Challenge Videos - Trans (3,475)

Gracie Jane challenges King Noire on how he will prove all he says

Gracie Jane challenges King Noire on how he will prove all he says

Pornicom 1 year ago

Doing Domme Gie's Challenge - Fake-Spear Riding Anal Invasion Foray Instructing

Doing Domme Gie's Challenge - Fake-Spear Riding Anal Invasion Foray Instructing

2BGay 1 year ago

tgilrs challenge fight 83 , on ring luana a. vs caroline m. & amanda f.

tgilrs challenge fight 83 , on ring luana a. vs caroline m. & amanda f.

SukaPorn 1 year ago

tgilrs challenge fight 92 , on ring deborah m. vs amanda a.

tgilrs challenge fight 92 , on ring deborah m. vs amanda a.

SukaPorn 1 year ago

tgilrs challenge fight 14 , on ring fernanda v. vs priscilla b.

tgilrs challenge fight 14 , on ring fernanda v. vs priscilla b.

SukaPorn 1 year ago

Pussy Free Loser Pledge 2021

HD 0:10 / 11:43

Pussy Free Loser Pledge 2021

LoyalFans 3 years ago

tgilrs challenge fight 95 , on ring barbara p. vs thays t.

tgilrs challenge fight 95 , on ring barbara p. vs thays t.

SukaPorn 1 year ago

tgilrs challenge fight 122 , on ring esmeralda b. vs esmeralda

tgilrs challenge fight 122 , on ring esmeralda b. vs esmeralda

SukaPorn 1 year ago

Despairing Femboy Squirms and Entreats but is Denied - Day 1

Despairing Femboy Squirms and Entreats but is Denied - Day 1

ShemaleSin 1 year ago

Shemale And Guy Mutual Blowjob

Shemale And Guy Mutual Blowjob

Eporner 1 year ago

VITTORIA 19 cm VS PAOLA 26 cm - (TGIRLS CHALLENGE 133)

VITTORIA 19 cm VS PAOLA 26 cm - (TGIRLS CHALLENGE 133)

xHamster 2 years ago

Japanese cougar exhibitionist gets creampie

HD 0:39 / 52:59

Japanese cougar exhibitionist gets creampie

FapHouse 5 years ago

Asia vs Europe Shootout Challenge

Asia vs Europe Shootout Challenge

Eporner 3 years ago

Flashing in a Busy Carpark

61% HD 0:39 / 6:28

Flashing in a Busy Carpark

FapHouse 1 year ago

Hands up if you feel like trans on trans action today, this one is for you

Hands up if you feel like trans on trans action today, this one is for you

SleazyNEasy 2 years ago

Graziela Vs Mel Extreme Challenge) - Teaser Video

Graziela Vs Mel Extreme Challenge) - Teaser Video

getTranny 2 years ago

Sissy in chastity in black lingerie and stockings riding 12.5 inch circumference dildo

Sissy in chastity in black lingerie and stockings riding 12.5 inch circumference dildo

xHamster 2 years ago

Tgilrs Challenge (round 42) - Renata Molina 22 Cm Vs Keylla - Teaser Video

Tgilrs Challenge (round 42) - Renata Molina 22 Cm Vs Keylla - Teaser Video

getTranny 2 years ago

Vittoria Vs Gisel (ts Challenge New Edition)

Vittoria Vs Gisel (ts Challenge New Edition)

getTranny 2 years ago

Suntanned Sissy

HD 0:49 / 21:55

Suntanned Sissy

Clips4sale 4 years ago

Girls pissing party and licking Deep Throat Challenge

Girls pissing party and licking Deep Throat Challenge

IcePorn 3 years ago

Shemale stepmom Ariel Demure 3some anal

Shemale stepmom Ariel Demure 3some anal

FetishShrine 3 years ago

Phat Ass Shemale Fernanda Cristine Barebacks a Man

HD 0:26 / 20:41

Phat Ass Shemale Fernanda Cristine Barebacks a Man

Clips4sale 3 years ago

TS college babe Janelle Fennec is the new girl in the town

TS college babe Janelle Fennec is the new girl in the town

Fapnado 3 years ago

Sissy Task Of The Day #4

Sissy Task Of The Day #4

Clips4sale 3 years ago

Woke up this morning feeling like TS on TS

Woke up this morning feeling like TS on TS

FapCat 2 years ago

Hands up if you feel like trans on trans action today, this one is for you

Hands up if you feel like trans on trans action today, this one is for you

its.PORN 2 years ago

Epic Hot Gay Kissing and Mouth Fetish 37 - CUSTOM VIDEO - JC Dickerson - Leo Blue - Manpuppy - WMV 1080

