Challenge Videos - Trans (3,712)

”Huge dick bro gets a fantastic BJ from his sister”

”Huge dick bro gets a fantastic BJ from his sister”

ThePornstar 1 year ago

Sissylucylove edging inwards fleshlight

Sissylucylove edging inwards fleshlight

TrannyGem 2 years ago

Self-Training No19 Exposure Home from the Park

Self-Training No19 Exposure Home from the Park

xHamster 2 months ago

Blonde Bombshell’s First Threesome with Two Smoking Hot Shemales

Blonde Bombshell’s First Threesome with Two Smoking Hot Shemales

ALOTPorn 1 month ago

Trans Princess Jerk Off Instructions Vol 1

Trans Princess Jerk Off Instructions Vol 1

TrannyGem 9 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

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

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

xHamster 1 year ago

HotHouse.com: Crossdresser Jason Vario hardcore jizzed

HotHouse.com: Crossdresser Jason Vario hardcore jizzed

GayPorn.video 3 years 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

xHamster 7 months ago

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (720 EN-sub)

HD 0:30 / 23:59

Nara, Hex and Spicy Candy tag team to break a crossdresser brat's spirity (720 EN-sub)

Clips4sale 2 years ago

Tgirl edging for father in high high-heeled shoes

Tgirl edging for father in high high-heeled shoes

TrannyGem 2 years ago

TRACER Overwatch JOI EDGE Defiance Try Not To Cum CG Anime Unscensored Metronome

TRACER Overwatch JOI EDGE Defiance Try Not To Cum CG Anime Unscensored Metronome

ShemaleSin 8 months ago

Sport Challenge

Sport Challenge

aShemaleTube 6 years ago

CAMILLA 25 cm VS RAFFAELLA 20 cm - (TGIRLS CHALLENGE 153)

CAMILLA 25 cm VS RAFFAELLA 20 cm - (TGIRLS CHALLENGE 153)

xHamster 3 years ago

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! 720 mp4

HD 0:11 / 39:41

Kendra James and Abigail Mac:Catwoman and Batwoman fall for the Futa stone! 720 mp4

Clips4sale 3 years ago

September Through December 2025 Cumshot Cumpilation

HD 0:39 / 18:42

September Through December 2025 Cumshot Cumpilation

FapHouse 1 month ago

Sheena Shaw in Extra Evil Parts, Scene #01

Sheena Shaw in Extra Evil Parts, Scene #01

AbXXX 2 years ago

Tbabe Vitoria Fernandes Challenges a Twunk to Boink Her Donk and Make Her Spunk

Tbabe Vitoria Fernandes Challenges a Twunk to Boink Her Donk and Make Her Spunk

KeekAss 2 years ago

TGilrs CHALLENGE (round 40) - Valentina 23 Cm VS Jade 25 Cm

TGilrs CHALLENGE (round 40) - Valentina 23 Cm VS Jade 25 Cm

BeMyHole 2 years ago

Night time with Mr. Challenge

Night time with Mr. Challenge

aShemaleTube 1 week ago

TRANSVR - Angel Spite Ended Up Screwing Her Housemate

TRANSVR - Angel Spite Ended Up Screwing Her Housemate

ShemaleSin 1 year ago

Self-training No. 26: Exposure Walk with Urination

Self-training No. 26: Exposure Walk with Urination

xHamster 1 month ago

Here we goes the CHALLENGE FIGHT 190, on ring Valeria VS Anna

Here we goes the CHALLENGE FIGHT 190, on ring Valeria VS Anna

xHamster 2 years ago

Here we goes the CHALLENGE FIGHT, on ring Aylla VS Carla

Here we goes the CHALLENGE FIGHT, on ring Aylla VS Carla

xHamster 2 years ago

The German Nymphos Challenge!!! - (episode #03)

The German Nymphos Challenge!!! - (episode #03)

xHamster 2 years ago

Blondes have more fun

HD 0:39 / 12:35

Blondes have more fun

FapHouse 8 years ago

”T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn”

