Challenge Videos - Trans (3,627)

Embrace the feminine side with crossdeeeing!

Embrace the feminine side with crossdeeeing!

Clips4sale 1 year ago

Gay porn addiction programming WMV

47% 0:11 / 6:07

Gay porn addiction programming WMV

Clips4sale 1 year ago

Camilla 20 Cm Vs Jolie 25 Cm Challenge

Camilla 20 Cm Vs Jolie 25 Cm Challenge

getTranny 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

”BRAZILIAN TRANSSEXUALS: New Trans Sexy Girl Brenda Christal”

”BRAZILIAN TRANSSEXUALS: New Trans Sexy Girl Brenda Christal”

Fapnow 1 year ago

Futanari Milk Challenge 3

Premium HD 6:03

Futanari Milk Challenge 3

XVideosRed 9 months ago

Haley Reed And TS Jade Venus's Chess Match Heats Up!

Haley Reed And TS Jade Venus's Chess Match Heats Up!

Eporner 10 months ago

TS Girl Emma Rose Enjoys Fucking A Brunette Girl

TS Girl Emma Rose Enjoys Fucking A Brunette Girl

ALOTPorn 10 months ago

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session! - Jaq Quicksilver - strapon, game, ftm, praise - 4k mp4

4K 0:29 / 12:14

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session! - Jaq Quicksilver - strapon, game, ftm, praise - 4k mp4

Clips4sale 8 months ago

submit to daddy s edging challenge: pov joi cum command session!

HD 0:29 / 12:14

submit to daddy s edging challenge: pov joi cum command session!

PornBox 8 months ago

: here is my beautiful buttocks

: here is my beautiful buttocks

xHamster 9 months ago

Vaping During the time that Giving U A JOI Part two

Vaping During the time that Giving U A JOI Part two

ShemaleSin 9 months ago

Futanari Milk Challenge 2

Premium HD 5:52

Futanari Milk Challenge 2

Sheer 9 months ago

The Killer Tranny Turns you Ambidextrous and now you are Faggot for your best friend Metronome Jerk Off Instructions

The Killer Tranny Turns you Ambidextrous and now you are Faggot for your best friend Metronome Jerk Off Instructions

TrannyGem 8 months ago

prostate massage in chastity cage PART 1

prostate massage in chastity cage PART 1

xHamster 8 months ago

futanari milk challenge 3

futanari milk challenge 3

PornBox 9 months ago

Secretdreamsfuta Intense Ride: Curvy Beauty Takes on Massive Challenge with Passion

Secretdreamsfuta Intense Ride: Curvy Beauty Takes on Massive Challenge with Passion

FapHouse 9 months ago

Valorant Try Not To Cum Compilation Metronome Defiance Comics CG Faphero Joi

Valorant Try Not To Cum Compilation Metronome Defiance Comics CG Faphero Joi

ShemaleSin 9 months ago

Hot Trans Asia Belle Returns For BBC Cum

Premium HD 27:09

Hot Trans Asia Belle Returns For BBC Cum

Sheer 2 years ago

TGilrs CHALLENGE “FIGHT 10”, on ring Tiffany K Vs Barbarella

Premium HD 41:28

TGilrs CHALLENGE “FIGHT 10”, on ring Tiffany K Vs Barbarella

Sheer 3 years ago

TGilrs CHALLENGE “FIGHT 24”, on ring Vallesca S. Vs Crystal M.

Premium HD 40:32

TGilrs CHALLENGE “FIGHT 24”, on ring Vallesca S. Vs Crystal M.

Sheer 3 years ago

TGilrs CHALLENGE “FIGHT 74”, on ring Larissa A. Vs Amanda F. & Isabelly F.

Premium HD 47:53

TGilrs CHALLENGE “FIGHT 74”, on ring Larissa A. Vs Amanda F. & Isabelly F.

Sheer 3 years ago

Another Hilarious Challenge I Come Across Today

HD 0:39 / 11:29

Another Hilarious Challenge I Come Across Today

FapHouse 10 months ago

Misty Stone fucks Natasha Dreams with a strapon

Misty Stone fucks Natasha Dreams with a strapon

Eporner 4 years ago

Sissy webcam challenge

Sissy webcam challenge

xHamster 5 months ago

Fuck Me All You Want

Fuck Me All You Want

MyLust 4 years ago

20181204 - cocotranse challenge - only girls

20181204 - cocotranse challenge - only girls

PornFreeNow 6 years ago

A New Challenge: the Pleasure of Anal Beads.

A New Challenge: the Pleasure of Anal Beads.

