Challenge Videos - Trans (4,359)

DEVILS FILM - Superstar Trans CHANEL SANTINI has been challenged To A Nasty Group sex PART 1

DEVILS FILM - Superstar Trans CHANEL SANTINI has been challenged To A Nasty Group sex PART 1

ShemaleSin 1 year ago

Kink Trans Danni Daniels Gia DiMarco Primary Evolution Quest Human TS Seduce Destroy

Kink Trans Danni Daniels Gia DiMarco Primary Evolution Quest Human TS Seduce Destroy

Pervclips 3 days ago

20181204 - cocotranse - fap challenge pmv - feminized

20181204 - cocotranse - fap challenge pmv - feminized

XXXShemalePorn 6 years ago

Stacy Bloom's Extreme Gangbang: DAP, Fist, Gapes, ButtRose, Golden Showers, and Creamy Finish

Stacy Bloom's Extreme Gangbang: DAP, Fist, Gapes, ButtRose, Golden Showers, and Creamy Finish

Jizzberry 4 years ago

Turkish TS Melis - Hallway Catwalk Challenge & Fucks 2 Customers with 9" Cock

Turkish TS Melis - Hallway Catwalk Challenge & Fucks 2 Customers with 9" Cock

aShemaleTube 5 years ago

Korra Del Rio Isabella Sorrenti Fuck

61% HD 0:39 / 35:52

Korra Del Rio Isabella Sorrenti Fuck

FapHouse 2 years ago

Playlist Edging Challenge

Playlist Edging Challenge

FapHouse 2 months ago

Wanking Machine Challenge T-girl v machine

58% HD 0:10 / 13:33

Wanking Machine Challenge T-girl v machine

LoyalFans 5 years ago

Open Challenge (Early Access)

Premium HD 33:43

Open Challenge (Early Access)

xnxxGold 3 months ago

wichsanleitung an tgirl wendy für dich ich zeig dir wie dude wichst! sexdoll realistic doll

wichsanleitung an tgirl wendy für dich ich zeig dir wie dude wichst! sexdoll realistic doll

Lesbian8 7 months ago

ANNA 24 cm VS Miss JULI 23 cm - (TGIRLS CHALLENGE 166)

ANNA 24 cm VS Miss JULI 23 cm - (TGIRLS CHALLENGE 166)

xHamster 3 years ago

Here we goes the CHALLENGE FIGHT 207, on ring Evelin VS Gemma

Here we goes the CHALLENGE FIGHT 207, on ring Evelin VS Gemma

xHamster 3 years ago

Kira's latest contest Is Getting bashed By A shelady And And father lad!

Kira's latest contest Is Getting bashed By A shelady And And father lad!

Transvids.tv 8 months ago

TGIRLSEX XXX - Ashley and Brooklyn Challenge For Wild Fuck

TGIRLSEX XXX - Ashley and Brooklyn Challenge For Wild Fuck

Fapnado 1 year ago

Here we goes the CHALLENGE FIGHT, on ring Bianca VS

Here we goes the CHALLENGE FIGHT, on ring Bianca VS

xHamster 3 years ago

TSSexual.com - Eva Maxim's athletic spit roast challenge

TSSexual.com - Eva Maxim's athletic spit roast challenge

UrGayPorn 2 weeks ago

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Pornzona 2 weeks ago

Buff Milfs

Some.Porn 1 year ago

”Krissy Lynn dares her holes to welcome Transgender Michelle Firestones meat”

”Krissy Lynn dares her holes to welcome Transgender Michelle Firestones meat”

ThePornstar 10 months ago

TGilrs CHALLENGE (round 17) - Aika Montanellii 22 cm VS

TGilrs CHALLENGE (round 17) - Aika Montanellii 22 cm VS

xHamster 3 years ago

Sissification Lecture "Ultimate Guide to Sissy Orgy Fucktoys" Veronica Taboo invites you to Sissy Academy

Sissification Lecture "Ultimate Guide to Sissy Orgy Fucktoys" Veronica Taboo invites you to Sissy Academy