”T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn”

StarWank 1 year ago

Trans Army, Military Uniform

Trans Army, Military Uniform

FapHouse 1 year ago

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

Zatube 1 year ago

Ride Dildo Challenges 2

HD 0:39 / 21:28

Ride Dildo Challenges 2

FapHouse 5 months ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

Tranny.one 2 years ago

”Big Breasted blonde with tied boobs on hogtie”

”Big Breasted blonde with tied boobs on hogtie”

TransHero 1 month ago

Finally all in with the ultimate challenge - Dick Rambone to the balls

Finally all in with the ultimate challenge - Dick Rambone to the balls

xHamster 3 years ago

Self-training No. 48: Tackle-ass Exposure Challenge Walk

Self-training No. 48: Tackle-ass Exposure Challenge Walk

xHamster 1 month ago

Lets settle who is the best pussy licker now by licking mine

Lets settle who is the best pussy licker now by licking mine

Pervclips 2 weeks ago

Sexy Shemales with amazing big ass gets ai treatment with phat big dicks.

Premium HD 6:23

Sexy Shemales with amazing big ass gets ai treatment with phat big dicks.

Sheer 2 years ago

BEST CUMSHOTS COMPILATION try not to Cum Challenge

BEST CUMSHOTS COMPILATION try not to Cum Challenge

FapCat 1 year ago

Interactive: Chastity Challenge: Questions for a Slave - Maitresse Julia

73% HD 1:01 / 18:03

Interactive: Chastity Challenge: Questions for a Slave - Maitresse Julia

FapHouse 1 year ago

Jade Venus fucks her hot sexy friends Olivia Jay and Little Puck

Jade Venus fucks her hot sexy friends Olivia Jay and Little Puck

Pornicom 4 days ago

Female Sucking Tranny Cock And Gets A Facial

Female Sucking Tranny Cock And Gets A Facial

TrannyGem 4 weeks ago

Camilla 25 Cm Vs Raffaella 20 Cm Challenge 153)

Camilla 25 Cm Vs Raffaella 20 Cm Challenge 153)

getTranny 2 years ago

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

FetishShrine 6 months ago

The Never Ending BDSM Challenge That Almost Took My Soul Continues

The Never Ending BDSM Challenge That Almost Took My Soul Continues

xHamster 3 months ago

Super-cute Light-haired Trans Doll Dominates You While Milking Her Good-sized Doll Weenie

Super-cute Light-haired Trans Doll Dominates You While Milking Her Good-sized Doll Weenie

TransTube.tv 1 year ago

Large Melons Housewife Mind Screw Taboo: Stepmom mother I'd like to fuck Riding

Large Melons Housewife Mind Screw Taboo: Stepmom mother I'd like to fuck Riding

Amateur8 11 months ago

Hot Man Workout at Gym

Hot Man Workout at Gym

FapHouse 1 year ago

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

429Men 7 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 5 months ago

Fast joi defiance hawt tgirl large ramrod and biggest spunk fountain

Fast joi defiance hawt tgirl large ramrod and biggest spunk fountain

ShemaleSin 3 years 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

The Tennis Match Turns Into A Steamy 3some With Jewelz, Eva, And Emma

The Tennis Match Turns Into A Steamy 3some With Jewelz, Eva, And Emma

Eporner 10 months ago

HAWT ALTERNATIVE TGIRL EDGING DEFIANCE *TRY NOT TO CUM GAME*

HAWT ALTERNATIVE TGIRL EDGING DEFIANCE *TRY NOT TO CUM GAME*

ShemaleSin 4 years ago

Asia Devil Mireja VS Flavia Da Monza (TS CHALLENGE NEW)

Asia Devil Mireja VS Flavia Da Monza (TS CHALLENGE NEW)

BeMyHole 2 years ago

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

LesbianBliss 1 week ago

”T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn”

”T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn”

ThePornstar 1 year ago

First Tinder Date with a Busty Girl p1

First Tinder Date with a Busty Girl p1

FapCat 1 year ago

24 Hours with My Fuck Machine: Can I Handle It?

24 Hours with My Fuck Machine: Can I Handle It?

xHamster 1 year ago

Here We Goes The CHALLENGE FIGHT, On Ring Isabelli VS Luana

Here We Goes The CHALLENGE FIGHT, On Ring Isabelli VS Luana

BeMyHole 2 years ago

SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!

SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!

xHamster 2 years ago

Mixed Gender Threesome With Emily Willis, Natalie Mars And Dante Colle

Mixed Gender Threesome With Emily Willis, Natalie Mars And Dante Colle

Eporner 10 months ago

First Tinder Date with a Busty Girl p2

First Tinder Date with a Busty Girl p2

FapCat 1 year ago

Natally Vs Arianna Extreme Challenge) With Jocelyn Foxx

Natally Vs Arianna Extreme Challenge) With Jocelyn Foxx

PePorn 3 months ago

Here we goes the CHALLENGE FIGHT, on ring Keylla VS Linda

Here we goes the CHALLENGE FIGHT, on ring Keylla VS Linda

xHamster 2 years ago

The Tight Hole of the Banana Tree Is Delicious

63% HD 0:39 / 6:05

The Tight Hole of the Banana Tree Is Delicious

FapHouse 4 months ago

three HOUR TRY NOT TO CUM EDGING DEFIANCE FULL VIDEO

three HOUR TRY NOT TO CUM EDGING DEFIANCE FULL VIDEO

SortPorn 2 years ago

Ebony beauty Brooke Morgan solo

66% HD 0:39 / 23:07

Ebony beauty Brooke Morgan solo

FapHouse 3 years ago

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Pornwhite 9 months ago

”Sizzling transgender Natalie Mars drilled by a white dong”

”Sizzling transgender Natalie Mars drilled by a white dong”

Faptor 1 year ago

Bigtits Here We Goes The CHALLENGE FIGHT 187, On Ring Victoria VS Andrea

Bigtits Here We Goes The CHALLENGE FIGHT 187, On Ring Victoria VS Andrea

BeMyHole 2 years ago

Femboy Foot and Dinky Tease

Femboy Foot and Dinky Tease

GayDudesFucking 2 weeks ago

Shemale stepmom Ariel Demure 3some anal

Shemale stepmom Ariel Demure 3some anal

FetishShrine 3 years ago

Jade Venus fucks her voluptuous voluptuous friends Olivia Jay and Little Puck

Jade Venus fucks her voluptuous voluptuous friends Olivia Jay and Little Puck

Pornwhite 2 weeks ago

Japanese Cross-Dresser Kaoru Oshima Thrills in Subtitled Threesome Action

Japanese Cross-Dresser Kaoru Oshima Thrills in Subtitled Threesome Action

SexFex 6 months ago

Mastix Tugjob Spunk Flow Tranny Sissy Cum

Mastix Tugjob Spunk Flow Tranny Sissy Cum

ShemaleSin 2 years ago

Hanna Rios Vs Asia Devil Mireja (ts Challenge New Edition)

Hanna Rios Vs Asia Devil Mireja (ts Challenge New Edition)

getTranny 2 years ago

Busty Latina Transsexual Takes Double Anal In Her Ass

Busty Latina Transsexual Takes Double Anal In Her Ass

xHamster 4 years ago

Tgilrs Challenge (round 23) - Marla 25 Cm Vs Daniela 20 Cm

Tgilrs Challenge (round 23) - Marla 25 Cm Vs Daniela 20 Cm

getTranny 3 years ago

Tgilrs Challenge (round 24) - Valesca Sargentely 25 Cm Vs

Tgilrs Challenge (round 24) - Valesca Sargentely 25 Cm Vs

getTranny 3 years ago

Tgilrs Challenge (round 13) - Nikolly Gaucha 25 Cm Vs

Tgilrs Challenge (round 13) - Nikolly Gaucha 25 Cm Vs

getTranny 3 years ago

Tgilrs Challenge (round 41) - Chris Christal 22 Cm Vs Dafne

Tgilrs Challenge (round 41) - Chris Christal 22 Cm Vs Dafne

getTranny 2 years ago

”Blonde Mesmerizing Audrey Madison Shows Off With JOI”

