Challenge Videos (3,956)

Feminized by the Chef: A Locktober Tale

45% 4K 0:30 / 35:05

Feminized by the Chef: A Locktober Tale

Clips4sale 10 months ago

Here we goes the CHALLENGE FIGHT, on ring Rosy Vs Beatrice

Here we goes the CHALLENGE FIGHT, on ring Rosy Vs Beatrice

xHamster 2 years ago

Forget about my Pussy just Fuck my Ass no lube

Forget about my Pussy just Fuck my Ass no lube

Hoes.tube 10 months ago

Stefani Suspended - Stefani Special and Elise Graves - subby Stefani completely submits to the rope suspension experience!

66% 4K 0:59 / 21:05

Stefani Suspended - Stefani Special and Elise Graves - subby Stefani completely submits to the rope suspension experience!

Clips4sale 6 months ago

Katy Leon - Monstercocking Katy Leon

Katy Leon - Monstercocking Katy Leon

4KPorn 2 years ago

Marie VS Isa (Tgirls Extreme Challenge)

Marie VS Isa (Tgirls Extreme Challenge)

xHamster 2 years ago

Stunning cisgender Stevie enjoy her first TS actio

Stunning cisgender Stevie enjoy her first TS actio

ALOTPorn 1 week ago

Ass hole lover fucking my step mom in night

Ass hole lover fucking my step mom in night

xHamster 1 year ago

Bully Fights Back - Empowering Female memory

Bully Fights Back - Empowering Female memory

Love4Porn 2 weeks ago

Femboy Edges With You [ Close up, Total Length ]

Femboy Edges With You [ Close up, Total Length ]

TrannyGem 1 year ago

SWALLOWED Lana, Chanel and Skyla's throat challenge

SWALLOWED Lana, Chanel and Skyla's throat challenge

Hoes.tube 1 year ago

June 2022 Fantasy Of The Month - S3:E5

June 2022 Fantasy Of The Month - S3:E5

Hoes.tube 2 years ago

Double Trouble A Blonde Subs Ripe Reward

Double Trouble A Blonde Subs Ripe Reward

Hoes.tube 2 months ago

Slamming Down the Competition

Slamming Down the Competition

Hoes.tube 3 months ago

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

UrGayPorn 4 days ago

Cute Trans Gets Fucked With Strapon

Cute Trans Gets Fucked With Strapon

TrannyGem 1 year ago

Restrained Orgasm Challenge

HD 0:11 / 27:40

Restrained Orgasm Challenge

C4S 2 years ago

Penny Peacock – Takes Smash Challenge

Penny Peacock – Takes Smash Challenge

AbTranny 3 years ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

Tranny.one 2 years ago

Busty Latina TS Angela Bratz takes down a big dick stud

70% HD 1:01 / 30:52

Busty Latina TS Angela Bratz takes down a big dick stud

FapHouse 3 years ago

Bianca VS Micaela (Tgirls Extreme Challenge)

Bianca VS Micaela (Tgirls Extreme Challenge)

xHamster 2 years ago

Busty Latina TS Angela Bratz takes down a big dick stud

63% HD 0:39 / 30:52

Busty Latina TS Angela Bratz takes down a big dick stud

FapHouse 3 years ago

Pounded Pure A Ruthless Russian Twisters Anal Odyssey

Pounded Pure A Ruthless Russian Twisters Anal Odyssey

Hoes.tube 3 months ago

HotHouse: Wooly dark-hued crossdresser delves bang-out

HotHouse: Wooly dark-hued crossdresser delves bang-out

UrGayPorn 1 year ago

Wanking Machine Challenge T-girl v machine

57% HD 0:10 / 13:33

Wanking Machine Challenge T-girl v machine

LoyalFans 4 years ago

The Cum Cookie Challenge

61% 0:28 / 13:59

The Cum Cookie Challenge

Clips4sale 2 years ago

Beautiful tgirl dicked down difficult by her busty TS gi

Beautiful tgirl dicked down difficult by her busty TS gi

ALOTPorn 4 days ago

Alexis Why Takes The Challenge Unleashing Her Inner Slut!

Alexis Why Takes The Challenge Unleashing Her Inner Slut!