TrannyGem 5 months ago

Anal riding with some big black and huge dildos wich fill me and pound my ass even deeper and harder

Anal riding with some big black and huge dildos wich fill me and pound my ass even deeper and harder

xHamster 4 months ago

No234 Suspended From a Ladder: Tuck-tuck Pussy Training

HD 0:39 / 11:35

No234 Suspended From a Ladder: Tuck-tuck Pussy Training

FapHouse 5 days ago

Brazilian And Latin TGilrs CHALLENGE - Luna Marks 22 Cm VS Kiara 20

Brazilian And Latin TGilrs CHALLENGE - Luna Marks 22 Cm VS Kiara 20

BeMyHole 3 years ago

Here we goes the CHALLENGE FIGHT, on ring Raissa VS Bianca

Here we goes the CHALLENGE FIGHT, on ring Raissa VS Bianca

xHamster 3 years ago

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

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

xHamster 3 years ago

Shemale Andreia Mel in some hot latina pussy

Shemale Andreia Mel in some hot latina pussy

xHamster 6 months ago

Lovely TRANSSEXUAL Challenges A Pump Her Arse Utter Of Jizm

Lovely TRANSSEXUAL Challenges A Pump Her Arse Utter Of Jizm

KeekAss 1 month ago

Fucking a fat mature lady can be very challenging especially when she is horny

Fucking a fat mature lady can be very challenging especially when she is horny

xHamster 2 years ago

Female Domination Teenager Mercilessly edges me with a Jerking Machine(Utter Version on OnlyFans @princesscrossed)

Female Domination Teenager Mercilessly edges me with a Jerking Machine(Utter Version on OnlyFans @princesscrossed)

TrannyGem 2 years ago

Fucked Here We Goes The CHALLENGE FIGHT 199, On Ring Beatrice VS Renata

Fucked Here We Goes The CHALLENGE FIGHT 199, On Ring Beatrice VS Renata

BeMyHole 2 years ago

TGilrs CHALLENGE (round 29) - Bruna Castro 20 cm VS Gemma

TGilrs CHALLENGE (round 29) - Bruna Castro 20 cm VS Gemma

xHamster 3 years ago

Cum in Panties - CEI JOI

56% HD 0:25 / 11:21

Cum in Panties - CEI JOI

Clips4sale 1 year ago

Performance test for stroke losers! Can you ruin your orgasm 10 times? JOI GERMAN DEUTSCH

Performance test for stroke losers! Can you ruin your orgasm 10 times? JOI GERMAN DEUTSCH

xHamster 3 months ago

Crossdress Iskra and here panties

Crossdress Iskra and here panties

xHamster 1 year ago

A Dance with Curiosity Unveiling the Unknown

A Dance with Curiosity Unveiling the Unknown

xHamster 1 year ago

GISELLE 22 cm VS DANNY 20 cm - (TGIRLS CHALLENGE 144)

GISELLE 22 cm VS DANNY 20 cm - (TGIRLS CHALLENGE 144)

xHamster 3 years ago

Big Big Boobs Gloria VS Melissa (Tgirls Extreme Challenge)

Big Big Boobs Gloria VS Melissa (Tgirls Extreme Challenge)

BeMyHole 3 years ago

The Janitor's Naughty Break

The Janitor's Naughty Break

Slutr 5 months ago

DEVILS FILM - Wild Bisexual Threesome With Wife Adira Allure And Two Big Cocks

DEVILS FILM - Wild Bisexual Threesome With Wife Adira Allure And Two Big Cocks

Some.Porn 1 year ago

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

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

xHamster 3 years ago

Pierce'd to Her Limit!

62% VR 0:39 / 27:07

Pierce'd to Her Limit!

FapHouse 1 year ago

thirty minutes no break deepthroat spitroast defiance!

thirty minutes no break deepthroat spitroast defiance!