FapHouse 6 months ago

mmd r18 sexy thick princess sexy lewd face 3d hentai fap challenge futa

mmd r18 sexy thick princess sexy lewd face 3d hentai fap challenge futa

HentaiGem 2 years ago

Uperstar Trans Chanel Santini Has Been Challenged To A Naughty Gangbang

Uperstar Trans Chanel Santini Has Been Challenged To A Naughty Gangbang

PornUse 5 months ago

Arm Strength Challenge

Arm Strength Challenge

FapHouse 5 months ago

Uperstar Trans Chanel Santini Has Been Challenged To A Naughty Gangbang

Uperstar Trans Chanel Santini Has Been Challenged To A Naughty Gangbang

Xshemale 5 months ago

Krissy Lynn dares her holes to welcome TS Michelle Firestones pecker

Krissy Lynn dares her holes to welcome TS Michelle Firestones pecker

Sheshaft 6 months ago

Vicki's JOI Orgasm Challenge!

Vicki's JOI Orgasm Challenge!

FapHouse 1 year ago

oral fixation device bondage deepthroat challenge submissive tgirl slut

oral fixation device bondage deepthroat challenge submissive tgirl slut

PornBox 1 year ago

The Never Ending BDSM Challenge That Almost Took My Soul Continues

The Never Ending BDSM Challenge That Almost Took My Soul Continues

xHamster 1 year ago

Jade Venus and Haley Reed, are having a friendly chess match

Jade Venus and Haley Reed, are having a friendly chess match

Sheshaft 1 year ago

Wild Ride on a Monster Dildo! 7.6 Inch Challenge

65% 0:39 / 24:06

Wild Ride on a Monster Dildo! 7.6 Inch Challenge

FapHouse 1 year ago

Rope Tied Oil Catfight and Trib Fight wmv

Rope Tied Oil Catfight and Trib Fight wmv

Clips4sale 1 year ago

This turns them on so much that they decide to skip the match and get right to sex

This turns them on so much that they decide to skip the match and get right to sex

Sheshaft 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

Natally Vs Arianna Extreme Challenge) With Jocelyn Foxx

Natally Vs Arianna Extreme Challenge) With Jocelyn Foxx

PePorn 4 months ago

Here We Goes The Challenge Fight, On Ring Sabrina Vs Ariadny

Here We Goes The Challenge Fight, On Ring Sabrina Vs Ariadny

getTranny 3 months ago

Here We Goes The Challenge Fight, On Ring Rebecca Vs

Here We Goes The Challenge Fight, On Ring Rebecca Vs

getTranny 3 months ago

Deep Penetration of a Slut's Ass

Deep Penetration of a Slut's Ass

FapHouse 4 months ago

Latin Kimberly is was not shy at all

Latin Kimberly is was not shy at all

ALOTPorn 3 months ago

Starting Tonight

Starting Tonight

FapHouse 4 months ago

Deep Penetration of a Slut's Ass

Deep Penetration of a Slut's Ass

xHamster 3 months ago

Edging Challenge Day 1 3 Days of Cum 1028205

Edging Challenge Day 1 3 Days of Cum 1028205

xHamster 3 months ago

”TRANSFIXED Prince & the T-girl Queen sharing Snow White's snatch - Emily Willis, Natalie Mars & Dante Colle”

”TRANSFIXED Prince & the T-girl Queen sharing Snow White's snatch - Emily Willis, Natalie Mars & Dante Colle”

429Men 7 months ago

My Biggest Anal Plug in Ass!

HD 1:01 / 28:49

My Biggest Anal Plug in Ass!

FapHouse 4 months ago

Powerful moment from "The 30 minutes challenge for myself - Riding the 12 inch King Cock"

Powerful moment from "The 30 minutes challenge for myself - Riding the 12 inch King Cock"

xHamster 4 months ago

Watch live as shemale orts up to the challenge of hardcore sex with a stranger

Watch live as shemale orts up to the challenge of hardcore sex with a stranger

Pornwhite 2 months ago

Deepthroat challenge takes tgirl to her limit

Deepthroat challenge takes tgirl to her limit

Clips4sale 1 month ago

1. Užij si dvě dilda úchyle (joi,sextoy play,anal,cross-dressing,obedient,bi play,humiliation,cei)

1. Užij si dvě dilda úchyle (joi,sextoy play,anal,cross-dressing,obedient,bi play,humiliation,cei)

Amateur8 2 months ago

LP-53 Golden Chicken VS Hanzvanderkill

LP-53 Golden Chicken VS Hanzvanderkill

LoyalFans 1 year ago

i accompany a girl to a birthday and in the challenges we end up having sex pir to lose the challenge

i accompany a girl to a birthday and in the challenges we end up having sex pir to lose the challenge