4KPorn 4 months ago

Stroking challenger

Stroking challenger

aShemaleTube 6 years ago

Femboy Hooters Girl Takes BBC in the Bathroom

Femboy Hooters Girl Takes BBC in the Bathroom

xHamster 3 months ago

Katy Leon - Monstercocking Katy Leon - Trans Porn

Katy Leon - Monstercocking Katy Leon - Trans Porn

Rainblow 1 year ago

Here We Goes The CHALLENGE FIGHT 217, On Ring Luana Vs Ingrid

Here We Goes The CHALLENGE FIGHT 217, On Ring Luana Vs Ingrid

BeMyHole 2 years ago

Try out of machine fuck thick 15 inch BBC King Cock dildo

Try out of machine fuck thick 15 inch BBC King Cock dildo

xHamster 1 year ago

"Wendy Summer's Big Dick Slapping Adventure"

"Wendy Summer's Big Dick Slapping Adventure"

4KPorn 2 months ago

Slim Latina Tgirl Cums Hard in Neon Camshow Jerk-off Frenzy - sexcamts.com

Slim Latina Tgirl Cums Hard in Neon Camshow Jerk-off Frenzy - sexcamts.com

Sheshaft 1 week ago

Transsexual Anal Challenge in Brazil - Episode #09

63% HD 1:01 / 25:28

Transsexual Anal Challenge in Brazil - Episode #09

FapHouse 4 years ago

SisK Pantyhose Challenge EP3.1: Shiny White

SisK Pantyhose Challenge EP3.1: Shiny White

xHamster 2 years ago

crossdresser nighty teasing mastarbating pink panty big boobs

crossdresser nighty teasing mastarbating pink panty big boobs

xHamster 3 weeks ago

GlitterGiiiirl´s NikePro Dildo Riding with CalvinKlein Crop Top

GlitterGiiiirl´s NikePro Dildo Riding with CalvinKlein Crop Top

Clips4sale 5 days ago

BI SEXUAL PERVERT CUM DEFIANCE

BI SEXUAL PERVERT CUM DEFIANCE

ShemaleSin 4 years ago

Khloe Kay and Petra Blair having a wild trans fuck after funeral

Khloe Kay and Petra Blair having a wild trans fuck after funeral

TransHero 4 years ago

Ass fucking Step mom fucking my step dad

Ass fucking Step mom fucking my step dad

xHamster 1 year ago

CAMILLA 20 cm VS STEFANI 23 cm - (TGIRLS CHALLENGE 134)

CAMILLA 20 cm VS STEFANI 23 cm - (TGIRLS CHALLENGE 134)

xHamster 2 years ago

T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn

T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn

HQBang 1 year ago

Delicious Facial Cumshots Compilation

Delicious Facial Cumshots Compilation

Love4Porn 10 months ago

Jungle test with a filthy sex challenge

Jungle test with a filthy sex challenge

Hoes.tube 9 months ago

Obedient Femboy Sissy is getting desperate to jizz - Day three

Obedient Femboy Sissy is getting desperate to jizz - Day three

TransTube.tv 1 year ago

Rebecca Ferraz Vs Vivian (ts Challenge New Edition)

Rebecca Ferraz Vs Vivian (ts Challenge New Edition)

getTranny 2 years ago

Blond She-MALE Stroking Her Big Dick With Gel & Squirt

Blond She-MALE Stroking Her Big Dick With Gel & Squirt

CrazyPorn 2 months ago

Lady Gaga Chick’s Wild Anal Pain Challenge

Lady Gaga Chick’s Wild Anal Pain Challenge

ALOTPorn 1 month ago

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

72% HD 0:30 / 17:28

CUM injection and BIG TOYS for the perfect PEGGING SISSYGASM!

