Challenge Videos - Trans (3,778)

The German Nymphos Challenge!!! - (episode #01)

The German Nymphos Challenge!!! - (episode #01)

xHamster 2 years ago

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

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

xHamster 2 years ago

HUGE MONSTERS CHALLENGE FOR THE SISSY SLUT

HUGE MONSTERS CHALLENGE FOR THE SISSY SLUT

Clips4sale 2 years ago

Hold it in challenge - King Cock 12 inch balls deep and holding

Hold it in challenge - King Cock 12 inch balls deep and holding

xHamster 3 years ago

Sissy Task Of The Day #2

Sissy Task Of The Day #2

Clips4sale 3 years ago

Beautiful Post-Op Swallows My Seed

46% HD 0:30 / 13:39

Beautiful Post-Op Swallows My Seed

Clips4sale 3 years ago

Transsexual Anal Challenge in Brazil - Episode #05

62% HD 0:39 / 26:02

Transsexual Anal Challenge in Brazil - Episode #05

FapHouse 5 years ago

Shemale Blowjob Challenge Will Suck it All

Shemale Blowjob Challenge Will Suck it All

ProPorn 4 years ago

Casey finally begin her groundbreaking career in the adult industry with a steamy threesome

Casey finally begin her groundbreaking career in the adult industry with a steamy threesome

Pervclips 4 years ago

Crossdresser in chastity and his daily dildo challenge

Crossdresser in chastity and his daily dildo challenge

xHamster 4 years ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

Tranny.one 3 years ago

Fernanda 20 Cm Vs Rosy 23 Cm Challenge 141) - Teaser Video

Fernanda 20 Cm Vs Rosy 23 Cm Challenge 141) - Teaser Video

getTranny 3 years ago

Elisabet Vs Veronica! (ts Challenge New Edition)

Elisabet Vs Veronica! (ts Challenge New Edition)

getTranny 3 years ago

Giselle 22 Cm Vs Danny 20 Cm Challenge 144)

Giselle 22 Cm Vs Danny 20 Cm Challenge 144)

getTranny 3 years ago

Olivia 23 Cm Vs Karol 22 Cm Challenge 156)

Olivia 23 Cm Vs Karol 22 Cm Challenge 156)

getTranny 3 years ago

Tgilrs Challenge (round 45) - Dafne 22 Cm Vs Keylla Marques - Teaser Video

Tgilrs Challenge (round 45) - Dafne 22 Cm Vs Keylla Marques - Teaser Video

getTranny 3 years ago

Raissa 23 Cm Vs Sabrina 22 Cm Challenge 126)

Raissa 23 Cm Vs Sabrina 22 Cm Challenge 126)

getTranny 3 years ago

From Model to Muse: A Journey of Personal Evolution

From Model to Muse: A Journey of Personal Evolution

xHamster 3 years ago

Achieving the impossible: overcoming challenges to achieve success

Achieving the impossible: overcoming challenges to achieve success

XXXShemalePorn 2 years ago

”Sizzling transgender Natalie Mars drilled by a white dong”

”Sizzling transgender Natalie Mars drilled by a white dong”

4Wank 2 years ago

Aeva rhone takes on sexy sports challenge: sucking and getting fucked

Aeva rhone takes on sexy sports challenge: sucking and getting fucked

XXXShemalePorn 2 years ago

Priscilla Vs Jennyfer Extreme Challenge)

Priscilla Vs Jennyfer Extreme Challenge)

getTranny 3 years ago

Tgilrs Challenge (round 49) - Luna Marks 22 Cm Vs Kiara 20 - Teaser Video

Tgilrs Challenge (round 49) - Luna Marks 22 Cm Vs Kiara 20 - Teaser Video

getTranny 3 years ago

hot tranny kalliny nomura fucks the technician and cums in his mouth dt531

HD 0:59 / 33:37

hot tranny kalliny nomura fucks the technician and cums in his mouth dt531

AnalVids 2 years ago

Trap attempts big black dildo challenge

Trap attempts big black dildo challenge

ManPorn 2 years ago

Sexy heshe wanks off her big johnson on webcam

Sexy heshe wanks off her big johnson on webcam

Sheshaft 6 years ago

Tranny nurse measures cock size

Tranny nurse measures cock size

Fapnado 5 years ago

Locked Up and Toying Around: A Crossdresser Man`s Chastity Challenge

Locked Up and Toying Around: A Crossdresser Man`s Chastity Challenge

ManPorn 7 years ago

Girlfriend isn't Just Stronger Than You- Her Dick is Bigger Too! (ID #1832 HD 1080)

57% HD 0:11 / 10:06

Girlfriend isn't Just Stronger Than You- Her Dick is Bigger Too! (ID #1832 HD 1080)