”Blonde Mesmerizing Audrey Madison Shows Off With JOI”

TransHero 1 month ago

Big Boob And Brazilian TGilrs CHALLENGE (round 27) - Priscilla Beckam 20 Cm VS

Big Boob And Brazilian TGilrs CHALLENGE (round 27) - Priscilla Beckam 20 Cm VS

BeMyHole 2 years ago

Jerk Off challenge by Asian Transgirl

Jerk Off challenge by Asian Transgirl

Lesbian8 5 months ago

Sisk pantyhose challenge ep3.1: shiny white

Sisk pantyhose challenge ep3.1: shiny white

XXXShemalePorn 2 years ago

D.VA JOI EDGE Defiance Try Not To Cum CG Comics Unscensored Metronome

D.VA JOI EDGE Defiance Try Not To Cum CG Comics Unscensored Metronome

ShemaleSin 8 months ago

TRANSVR - Cutie Spite Ended Up Fucking Her Housemate

TRANSVR - Cutie Spite Ended Up Fucking Her Housemate

SleazyNEasy 1 year ago

TGilrs CHALLENGE (round 30) - Keyla Marquesi 24 cm VSTauana

TGilrs CHALLENGE (round 30) - Keyla Marquesi 24 cm VSTauana

xHamster 3 years ago

”Aliana 10 dick cumload challenge accepted”

”Aliana 10 dick cumload challenge accepted”

TransHero 1 month ago

”Katy Leon - Monstercocking Katy Leon - Tranny Porn”

”Katy Leon - Monstercocking Katy Leon - Tranny Porn”

TransHero 3 years ago

A crossdresser roped in an armbinder and ball-gagged, incapable to unwind the bonds

A crossdresser roped in an armbinder and ball-gagged, incapable to unwind the bonds

4Gay 5 months ago

GROOBY GIRLS - Compilation Updates 29th Apr to 3rd May '24

GROOBY GIRLS - Compilation Updates 29th Apr to 3rd May '24

Pornwhite 1 year ago

College Cheerleader Has an Illicit Affair

College Cheerleader Has an Illicit Affair

FapHouse 1 year ago

Bro Seeking Bro: A Passionate Splashdown Into The Wet

Bro Seeking Bro: A Passionate Splashdown Into The Wet

GayPorn.video 3 months ago

Step Into the Inviting Warmth of the Shower with Me, Adorned in Your Stylish One-piece Swimsuit Let's Create a Hot Wet Moment

65% HD 1:01 / 11:25

Step Into the Inviting Warmth of the Shower with Me, Adorned in Your Stylish One-piece Swimsuit Let's Create a Hot Wet Moment

FapHouse 1 year ago

”Rubik Competition”

”Rubik Competition”

LesbianBliss 2 weeks ago

camilla 20 cm vs jolie 25 cm trnsgender challenge 129 x

camilla 20 cm vs jolie 25 cm trnsgender challenge 129 x

Pornwhite 5 months ago

BEST OF SCOUT LONDON TRANS GIRL COMPILATION

BEST OF SCOUT LONDON TRANS GIRL COMPILATION

FapCat 3 years ago

Tgilrs Challenge (round 22) - Valesca Sargentely 23 Cm Vs

Tgilrs Challenge (round 22) - Valesca Sargentely 23 Cm Vs

AbTranny 2 years ago

Behind The Why I Dont Use A Gopro For Cockblock Frot Intimaly Tsanna The Doll Close Up