HD 0:09 / 31:02

Epic Hot Gay Kissing and Mouth Fetish 37 - CUSTOM VIDEO - JC Dickerson - Leo Blue - Manpuppy - WMV 1080

Clips4sale 2 years ago

Paulina Vs Yasmin Extreme Challenge)

Paulina Vs Yasmin Extreme Challenge)

getTranny 2 years ago

Alpha FTM stud Beaux James vs Gay Twink Luke Connors!

Alpha FTM stud Beaux James vs Gay Twink Luke Connors!

Eporner 2 years ago

Kalena has this look of challenge as she joins our set. She

Kalena has this look of challenge as she joins our set. She

Nuvid 11 years ago

Three-cock anal gay challenge

Three-cock anal gay challenge

xHamster 12 years ago

Young shemale takes another biggest wang as a challenge

Young shemale takes another biggest wang as a challenge

VipTube 8 years ago

Hellen Vs Milla (ts Challenge New Edition)

Hellen Vs Milla (ts Challenge New Edition)

getTranny 2 years ago

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

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

TransHero 3 years ago

”Mixed gender 3some with Emily Willis, Natalie Mars & Dante Colle”

”Mixed gender 3some with Emily Willis, Natalie Mars & Dante Colle”

TransHero 3 years ago

Uber slut Natalie Mars crazy ass fisting

Uber slut Natalie Mars crazy ass fisting

FapCat 3 years ago

Futanari Milk Challenge 1

Premium HD 5:04

Futanari Milk Challenge 1

xnxxGold 7 months ago

”Misty Stone & Natassia Dreams have tremendous sex”

”Misty Stone & Natassia Dreams have tremendous sex”

Trashreality 11 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 7 months ago

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

63% HD 0:39 / 2:15

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

FapHouse 7 months ago

Natalie Mars and Sasha Sissy: Daily Dildo Drilling and Booty Rimming Cosplay Fun!

Natalie Mars and Sasha Sissy: Daily Dildo Drilling and Booty Rimming Cosplay Fun!

ALOTPorn 6 months ago

TGilrs CHALLENGE “FIGHT 96”, on ring Natalia A. & Gabi F.

Premium HD 41:33

TGilrs CHALLENGE “FIGHT 96”, on ring Natalia A. & Gabi F.

Sheer 2 years ago

Mel Fire and TS Frantiesca love to watch you cum when they decide so (engl-port)

Mel Fire and TS Frantiesca love to watch you cum when they decide so (engl-port)

Clips4sale 8 months ago

Gorgeous Ts-girl moans loudly while jerking

Gorgeous Ts-girl moans loudly while jerking

Pervclips 10 months ago

Amy: Pin Up Doll Bareback

Amy: Pin Up Doll Bareback

Some.Porn 9 months ago

Misty Stone and Natassia Dreams have tremendous sex

Misty Stone and Natassia Dreams have tremendous sex

Fapnado 1 year ago

4K - Femcock vs Vibrator Round 2

4K 0:24 / 11:32

4K - Femcock vs Vibrator Round 2

Clips4sale 1 year ago

Asia vs Europe Shootout Challenge Pt 004

Asia vs Europe Shootout Challenge Pt 004

aShemaleTube 6 years ago

”Transgender fetishists Janelle Fennec & Melanie Brooks having anal sex”

”Transgender fetishists Janelle Fennec & Melanie Brooks having anal sex”

Trashreality 1 year ago

combination challenge part 2 (old skool)

combination challenge part 2 (old skool)

LoyalFans 1 year ago

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

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

Zatube 1 year ago

Dick enlargement challenge and cum shot DAY 3

Dick enlargement challenge and cum shot DAY 3

xHamster 1 year ago

tgilrs challenge fight 159 , on ring vera vs ambra

tgilrs challenge fight 159 , on ring vera vs ambra

SukaPorn 1 year ago

Gracie Jane challenges King Noire on how he will prove all he says

Gracie Jane challenges King Noire on how he will prove all he says

aShemaleTube 2 years ago

”Rough Sex Lover Alexis Tae Dominated by Karl”

”Rough Sex Lover Alexis Tae Dominated by Karl”