ShemaleSin 3 years ago

September through December 2025 Cumpilation

September through December 2025 Cumpilation

xHamster 6 months ago

Ts Babi Antonella traps and blindfold Hex and have lots of fun with him (720p ENG-sub) Trans Woman - Trans Fucking - Trans Anal - Trans Domination - Trans Blowjob - Trans Ass Licking

70% HD 0:25 / 22:57

Ts Babi Antonella traps and blindfold Hex and have lots of fun with him (720p ENG-sub) Trans Woman - Trans Fucking - Trans Anal - Trans Domination - Trans Blowjob - Trans Ass Licking

Clips4sale 11 months ago

Here we goes the CHALLENGE FIGHT, on ring Alessandra VS

Here we goes the CHALLENGE FIGHT, on ring Alessandra VS

xHamster 3 years ago

Twitchy Femboy gets unmerciful edged by plaything!

Twitchy Femboy gets unmerciful edged by plaything!

Transvids.tv 1 year ago

Brazilian And Big Tits TGilrs CHALLENGE - Daniela Colucci 20 Cm VS Luana

Brazilian And Big Tits TGilrs CHALLENGE - Daniela Colucci 20 Cm VS Luana

BeMyHole 3 years ago

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

Sammi Smith in Chastity Cage Sucks Black Cock Interracial BBC

BallsNBoobs 3 months 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 3 years ago

Sophia & Ashley: Endurance Challenge

Sophia & Ashley: Endurance Challenge

ALOTPorn 1 month ago

Marcela Dimov in Command!

62% HD 1:01 / 23:11

Marcela Dimov in Command!

FapHouse 1 year ago

Spitroasted in wondrous underwear by two big fake-jizz-shotguns

Spitroasted in wondrous underwear by two big fake-jizz-shotguns

TransTube.tv 1 year 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 1 year ago

Gamers Battle For The Butt

Gamers Battle For The Butt

Some.Porn 9 months ago

Femboy Foot and Cock Tease

Femboy Foot and Cock Tease

Pornzona 4 days ago

Cute Teens Love Big Black Cock

Cute Teens Love Big Black Cock

Some.Porn 1 year ago

T-Girl in Rod Cell Heads Wild Wanting to Jizm // Climax Denial

T-Girl in Rod Cell Heads Wild Wanting to Jizm // Climax Denial

TrannyGem 4 years ago

Bonus Update

xHamster 1 month ago

Tatted TS Kelly Lovely rammed tgirl Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed tgirl Cassie Cummings in the kitchen

Sheshaft 1 year ago

Aylla Gattina Vs Sabrina Fernandez (ts Challenge New

Aylla Gattina Vs Sabrina Fernandez (ts Challenge New

getTranny 3 years ago

Asia Devil Mireja Vs Flavia Da Monza (ts Challenge New

Asia Devil Mireja Vs Flavia Da Monza (ts Challenge New

getTranny 3 years ago

Self-training 49. M-shaped leg spread challenge on a public beach

Self-training 49. M-shaped leg spread challenge on a public beach

xHamster 6 months ago

TGilrs CHALLENGE - Veronika Havenna 25 Cm

TGilrs CHALLENGE - Veronika Havenna 25 Cm

BeMyHole 2 years ago

Will you challenge me?

Will you challenge me?

MyTransfix 2 weeks ago

Lovely TRANSSEXUAL Challenges A Pump Her Butt Utter Of Jizz

Lovely TRANSSEXUAL Challenges A Pump Her Butt Utter Of Jizz

TrannyGem 1 month ago

Ts babe reach orgasm by jerking her stiff cock

Ts babe reach orgasm by jerking her stiff cock

VikiPorn 8 months ago

”TS Stars : 5 Hung Latinas vs 1 Guy Raw Orgy 4k”

”TS Stars : 5 Hung Latinas vs 1 Guy Raw Orgy 4k”