Clips4sale 10 months ago

3Some anal madness with next-door filthy bimbo

3Some anal madness with next-door filthy bimbo

Hoes.tube 3 years ago

EDGING HAND JOB FINISHED WITH WRECKED ORGASM

EDGING HAND JOB FINISHED WITH WRECKED ORGASM

Hoes.tube 3 years ago

Suck an Old Mans Dick: Sissy Ruination

51% 0:35 / 10:07

Suck an Old Mans Dick: Sissy Ruination

Clips4sale 2 years ago

TGilrs CHALLENGE (round 22) - Valesca Sargentely 23 cm VS

TGilrs CHALLENGE (round 22) - Valesca Sargentely 23 cm VS

xHamster 2 years ago

Sultry Sorceress Jamie Croft Unleashes Her Fury A Wild Ride to Ecstasy

Sultry Sorceress Jamie Croft Unleashes Her Fury A Wild Ride to Ecstasy

4KPorn 3 months ago

Stepmom's Hot Blonde Stepdaughter Plays A Risky 'Truth Or Dare', Ending In Hardcore Sex

Stepmom's Hot Blonde Stepdaughter Plays A Risky 'Truth Or Dare', Ending In Hardcore Sex

4KPorn 2 weeks ago

The Ultimate Feminization Challenge : Transition For Me Male To Female Transformation

40% 0:30 / 6:42

The Ultimate Feminization Challenge : Transition For Me Male To Female Transformation

Clips4sale 8 months ago

PAOLA 21 cm VS SARA 24 cm - (TGIRLS CHALLENGE 142)

PAOLA 21 cm VS SARA 24 cm - (TGIRLS CHALLENGE 142)

xHamster 2 years ago

Subjugated Femboy Sissy is getting desperate to jizz - Day trio

Subjugated Femboy Sissy is getting desperate to jizz - Day trio

TrannyGem 1 year ago

Two Sexually-Ambiguous Hunks Share Intense Anal Pleasure

Two Sexually-Ambiguous Hunks Share Intense Anal Pleasure

CrazyPorn 1 month ago

Cute golden-haired TS brat shows off nylons & heels & gives a solo JOI with cumshots, full episode

Cute golden-haired TS brat shows off nylons & heels & gives a solo JOI with cumshots, full episode

ShemaleSin 1 year ago

Latina Masseuse Gives Sensual Massage Before Taking Huge Cock

Latina Masseuse Gives Sensual Massage Before Taking Huge Cock

ALOTPorn 1 month ago

Here we goes the CHALLENGE FIGHT, on ring Lanny VS Marcella

Here we goes the CHALLENGE FIGHT, on ring Lanny VS Marcella

xHamster 2 years ago

"Transsexual Spies - Stealthy Seduction of Hunks"

"Transsexual Spies - Stealthy Seduction of Hunks"

4KPorn 2 months ago

Outdoor workout with vibrator for ass and cock! Tranny cums straight into her shorts!

68% HD 0:30 / 5:40

Outdoor workout with vibrator for ass and cock! Tranny cums straight into her shorts!

Clips4sale 1 year ago

Transsexual anal challenge in Brazil - Episode #09

Transsexual anal challenge in Brazil - Episode #09

xHamster 1 year ago

DEVILS FILM - Superstar Trans CHANEL SANTINI has been challenged To A Naughty Gangbang PART 2

DEVILS FILM - Superstar Trans CHANEL SANTINI has been challenged To A Naughty Gangbang PART 2