Clips4sale 4 years ago

Uber shemale slut Natalie Mars is making sure she doesnt walk right for weeks

Uber shemale slut Natalie Mars is making sure she doesnt walk right for weeks

Yeswegays 3 years ago

”Who has the bigger cock dear, you or me? - Angelina Please”

”Who has the bigger cock dear, you or me? - Angelina Please”

TransHero 5 years ago

Ts Chanel Santini fucks dudes and enjoys anal reaming in group

Ts Chanel Santini fucks dudes and enjoys anal reaming in group

Eporner 4 years ago

Ts Chanel Santini fucks dudes and enjoys anal reaming in group

Ts Chanel Santini fucks dudes and enjoys anal reaming in group

Pornicom 4 years ago

Queen Natalie Mars licking Snow White Emily Willis sweet muffin

Queen Natalie Mars licking Snow White Emily Willis sweet muffin

Katestube 4 years ago

Ultra long snake dildo in my anal - Almost all in

Ultra long snake dildo in my anal - Almost all in

xHamster 4 years ago

jacking off her lovely johnson

jacking off her lovely johnson

Sheshaft 6 years ago

Bisexual Pervert Cum Challenge 8 Wih CEI

Bisexual Pervert Cum Challenge 8 Wih CEI

TrannyGem 7 years ago

Jane Wilde sucking the queens girl dick while getting pounded from behind

Jane Wilde sucking the queens girl dick while getting pounded from behind

Katestube 4 years ago

Anal Stretching with Kalin - part 2

HD 0:57 / 20:38

Anal Stretching with Kalin - part 2

Clips4sale 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

Ts Chanel Santini fucks dudes and enjoys anal reaming in group

Ts Chanel Santini fucks dudes and enjoys anal reaming in group

Wankoz 4 years ago

Busty Latina transsexual takes double anal in her ass

HD 0:39 / 36:01

Busty Latina transsexual takes double anal in her ass

FapHouse 4 years ago

Fuck Me All You Want

Fuck Me All You Want

PornDR 4 years ago

Tgilrs Challenge (round 14) - Fernanda Vasconcelos 22 Cm Vs

Tgilrs Challenge (round 14) - Fernanda Vasconcelos 22 Cm Vs

getTranny 3 years ago

Jane's challenge from erofights day4

Jane's challenge from erofights day4

xHamster 3 years ago

I train my ass for your big hard cock

I train my ass for your big hard cock

xHamster 3 years ago

2 great huge cocks for an hot Brazilian transsexual...

HD 0:39 / 16:14

2 great huge cocks for an hot Brazilian transsexual...

FapHouse 5 years ago

Latina teen shemale drilled bareback

HD 0:39 / 27:09

Latina teen shemale drilled bareback

FapHouse 7 years ago

flawless and fantastic femboi

53% 0:11 / 27:13

flawless and fantastic femboi

Clips4sale 1 year ago

Ladyboy Cowgirl Challenge: Winner Is?

Ladyboy Cowgirl Challenge: Winner Is?

aShemaleTube 5 years ago

ColbyKnox - Very juicy crossdresser challenge

ColbyKnox - Very juicy crossdresser challenge

GayPorn.video 3 years ago

Sissy Task Of The Day #4

Sissy Task Of The Day #4

LoyalFans 3 years ago

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

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

4Wank 2 years ago

The Great American Challenge

The Great American Challenge

xHamster 2 years ago

Ftm Collegeboy Takes a Pussy Fucking Break

HD 0:39 / 13:49

Ftm Collegeboy Takes a Pussy Fucking Break

FapHouse 2 years ago

Step-Sis is Definitively The Strongest with The Biggest Cock (ID # 1781 HD 1080rez)

HD 0:11 / 15:26

Step-Sis is Definitively The Strongest with The Biggest Cock (ID # 1781 HD 1080rez)

Clips4sale 2 years ago

Beachball challenge

Beachball challenge

Clips4sale 1 year ago

”Embracing Challenges: Overcoming Tough Situations”

”Embracing Challenges: Overcoming Tough Situations”