PornBox 3 years ago

My father-in-law takes on challenges boldly

My father-in-law takes on challenges boldly

SexTubeSpot 1 year ago

”Gorgeous Raven-Haired Beauties Compete in a Steamy Widow's Showdown”

”Gorgeous Raven-Haired Beauties Compete in a Steamy Widow's Showdown”

TransHero 2 years ago

Stroke Challenge - Straight Trans Or Gay

Stroke Challenge - Straight Trans Or Gay

AbTranny 2 years ago

First Tinder Date with a Busty Girl p1

First Tinder Date with a Busty Girl p1

Fapcat 1 year ago

I'm Really Different Now Even Though I've Been Here for so Long.

I'm Really Different Now Even Though I've Been Here for so Long.

xHamster 5 months ago

Larissa Vs Lara Extreme Challenge)

Larissa Vs Lara Extreme Challenge)

Xshemale 4 months ago

Watch this inked-up brunette gagging on a sloppy shemale cock

Watch this inked-up brunette gagging on a sloppy shemale cock

Katestube 2 months ago

TS Chanel Santini Jerk Off Duel – Explosive Cumshot Action Recommended

TS Chanel Santini Jerk Off Duel – Explosive Cumshot Action Recommended

PornTopedia 2 months ago

NO MERCY ANAL COMPILATION TIGHT p3

NO MERCY ANAL COMPILATION TIGHT p3

Fapcat 1 year ago

I fuck my trans Stepsister in the ass

I fuck my trans Stepsister in the ass

Fapcat 1 year ago

Johnny Depp Random Bitches Cumshot Co p3

Johnny Depp Random Bitches Cumshot Co p3

Fapcat 1 year ago

Cosplay as Samara Morgan Butt Girl Tiffany Ciskiss Fucking Huge Dildo

Cosplay as Samara Morgan Butt Girl Tiffany Ciskiss Fucking Huge Dildo

xHamster 2 weeks ago

Metronome challenge try not to cum JOU

Metronome challenge try not to cum JOU

RedTube Unknown

Heat it up: a challenging task

Heat it up: a challenging task

ManPorn 1 month ago

”Bombshell Latin TS Thalia Modesto rides shaft like a pro”

”Bombshell Latin TS Thalia Modesto rides shaft like a pro”

LesbianBliss 1 month 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 1 month ago

Cum Challenge Compilation Part3

Cum Challenge Compilation Part3

Fapcat 1 year ago

Astolfo's Sissy Training (Hentai JOI) (Sissification, breathplay, Assplay,CEI, Fap the beat)Reupload

Astolfo's Sissy Training (Hentai JOI) (Sissification, breathplay, Assplay,CEI, Fap the beat)Reupload

Fapcat 3 years ago

Big Tits Asian Nicole Doshi Joins Shemale Sex

Big Tits Asian Nicole Doshi Joins Shemale Sex

ALOTPorn 6 months ago

”BLACK TGIRLS - Heads I Win-Tails You Lose!”

”BLACK TGIRLS - Heads I Win-Tails You Lose!”

Trashreality 4 weeks ago

Japanese Cross-Dresser Kaoru Oshima Thrills in Subtitled Threesome Action

Japanese Cross-Dresser Kaoru Oshima Thrills in Subtitled Threesome Action

Faporno 6 months ago

Johnny Depp Random Bitches Cumshot Co p5

Johnny Depp Random Bitches Cumshot Co p5

Fapcat 1 year ago

Nancy Thompson Foot Tickle & Chill 720p MP4

Nancy Thompson Foot Tickle & Chill 720p MP4

Clips4sale 11 months ago

Embracing the Unconventional: Life as a Big Ass Goth Trans Vampire

Embracing the Unconventional: Life as a Big Ass Goth Trans Vampire

xHamster 2 years ago

Anal Training

APClips 1 year ago

Challenging stereotypes: my journey as a male with a big cock and curvy body

Challenging stereotypes: my journey as a male with a big cock and curvy body

SexTubeSpot 1 year ago

”Stunning Latin shemale Thalia Modesto rides dick like a pro”

”Stunning Latin shemale Thalia Modesto rides dick like a pro”

ThePornstar 1 year ago

Anal Stretching with Kalin - part 2

Anal Stretching with Kalin - part 2

APClips 1 year ago

This monster was a real challenge!

This monster was a real challenge!

XVideos 1 year ago

The 34 Centimetre Rigid Challenge Taken up

The 34 Centimetre Rigid Challenge Taken up

xHamster 2 weeks ago

The cross-dresser puts a glass ball in her anus and writhes.