Behind The Why I Dont Use A Gopro For Cockblock Frot Intimaly Tsanna The Doll Close Up

Pornzona 1 week ago

Sexy Butt Ebony Trans Sex Doll Jacking Off On Webcam

Sexy Butt Ebony Trans Sex Doll Jacking Off On Webcam

Eporner 5 years ago

Edging game

TrannyGem 2 years ago

Cute College Female On Cam

Cute College Female On Cam

Sheshaft 1 year ago

My father-in-law takes on challenges boldly

My father-in-law takes on challenges boldly

SexTubeSpot 1 year ago

TS Girl Casey Kisses Fucks A Huge Tittied Woman

TS Girl Casey Kisses Fucks A Huge Tittied Woman

ALOTPorn 8 months ago

JUDE LYNX — SEDUCING AND FUCKING HARD HIS BIG CLIT FTM INSIDE THE PANTIES

JUDE LYNX — SEDUCING AND FUCKING HARD HIS BIG CLIT FTM INSIDE THE PANTIES

Pornzona 2 weeks ago

Sissy Jessica Bloom Eats Her Own Cum off a Cake! - Edging Sounding and Cumplay

62% HD 1:01 / 19:46

Sissy Jessica Bloom Eats Her Own Cum off a Cake! - Edging Sounding and Cumplay

FapHouse 1 year ago

TRANSGENDER PRINCESS JIZM COMPILATION STAMINA CONTEST PART two - Can you make it to the end ?

TRANSGENDER PRINCESS JIZM COMPILATION STAMINA CONTEST PART two - Can you make it to the end ?

TrannyGem 8 months ago

Sweaty Dirty Creamy Black Panty Cardio

HD 0:39 / 47:13

Sweaty Dirty Creamy Black Panty Cardio

FapHouse 10 months ago

Latina Tgirl's Monster Dick Jerks Off in Raw POV Cum Challenge

Latina Tgirl's Monster Dick Jerks Off in Raw POV Cum Challenge

Pornicom 2 weeks ago

Banging Family - Sharing is caring - step-sisters' edition

HD 1:01 / 27:53

Banging Family - Sharing is caring - step-sisters' edition

FapHouse 4 years ago

JXHXN - ADULT VERSION OF TIKTOK COMPILATION

JXHXN - ADULT VERSION OF TIKTOK COMPILATION

FapCat 2 years ago

Jade Venus fucks her hot sexy friends Olivia Jay and Little Puck

Jade Venus fucks her hot sexy friends Olivia Jay and Little Puck

Katestube 2 weeks ago

Must-see moment from "Finally all in with the ultimate challenge - Dick Rambone to the balls"

Must-see moment from "Finally all in with the ultimate challenge - Dick Rambone to the balls"

xHamster 4 months ago

Expert cunnilingus tips from Xxlayna Marie to boyfriend

Expert cunnilingus tips from Xxlayna Marie to boyfriend

XXXShake 2 years ago

Attempt Not To Spunk Compete

Attempt Not To Spunk Compete

TrannyGem 3 years ago

LADY GAGA Gets Fucked in Hotel Room Anal

LADY GAGA Gets Fucked in Hotel Room Anal

FapCat 1 year ago

Brunette Shemale Masturbating Her Prick

Brunette Shemale Masturbating Her Prick

Sheshaft 1 week ago

JoHNNY DEPP Lets Cum Together 2 Cumshots

JoHNNY DEPP Lets Cum Together 2 Cumshots

FapCat 1 year ago

Jasmine_dlight - Shemale Fucking the Biggest Anal Dildo Ever Record Extreme Insertion

Jasmine_dlight - Shemale Fucking the Biggest Anal Dildo Ever Record Extreme Insertion

FapHouse 2 months ago

College Cheerleader Has an Illicit Affair

College Cheerleader Has an Illicit Affair

FapHouse 1 year ago

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