IFuckedYourGF 1 year ago

Gracie and King were caught up in the heat of the moment

Gracie and King were caught up in the heat of the moment

SleazyNEasy 2 years ago

Fernanda 20 Cm Vs Hann 22 Cm Challenge

Fernanda 20 Cm Vs Hann 22 Cm Challenge

getTranny 2 years ago

Transsexual anal challenge in Brazil - Episode #13

Transsexual anal challenge in Brazil - Episode #13

xHamster 2 years ago

Transsexual anal challenge in Brazil - Episode #17

Transsexual anal challenge in Brazil - Episode #17

xHamster 2 years ago

Hot Amateur T-girl On Chick Action Live

Hot Amateur T-girl On Chick Action Live

Sheshaft 2 years ago

Sisk pantyhose challenge ep3.2: masturbation to climax

Sisk pantyhose challenge ep3.2: masturbation to climax

XXXShemalePorn 2 years ago

Young transsexual pleasure...the she male challenge

Young transsexual pleasure...the she male challenge

xHamster 2 years ago

King Noire sucks Gracie Jane trans dick and them rims her asshole

King Noire sucks Gracie Jane trans dick and them rims her asshole

Eporner 2 years ago

Sissygasm Challenge Day 1 - Sissy Trap Boy Rides Dildo

Sissygasm Challenge Day 1 - Sissy Trap Boy Rides Dildo

BeMyHole 5 years ago

”Katy Leon - Monstercocking Katy Leon”

”Katy Leon - Monstercocking Katy Leon”

Faptor 2 years ago

”The tennis match turns into a steamy threeway with Jewelz, Eva, & Emma”

”The tennis match turns into a steamy threeway with Jewelz, Eva, & Emma”

Trashreality 1 year ago

Alexa Readman Loves Taking BBC All the Way

Alexa Readman Loves Taking BBC All the Way

xHamster 1 year ago

Super Sweaty Lower Body Workout Day1

HD 0:39 / 45:45

Super Sweaty Lower Body Workout Day1

FapHouse 1 year ago

Fuck machine and videogames

Fuck machine and videogames

FapHouse 4 years ago

No Nut Challenge Failed

No Nut Challenge Failed

Some.Porn 1 year 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

Mikaela Lilyskin A challenging self facial

Mikaela Lilyskin A challenging self facial

aShemaleTube 1 year ago

”TRANSFIXED Prince & the Shemale Queen sharing Snow White's muff - Emily Willis, Natalie Mars & Dante Colle”

”TRANSFIXED Prince & the Shemale Queen sharing Snow White's muff - Emily Willis, Natalie Mars & Dante Colle”

Rainblow 1 year ago

”TBabe university beauty Janelle Fennec is the new chick in the town”

”TBabe university beauty Janelle Fennec is the new chick in the town”

Trashreality 1 year ago

Perversions Freaky Sissy Training POV

HD 1:01 / 11:07

Perversions Freaky Sissy Training POV

FapHouse 2 years ago

TRANSSENSUAL Shemale And Female Couple Fucks A Dude - Jenna Gargles, Haley Reed

TRANSSENSUAL Shemale And Female Couple Fucks A Dude - Jenna Gargles, Haley Reed

Eporner 1 year ago

Futanari Milk Challenge 2

Premium HD 5:52

Futanari Milk Challenge 2

xnxxGold 11 months ago

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Pervclips 1 year ago

TS Girl Casey Kisses Fucks A Huge Tittied Woman

TS Girl Casey Kisses Fucks A Huge Tittied Woman

ALOTPorn 11 months ago

AB2503 Sexy feet secretary 50cm long dildo challenge 美腿秘书50公分假阳具大挑战

AB2503 Sexy feet secretary 50cm long dildo challenge 美腿秘书50公分假阳具大挑战

aShemaleTube 1 year ago

Edging and Tormenting My Huge Chick Schlong Until I Can't Take It Anymore

Edging and Tormenting My Huge Chick Schlong Until I Can't Take It Anymore

TrannyGem 11 months ago

TS Chanel Santini fucks inked hunk throat vigorous

TS Chanel Santini fucks inked hunk throat vigorous

ALOTPorn 1 year ago

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Pornwhite 1 year ago

ADULT TIME - Sexy T-Girl Izzy Wilde Challenges Her GF Cami Strella To Sex Battle To Settle Argument!

ADULT TIME - Sexy T-Girl Izzy Wilde Challenges Her GF Cami Strella To Sex Battle To Settle Argument!

Cremz 1 year ago

Lesbian Pee Swallowing Girls - Threesome Pee Challenge

Lesbian Pee Swallowing Girls - Threesome Pee Challenge

XVideosRed 9 months ago

The challenge of putting a tennis ball in your ass!

The challenge of putting a tennis ball in your ass!

xHamster 10 months ago

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session! - Jaq Quicksilver - strapon, game, ftm, praise - 1080p mp4

HD 0:29 / 12:14

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session! - Jaq Quicksilver - strapon, game, ftm, praise - 1080p mp4

Clips4sale 10 months ago

Hood Vibrator with Latex Layers - Mobile

HD 0:27 / 15:50

Hood Vibrator with Latex Layers - Mobile

Clips4sale 9 months ago

Sissy trys to jizm in purity

Sissy trys to jizm in purity

TrannyGem 9 months ago

Big Cock Transsexual Gives Deep Anal To Big Tits MILF

Premium HD 33:21

Big Cock Transsexual Gives Deep Anal To Big Tits MILF

Sheer 1 year ago

TGilrs CHALLENGE “FIGHT 16”, on ring Raffaella L. & Amanda L. Vs Raffaella L.