The cross-dresser puts a glass ball in her anus and writhes.

xHamster 6 months ago

TRANSFIXED - Masseuse Whitney Wright Rides Trans Client Ariel Demure's Dick For Ultimate Relaxation

TRANSFIXED - Masseuse Whitney Wright Rides Trans Client Ariel Demure's Dick For Ultimate Relaxation

Fapcat 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

Fapcat 10 months ago

Darcia - Upside-Down Saddle Ride with Big Tits Brunette Babe

Darcia - Upside-Down Saddle Ride with Big Tits Brunette Babe

Fapcat 9 months ago

Here We Goes The Challenge Fight 184, On Ring Mandy Vs Raphaella

Here We Goes The Challenge Fight 184, On Ring Mandy Vs Raphaella

PePorn 4 months ago

Bro Seeking Bro: Brawny Buddies Battle It Out In Court

Bro Seeking Bro: Brawny Buddies Battle It Out In Court

IceGayPorn 3 months ago

Ts babe reach orgasm by jerking her stiff cock

Ts babe reach orgasm by jerking her stiff cock

Wankoz 3 months ago

GROOBYVR - Leah Hayes Flirting with a Side of Mischief

GROOBYVR - Leah Hayes Flirting with a Side of Mischief

xHamster 3 months ago

Teen gets fucked by stepmom and her teacher

Teen gets fucked by stepmom and her teacher

Fapcat 10 months ago

Cumming at the same pont of time is nice-looking challenging! (G075)

Cumming at the same pont of time is nice-looking challenging! (G075)

Amateur8 2 months ago

”GROOBYVR - Miss Canadian Pie”

”GROOBYVR - Miss Canadian Pie”

4Wank 1 month ago

Labas Titi Challenge By Jakol Master

Labas Titi Challenge By Jakol Master

XVideos 7 years ago

j. shemale takes another huge dick as a challenge

j. shemale takes another huge dick as a challenge

XVideos 7 years ago

Young shemale takes some other huge one-eyed monster as a challenge

Young shemale takes some other huge one-eyed monster as a challenge

XVideos 7 years ago

Will you challenge me?

Will you challenge me?

YouPorn Unknown

Woke Up This Morning Feeling Like TS On TS

Woke Up This Morning Feeling Like TS On TS

Eporner 5 months ago

Larissa Vs Lara Extreme Challenge)

Larissa Vs Lara Extreme Challenge)

PePorn 4 months ago

Hot nipple massage challenge with hard cock and results.

Hot nipple massage challenge with hard cock and results.

XVideos 2 years ago

Young sheboy takes one more huge dick as a challenge

Young sheboy takes one more huge dick as a challenge

XVideos 7 years ago

Young shemale takes another biggest dick as a challenge

Young shemale takes another biggest dick as a challenge

XVideos 7 years ago

Big Load Tgilrs Challenge

Big Load Tgilrs Challenge

PePorn 4 months ago

Eve Carmilla Loves Sucking Cock

HD 0:11 / 22:19

Eve Carmilla Loves Sucking Cock

Clips4sale 3 years ago

Bianca Vs Hanna Extreme Challenge)

Bianca Vs Hanna Extreme Challenge)

getTranny 2 years ago

Hot Tranny Riding Dick

Hot Tranny Riding Dick

Sheshaft 1 year ago

Olivia Jay offers up her pussy as a challenge to Jade Venus and Little Puck

Olivia Jay offers up her pussy as a challenge to Jade Venus and Little Puck

Fetishpapa 1 month ago

Pov Boxing - Lissa

Pov Boxing - Lissa

Clips4sale 1 year ago

”The Haunting Seduction of Michael DelRay: A Supernatural Encounter with Natalie Mars”

”The Haunting Seduction of Michael DelRay: A Supernatural Encounter with Natalie Mars”

429Men 10 months ago

”Haley Reed & TBabe Jade Venus's chess match heats up!”

”Haley Reed & TBabe Jade Venus's chess match heats up!”

429Men 10 months ago

Cosplay Anal Fun with Asian Amateur Crossdresser

Cosplay Anal Fun with Asian Amateur Crossdresser

UrGayPorn 1 month ago

The 28 Centimetre Challenge Is Done

The 28 Centimetre Challenge Is Done

FapHouse 1 month ago

The 28 Centimetre Challenge Is Done

The 28 Centimetre Challenge Is Done

FapHouse 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

Katestube 1 month ago

Chloe Overlusts for Amy & Released Massive Cumload Into Sex-toy

Chloe Overlusts for Amy & Released Massive Cumload Into Sex-toy

ShemaleSin 1 month ago

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