TransHero 6 years ago

EP21: Taming and Fucking Lots of Demons - Breeders of the Nephelym

EP21: Taming and Fucking Lots of Demons - Breeders of the Nephelym

xHamster 2 years ago

TGilrs CHALLENGE (round 05) - Daniela Colucci 20 cm VS Luana

TGilrs CHALLENGE (round 05) - Daniela Colucci 20 cm VS Luana

xHamster 3 years ago

Super intense anal sex with TS Leah Hayes

Super intense anal sex with TS Leah Hayes

Yeswegays 3 weeks ago

Latina Masseuse Gives Sensual Massage Before Taking Huge Cock

Latina Masseuse Gives Sensual Massage Before Taking Huge Cock

ALOTPorn 11 months ago

Teacher Hex’s practical class of biology with TS student girl Sophie (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking

66% HD 0:32 / 56:20

Teacher Hex’s practical class of biology with TS student girl Sophie (1080p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking

Clips4sale 1 year ago

Maha the Russian Trans MILF (part 2 of 2)

Maha the Russian Trans MILF (part 2 of 2)

FapHouse 3 weeks ago

Cursed Desires: Boy-Girl Transformation

59% 0:16 / 9:35

Cursed Desires: Boy-Girl Transformation

Clips4sale 2 years ago

Futa Shehulk fucks Spiderman after battle – Futa on Male

Futa Shehulk fucks Spiderman after battle – Futa on Male

xHamster 4 years ago

Unveiled Desires: A Tale of Cuckold, Hotwife

Unveiled Desires: A Tale of Cuckold, Hotwife

xHamster 2 years ago

No251 Daily Morning Cycling

No251 Daily Morning Cycling

xHamster 2 weeks ago

shemale dildo hero - edging challenge

shemale dildo hero - edging challenge

Tranny.one 4 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 3 years ago

Gamer Girl [Part 1]

4K 0:11 / 15:44

Gamer Girl [Part 1]

Clips4sale 4 years ago

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

UrGayPorn 10 months ago

JOI Secretary Trans Anal Whore

JOI Secretary Trans Anal Whore

xHamster 3 years ago

”Aurebeaureal, 33, is gradually gaining momentum...”

”Aurebeaureal, 33, is gradually gaining momentum...”

TransHero 6 months ago

TGilrs CHALLENGE (round 21) - Valesca Sargentely 22 cm VS

TGilrs CHALLENGE (round 21) - Valesca Sargentely 22 cm VS

xHamster 3 years ago

Kitty Cute Loves Her Huge Assets

Kitty Cute Loves Her Huge Assets

Some.Porn 1 year ago

Here we goes the CHALLENGE FIGHT, on ring Ingrid Vs Marcella

Here we goes the CHALLENGE FIGHT, on ring Ingrid Vs Marcella

xHamster 3 years ago

Gooning Challenge FTM Transmale Tattoo Piercings Pussy Fuck machine toy dildo riding finger anal emo

Gooning Challenge FTM Transmale Tattoo Piercings Pussy Fuck machine toy dildo riding finger anal emo

Itsrealamateurs 4 weeks ago

Jaqueline VS Dany (Tgirls Extreme Challenge)

Jaqueline VS Dany (Tgirls Extreme Challenge)

xHamster 3 years ago

Goth Study Buddy's Self Sucking Contest (CEI)

67% 0:30 / 33:30

Goth Study Buddy's Self Sucking Contest (CEI)

Clips4sale 2 years ago

Spitroasted in sexy lingerie by two big dildos

Spitroasted in sexy lingerie by two big dildos

Pornzona 3 months ago

Fed with cock milk all the way from the cradle to grave!

Fed with cock milk all the way from the cradle to grave!