FapCat 2 months ago

Here we goes the CHALLENGE FIGHT, on ring Andrea VS Taissa

Here we goes the CHALLENGE FIGHT, on ring Andrea VS Taissa

xHamster 2 years ago

TS Casey Kisses blindfolded deepthroated and anal

TS Casey Kisses blindfolded deepthroated and anal

ALOTPorn 1 week ago

Venus Lux - Asiana Transgender Bombshell Fucks Her Way To Stardom

Venus Lux - Asiana Transgender Bombshell Fucks Her Way To Stardom

Hoes.tube 3 days ago

Thai crossdresser tries on pantyhose in sisk vlog pantyhose challenge ep1

Thai crossdresser tries on pantyhose in sisk vlog pantyhose challenge ep1

XXXShemalePorn 2 years ago

TGilrs CHALLENGE (round 02) - Gloria Voguel 22 Cm VS

TGilrs CHALLENGE (round 02) - Gloria Voguel 22 Cm VS

BeMyHole 2 years ago

Transsexual Hunk Tobias Hilmayer Fucks Trans Girlfriend - She's A Man Now

Transsexual Hunk Tobias Hilmayer Fucks Trans Girlfriend - She's A Man Now

4KPorn 1 month ago

Office Vixen - Transexual Crossdresser Jerks Off At Work

Office Vixen - Transexual Crossdresser Jerks Off At Work

Hoes.tube 1 month ago

Buxom blonde babe Mikky Lyn analed by tranny Jessy Dubai

Buxom blonde babe Mikky Lyn analed by tranny Jessy Dubai

Sheshaft 11 years ago

Here we goes the CHALLENGE FIGHT, on ring Melissa VS Helly

Here we goes the CHALLENGE FIGHT, on ring Melissa VS Helly

xHamster 2 years ago

Exposed Sissy Challenge

HD 0:10 / 11:03

Exposed Sissy Challenge

LoyalFans 3 years ago

Trans Latex Mamma JOI Gooner

Trans Latex Mamma JOI Gooner

ShemaleSin 1 year ago

Getting vibed on an elliptical with a remote controlled butt plug challenge

Getting vibed on an elliptical with a remote controlled butt plug challenge

xHamster 2 years ago

Here we goes the CHALLENGE FIGHT 183, on ring Anna VS Elen

Here we goes the CHALLENGE FIGHT 183, on ring Anna VS Elen

xHamster 2 years ago

Granny Cashmeres Secret A 65YearOld Wildcard Submits to the Young One

Granny Cashmeres Secret A 65YearOld Wildcard Submits to the Young One

429.xxx 6 months ago

Tatted TS Kelly Lovely rammed tgirl Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed tgirl Cassie Cummings in the kitchen

Sheshaft 5 months ago

Georgia Koneva - Had A Big Challenge Ahead Of Her

Georgia Koneva - Had A Big Challenge Ahead Of Her

Eporner 1 month ago

Cartoon NNN Challenge Day one: Dykes (1 Piece)

Cartoon NNN Challenge Day one: Dykes (1 Piece)

4KPorn 4 years ago

SlutBoyTO vs Mr Hankey's Prince Charming: The ass destroying challenge!

SlutBoyTO vs Mr Hankey's Prince Charming: The ass destroying challenge!

xHamster 9 months ago

Leticia VS Carolina (Tgirls Extreme Challenge)

Leticia VS Carolina (Tgirls Extreme Challenge)

BeMyHole 2 years ago

Rope Tied Oil Catfight and Trib Fight 3 wmv

66% 0:30 / 12:27

Rope Tied Oil Catfight and Trib Fight 3 wmv

Clips4sale 7 months ago

Desperate Femboy Writhes and Prays but is Denied - Day 1

Desperate Femboy Writhes and Prays but is Denied - Day 1

TrannyGem 1 year ago

Mos : Little Buns Lingerie Bareback

Mos : Little Buns Lingerie Bareback

TransHero 5 years ago

Arm Strength Challenge

Arm Strength Challenge

FapHouse 1 day ago

Teenage Gymnast Teases And Pleasures Herself In Leotard Before A Sexual Workout

Teenage Gymnast Teases And Pleasures Herself In Leotard Before A Sexual Workout

CrazyPorn 3 days ago

ADRIANA 20 Cm VS BEATRICE 24 Cm - (transgender princesses defiance 131)

ADRIANA 20 Cm VS BEATRICE 24 Cm - (transgender princesses defiance 131)

TransTube.tv 1 month ago

Beautiful ebony MOMMY Misty Stone having erotic sex with Trans Natassia Dreams

Beautiful ebony MOMMY Misty Stone having erotic sex with Trans Natassia Dreams

Trashreality 6 months ago

Femboy and Cis girl masturbating on camera solo

Femboy and Cis girl masturbating on camera solo

XGroovy 9 months ago

Transsexual Here We Goes The CHALLENGE FIGHT, On Ring Renata VS Bianca

Transsexual Here We Goes The CHALLENGE FIGHT, On Ring Renata VS Bianca

BeMyHole 1 year ago

Hentai NNN Challenge Day 1: Lesbian's (One Piece)

Hentai NNN Challenge Day 1: Lesbian's (One Piece)