Premium HD 39:07

TGilrs CHALLENGE “FIGHT 16”, on ring Raffaella L. & Amanda L. Vs Raffaella L.

Sheer 3 years ago

TGilrs CHALLENGE “FIGHT 36”, on ring Litizia L. Vs Leticia F.

Premium HD 41:30

TGilrs CHALLENGE “FIGHT 36”, on ring Litizia L. Vs Leticia F.

Sheer 3 years ago

Slutty Faggot For BBC

Slutty Faggot For BBC

Clips4sale 3 years ago

TS Female Natalie Mars Does Anal In A Threesome

TS Female Natalie Mars Does Anal In A Threesome

Sheshaft 10 months ago

”Misty Stone & Natassia Dreams have tremendous sex”

”Misty Stone & Natassia Dreams have tremendous sex”

Zatube 1 year 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

Futa cock to cock battle and fucking: Poolside Showdown 720p

Futa cock to cock battle and fucking: Poolside Showdown 720p

Clips4sale 10 months ago

Tracer's Challenge

Tracer's Challenge

Eporner 9 months ago

”Misty Stone & Natassia Dreams have tremendous sex”

”Misty Stone & Natassia Dreams have tremendous sex”

ThePornstar 1 year ago

Stepmommy's Dirtiest BBC Faggot

65% 0:21 / 11:40

Stepmommy's Dirtiest BBC Faggot

Clips4sale 1 year ago

Sissy Boy's Anal Adventure with Toys

Sissy Boy's Anal Adventure with Toys

GayVids 10 months ago

Anal Beads, Buttplug and Biggest Sex toy - Anal Training Cumslut Jessica Bloom

Anal Beads, Buttplug and Biggest Sex toy - Anal Training Cumslut Jessica Bloom

ShemaleSin 1 year ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 4 OF 5 - MP4

68% 0:18 / 5:05

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 4 OF 5 - MP4

Clips4sale 1 year ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - FULL VERSION - MP4

61% 0:31 / 27:27

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - FULL VERSION - MP4

Clips4sale 1 year ago

Empty Your Nuts with Me Jerk Off Instructions ft Princess Colleen

Empty Your Nuts with Me Jerk Off Instructions ft Princess Colleen

TransTube.tv 1 year ago

Femboy jerks off and cums, can u keep up?

Femboy jerks off and cums, can u keep up?

ShemaleSin 1 year ago

”Mixed gender threeway with Emily Willis, Natalie Mars & Dante Colle”

”Mixed gender threeway with Emily Willis, Natalie Mars & Dante Colle”

Trashreality 1 year ago

”GROOBY.CLUB: PIETRA RADI & DANTE!”

”GROOBY.CLUB: PIETRA RADI & DANTE!”

Zatube 1 year ago

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

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

Rainblow 1 year ago

”Embracing Challenges: Overcoming Tough Situations”

”Embracing Challenges: Overcoming Tough Situations”

Rainblow 1 year ago

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 5 OF 5 - WMV

55% 0:18 / 7:26

SHEMALE DOMINATION - 60 - AGATHA MELO & VICK MENAGE - CLIP 5 OF 5 - WMV

Clips4sale 1 year ago

Samara de Macedo Gangbang

Samara de Macedo Gangbang

Some.Porn 1 year ago

Wild Ride on a Monster Dildo! 7.6 Inch Challenge

65% 1:01 / 24:06

Wild Ride on a Monster Dildo! 7.6 Inch Challenge

FapHouse 1 year ago

Rope Tied Oil Catfight and Trib Fight

61% 0:30 / 10:08

Rope Tied Oil Catfight and Trib Fight

Clips4sale 1 year ago

Young transsexual pleasure...the she male challenge

HD 1:01 / 22:16

Young transsexual pleasure...the she male challenge

FapHouse 8 years ago

I Asked Stepbro to Shave my little Trans Ass but he had other Plans

I Asked Stepbro to Shave my little Trans Ass but he had other Plans

Katestube 1 year ago

Large Dong Trans Dominatrix-bitch Wank-for-Jack off Masturbation Defiance – 10-Minutes with Explosive Finish

Large Dong Trans Dominatrix-bitch Wank-for-Jack off Masturbation Defiance – 10-Minutes with Explosive Finish

ShemaleSin 1 year ago

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