Yeswegays 3 years ago

Coffee and SheDick Edge November edge challenge

Coffee and SheDick Edge November edge challenge

xHamster 7 months ago

Blake Lovely - Extreme Deepthroat - Swallowing Rodrigo Amor's Thick 10 Inch Monster Cock Gag Challenge

Blake Lovely - Extreme Deepthroat - Swallowing Rodrigo Amor's Thick 10 Inch Monster Cock Gag Challenge

Clips4sale 3 months ago

Muddy Chatting Stroke Compete - Straight, Trans or Homo

Muddy Chatting Stroke Compete - Straight, Trans or Homo

2BGay 2 years ago

becomingfemme - ash steele flawless and fantastic femboi

becomingfemme - ash steele flawless and fantastic femboi

TransDoe 2 years ago

UP CLOSE - How Gals Ejaculation With Stacked Trans Brittney Kade! SOLO TRANS ONANISM! TOTAL GIG

UP CLOSE - How Gals Ejaculation With Stacked Trans Brittney Kade! SOLO TRANS ONANISM! TOTAL GIG

TrannyGem 1 year ago

Annapaola 22 Cm Vs Miss July 20 Cm Challenge 135)

Annapaola 22 Cm Vs Miss July 20 Cm Challenge 135)

getTranny 3 years ago

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

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

Pornwhite 1 month ago

Bisexual Threesome Taste Off Challenge 4k

Bisexual Threesome Taste Off Challenge 4k

AbTranny 5 months ago

First to Cum Challenge - Veronica Sanders

First to Cum Challenge - Veronica Sanders

xHamster 1 year ago

Kink Trans Danni Daniels Gia DiMarco Primary Evolution Quest Human TS Seduce Destroy

Kink Trans Danni Daniels Gia DiMarco Primary Evolution Quest Human TS Seduce Destroy

FetishShrine 2 days ago

SUSANNA 25 cm VS TAMPIRES 21 cm - (TGIRLS CHALLENGE 139)

SUSANNA 25 cm VS TAMPIRES 21 cm - (TGIRLS CHALLENGE 139)

xHamster 3 years ago

massiv humiliation for sissy, hike in diapers

massiv humiliation for sissy, hike in diapers

xHamster 5 years ago

No Angel

Premium HD 27:05

TransAngels 6 years ago

CALAVERRECTION: I’m Hard. He’s Hard. You’re Just Begging.

CALAVERRECTION: I’m Hard. He’s Hard. You’re Just Begging.

Clips4sale 7 months ago

Who Comes First? Nasty JOI for Jerk off Losers! German Deutsch

42% HD 0:39 / 4:09

Who Comes First? Nasty JOI for Jerk off Losers! German Deutsch

FapHouse 5 months ago

Top Chef TS Cock Challenge

Top Chef TS Cock Challenge

TrannyGem 2 weeks ago

Stretching the Slut

61% HD 0:25 / 24:02

Stretching the Slut

IWantClips 2 weeks ago

Sexu trans girl Krystall Cox in pink fishnets riding a huge dildo

Sexu trans girl Krystall Cox in pink fishnets riding a huge dildo

xHamster 2 years ago

Pool Hall Hustle

69% HD 0:39 / 5:41

Pool Hall Hustle

FapHouse 3 years ago

Restrained Orgasm Challenge

65% HD 0:11 / 27:40

Restrained Orgasm Challenge

Clips4sale 3 years ago

Fresh widow tested a tgirl cock

Fresh widow tested a tgirl cock

Fapnado 4 years ago

Escobar is Too Big for Jully: She Can Barely Handle It

Escobar is Too Big for Jully: She Can Barely Handle It

xHamster 11 months ago

Sissification Lecture "Ultimate Guide to Sissy Lovemaking Playthings" Veronica Taboo invites you to Sissy Academy

Sissification Lecture "Ultimate Guide to Sissy Lovemaking Playthings" Veronica Taboo invites you to Sissy Academy

TransTube.tv 2 years ago

Extreme Double Fisting and Monster Strapon Pounding in a Shemale's Ass

Extreme Double Fisting and Monster Strapon Pounding in a Shemale's Ass

XXXShake 2 years 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 1 year ago

Tgilrs Challenge (round 44) - Jade 24 Cm Vs Renata Molina 23

Tgilrs Challenge (round 44) - Jade 24 Cm Vs Renata Molina 23

getTranny 3 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

DOUBLE ANAL Challenge!!! The Cruel

DOUBLE ANAL Challenge!!! The Cruel

Eporner 3 years ago

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