HentaiGem 3 years ago

Trans Fetishists Janelle Fennec And Melanie Brooks Having Anal Sex

Trans Fetishists Janelle Fennec And Melanie Brooks Having Anal Sex

Eporner 4 months ago

massiv humiliation for sissy, hike in diapers

massiv humiliation for sissy, hike in diapers

xHamster 4 years ago

Domme Hand-job Cum shot T-model Sissy Jizm

Domme Hand-job Cum shot T-model Sissy Jizm

Transvids.tv 2 months ago

Here we goes the CHALLENGE FIGHT, on ring Beatrice VS Renata

Here we goes the CHALLENGE FIGHT, on ring Beatrice VS Renata

xHamster 2 years ago

Ruby Faith Spermicide Challenge

Ruby Faith Spermicide Challenge

fukxl 3 months ago

SISSY 22 cm VS VITTORIA 20 cm - (TGIRLS CHALLENGE 138)

SISSY 22 cm VS VITTORIA 20 cm - (TGIRLS CHALLENGE 138)

xHamster 2 years ago

Try to WATCH Full VIDEO WITHOUT LOOKING at any DICK Challenge SISSY Test

Try to WATCH Full VIDEO WITHOUT LOOKING at any DICK Challenge SISSY Test

Tranny.one 3 years ago

Femboy edging fat man rod!

Femboy edging fat man rod!

TrannyGem 2 months ago

Triple Threat Italian Shemale Sensations Destroy Male Passivity 3 Way

Triple Threat Italian Shemale Sensations Destroy Male Passivity 3 Way

429.xxx 6 months ago

DEVILS FILM - Superstar Trans CHANEL SANTINI has been challenged To A Naughty Gangbang PART 1

DEVILS FILM - Superstar Trans CHANEL SANTINI has been challenged To A Naughty Gangbang PART 1

aShemaleTube 2 months ago

step mom plays truth or dare with step son and didnt expect such a challenge 19

step mom plays truth or dare with step son and didnt expect such a challenge 19

4KPorn 1 year ago

Deborah VS Samara (Tgirls Extreme Challenge)

Deborah VS Samara (Tgirls Extreme Challenge)

xHamster 2 years ago

Big Big Boobs Gloria VS Melissa (Tgirls Extreme Challenge)

Big Big Boobs Gloria VS Melissa (Tgirls Extreme Challenge)

BeMyHole 2 years ago

Trying out the five minute anal sex toy squat banged challenge

Trying out the five minute anal sex toy squat banged challenge

Hoes.tube 3 years ago

UNCENSORED Christiana Cinn Takes on the Teaser, Tonight Only!

UNCENSORED Christiana Cinn Takes on the Teaser, Tonight Only!

4KPorn 5 months ago

Hentai NNN Challenge Day 19: Trap VS Reverse Trap (Steins;Gate)"

Hentai NNN Challenge Day 19: Trap VS Reverse Trap (Steins;Gate)"

HentaiGem 3 years ago

Here we goes the CHALLENGE FIGHT 220, on ring Linda VS Jennifer

Here we goes the CHALLENGE FIGHT 220, on ring Linda VS Jennifer

xHamster 2 years ago

My shower after i bang my boyfriend and cum in his booty

My shower after i bang my boyfriend and cum in his booty

ShemaleSin 2 months ago

Luxurious TRANSSEXUAL assistant unwraps down with masturbating and jizz shot

Luxurious TRANSSEXUAL assistant unwraps down with masturbating and jizz shot

TrannyGem 1 year ago

Boss Roberta Cortes demands sex from job applicant Hex - FULL (720p English)

66% HD 0:38 / 30:37

Boss Roberta Cortes demands sex from job applicant Hex - FULL (720p English)

Clips4sale 6 months ago

DEVILS FILM - Superstar Trans CHANEL SANTINI Has Been A Naughty Gangbang PART 1

DEVILS FILM - Superstar Trans CHANEL SANTINI Has Been A Naughty Gangbang PART 1

Eporner 2 months ago

Here we goes the CHALLENGE FIGHT 203, on ring Cris Vs Noemi

Here we goes the CHALLENGE FIGHT 203, on ring Cris Vs Noemi

xHamster 2 years ago

EXTREME DEEP THROAT Frenzy Spencer Daley Devours Logan Philips Lustful Cunt!

EXTREME DEEP THROAT Frenzy Spencer Daley Devours Logan Philips Lustful Cunt!

CrazyPorn 4 months ago

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