Housekeeper

Amateur8 2 months ago

Latex TS Goddess Dominates Sissy Slaves

Latex TS Goddess Dominates Sissy Slaves

GayVids 3 months ago

Dark Mistresses and Their Playtoy FULL video from

Dark Mistresses and Their Playtoy FULL video from

xHamster 11 months ago

frenchbaguettes-yaya-the-punisher

frenchbaguettes-yaya-the-punisher

KeekAss 2 years ago

Trans Girl Worships His Trans Cock Before He Wrecks Her Ass

HD 0:39 / 31:41

Trans Girl Worships His Trans Cock Before He Wrecks Her Ass

FapHouse 4 months ago

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

Kayleigh Coxx Punishes Peeping Motel Manager Lauren Phillips

xHamster 1 month ago

Both Slaves Get Punished Together By Their Mistress

Both Slaves Get Punished Together By Their Mistress

xHamster 10 years ago

Locker Room Pt.2

Locker Room Pt.2

FapHouse 1 week ago

Simon & Juseph & Alejandro Private Show

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

Simon & Juseph & Alejandro Private Show

Flirt4Free 2 years ago

Headmaster punishes and fucks bound shemale student

Headmaster punishes and fucks bound shemale student

Eporner 1 year ago

Arab sheboy Disciplined

Arab sheboy Disciplined

TrannyGem 5 years ago

Elias & Elix Private Show

58% HD 2:00 / 19:15

Elias & Elix Private Show

Flirt4Free 5 months ago

Ebony Inmate gets Assfucked by Ebony Officer

Ebony Inmate gets Assfucked by Ebony Officer

Ebony8 7 years ago

Booty TS Graziella Toledo punishes helpless man with her mighty dick

Booty TS Graziella Toledo punishes helpless man with her mighty dick

Wankoz 3 months ago

Elvis & Alfonso & Master Private Show

68% HD 2:00 / 14:58

Elvis & Alfonso & Master Private Show

Flirt4Free 3 years ago

Oliver Whitee Party on Mar 16, 2026 - Part 2

HD 2:00 / 1:08:30

Oliver Whitee Party on Mar 16, 2026 - Part 2

Flirt4Free 1 day ago

Banged Behind Bars

Banged Behind Bars

Fapnado 1 year ago

I felt like I was the only one in the house

I felt like I was the only one in the house

xHamster 1 week ago

Sophia Loreen Party on Oct 26, 2025 - Part 2

HD 2:00 / 1:12:42

Sophia Loreen Party on Oct 26, 2025 - Part 2

Flirt4Free 4 months ago

Tranny maid River Enza disciplined for being naughty

Tranny maid River Enza disciplined for being naughty

UrGayPorn 1 year ago

Sexy Fat tranny getting punished

Sexy Fat tranny getting punished

xHamster 1 year 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

TS Viviana Rose gets fucked by The BBC PUNISHER

TS Viviana Rose gets fucked by The BBC PUNISHER

aShemaleTube 1 month ago

Femdom TS Gangbang

HD 0:10 / 24:29

Femdom TS Gangbang

LoyalFans 3 years ago

Sophia Loreen Party on Feb 28, 2026 - Part 3

4K 2:00 / 2:01:04

Sophia Loreen Party on Feb 28, 2026 - Part 3

Flirt4Free 2 weeks ago

Cheap Slut Part 2 - Sex Slave Training

Cheap Slut Part 2 - Sex Slave Training

xHamster 10 months ago

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

flawless Sissy Homo Penalized By BIG BLACK COCK Interracia

TrannyGem 6 years ago

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

Italian Tranny Anna Hickiman Punishes Wardrobe Attendant

xHamster 2 years ago

Colombian Boys Private Show

49% HD 2:00 / 7:59

Colombian Boys Private Show

Flirt4Free 2 years ago

Katy Ling Private Show

HD 2:00 / 19:17

Katy Ling Private Show

Flirt4Free 2 weeks ago

Nasty Viper🤍Being too sexy can be wrong, and bad Nikke deserves punishment!

Nasty Viper🤍Being too sexy can be wrong, and bad Nikke deserves punishment!

xHamster 1 year ago

Shemale Samus Soft Tit Slapping with Bbc dildo and Lactating her Puffy Nipples

Shemale Samus Soft Tit Slapping with Bbc dildo and Lactating her Puffy Nipples

xHamster 3 weeks ago

Punished For Skipping Chores - 1/2 - Spanked And Paddled

Punished For Skipping Chores - 1/2 - Spanked And Paddled

AbTranny 4 years ago

My Lyttle Ass

Flirt4Free 3 days ago

TS Mistress Dominates Beefy Sub

TS Mistress Dominates Beefy Sub

TransTube.tv 1 month ago

Big ass shemale punisher in leather corset fucks a stud doggystyle

Big ass shemale punisher in leather corset fucks a stud doggystyle

aShemaleTube 1 year ago

”Stepmum Skylar Snow demands satisfaction!”

”Stepmum Skylar Snow demands satisfaction!”

TransHero 2 months ago

Goddess Sondra disciplines Barbie Satin

Goddess Sondra disciplines Barbie Satin

LoyalFans 3 years ago

”Transgender Kate Zoha punishes Korra Del Rio with deep rough fucking”

”Transgender Kate Zoha punishes Korra Del Rio with deep rough fucking”

429Men 1 year ago

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

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

TransHero 3 months ago

Eduard Colls Private Show

61% HD 2:00 / 28:43

Eduard Colls Private Show

Flirt4Free 3 years ago

Sultry ts Sofhia Montesino uses her powerful shecock for asshole punishment

Sultry ts Sofhia Montesino uses her powerful shecock for asshole punishment

xnxxGold 1 year ago

Meaner than ever Eva Lin takes control of bound Kat Dior in her debut

Meaner than ever Eva Lin takes control of bound Kat Dior in her debut

VikiPorn 4 months ago

”Cougar TS mother in law punishing lazy teeanger”

”Cougar TS mother in law punishing lazy teeanger”

4Wank 1 year ago

Maintenance spanking for Kitsy. Blowjob and sex following the punishment.

Maintenance spanking for Kitsy. Blowjob and sex following the punishment.

xHamster 3 years ago

”T-girl military has no borders”

”T-girl military has no borders”

4Wank 2 years ago

Sophia Loreen Party on Feb 3, 2026 - Part 2

4K 2:00 / 51:15

Sophia Loreen Party on Feb 3, 2026 - Part 2

Flirt4Free 1 month ago

TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)

TRANSSEXUAL TORTURE - (Full Original Movie in HD Version)

xHamster 3 years ago

Exploring Your Giantess!

Exploring Your Giantess!

LoyalFans 1 year ago

Dominant TS Danni Daniels Threesome

Dominant TS Danni Daniels Threesome

Yeswegays 3 days ago

Boss Punishes Bad Female Employees With A Big Dick

Boss Punishes Bad Female Employees With A Big Dick

11Hentai 2 months ago

”Dirty hoe bound & banged in garage”

”Dirty hoe bound & banged in garage”

TransHero 2 months ago

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