ThePornstar 1 year ago

Sexy Pretty Tranny Mastubate Her Hard Cock

Sexy Pretty Tranny Mastubate Her Hard Cock

aShemaleTube 5 years ago

Some Big Ass Tongue Twisters That Adore Using Dildos and Eating Love Tubes

HD 1:01 / 18:32

Some Big Ass Tongue Twisters That Adore Using Dildos and Eating Love Tubes

FapHouse 1 year ago

TGilrs CHALLENGE “FIGHT 32”, on ring Vallesca S. Vs Keylla M. & Marica C

Premium HD 38:08

TGilrs CHALLENGE “FIGHT 32”, on ring Vallesca S. Vs Keylla M. & Marica C

Sheer 2 years ago

Futanari Milk Challenge 1

Premium HD 5:04

Futanari Milk Challenge 1

Sheer 7 months ago

EXTREME FUCKING MACHINE - Part 2 - Vivienne l'Amour and Sadie Katinka continue their anal stretching adventure, fisting, pegging and fucking their wide open slaves

HD 0:28 / 14:49

EXTREME FUCKING MACHINE - Part 2 - Vivienne l'Amour and Sadie Katinka continue their anal stretching adventure, fisting, pegging and fucking their wide open slaves

Clips4sale 9 months ago

The Remastered Sharpie Challenge

The Remastered Sharpie Challenge

APClips 9 months ago

[3D Comiс] Futa Fight Champions Bailey Vs Delia

[3D Comiс] Futa Fight Champions Bailey Vs Delia

HentaiGem 2 years ago

Jasmine Dlight Extreme Anal Training with Self Fist, Giant Egg Plug and Dildo

HD 1:01 / 11:29

Jasmine Dlight Extreme Anal Training with Self Fist, Giant Egg Plug and Dildo

FapHouse 3 months ago

Tanned Nutty overcomes hard cock plowing her trans ass

Tanned Nutty overcomes hard cock plowing her trans ass

UrGayPorn 3 months ago

lesbian pee swallowing girls - threesome pee challenge

HD 0:30 / 35:35

lesbian pee swallowing girls - threesome pee challenge

PornBox 5 months ago

Best Boys Only- Streaming Only

HD 0:10 / 14:43

Best Boys Only- Streaming Only

LoyalFans 4 months ago

MODERN-DAY SINS - Blonde Challenges Massive Tits Trans EX To Aggressive Bareback Anal Out Of Spite

MODERN-DAY SINS - Blonde Challenges Massive Tits Trans EX To Aggressive Bareback Anal Out Of Spite

SexSQ 1 year ago

Sissygasm Challenge Day 1 - Sissy Trap Boy Rides Dildo

Sissygasm Challenge Day 1 - Sissy Trap Boy Rides Dildo

RedTube Unknown

Big Dick Trans Domme Stroke-for-Stroke Masturbation Challenge – 10-Minutes with Explosive Finish

Big Dick Trans Domme Stroke-for-Stroke Masturbation Challenge – 10-Minutes with Explosive Finish

RedTube Unknown

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

Krissy Lynn dares her holes to welcome TS Michelle Firestones cock

FetishShrine 4 months ago

Surrounded by shemale cock

Surrounded by shemale cock

xHamster 4 months ago

Young tgirl takes another huge dick as a challenge

Young tgirl takes another huge dick as a challenge

XVideos 7 years ago

Young shemale takes one more huge dick as a challenge

Young shemale takes one more huge dick as a challenge

XVideos 7 years ago

Johnny Depp Random Bitches Cumshot Co p2

Johnny Depp Random Bitches Cumshot Co p2

FapCat 1 year ago

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

”TRANSVR - Cutie Spite Ended Up Fucking Her Housemate”

ThePornstar 1 year ago

Ari's First Self-Fisting

HD 0:11 / 25:38

Ari's First Self-Fisting

Clips4sale 3 years ago

Francis Malice Cheerleader 1h Anal Casting Part 1

HD 1:01 / 1:01:39

Francis Malice Cheerleader 1h Anal Casting Part 1

FapHouse 1 year ago

”TGIRLSEX XXX - Ashley & Brooklyn Challenge For Wild Fuck”

”TGIRLSEX XXX - Ashley & Brooklyn Challenge For Wild Fuck”

IFuckedYourGF 1 year ago

Self-training No. 26: Exposure Walk with Urination

Self-training No. 26: Exposure Walk with Urination

xHamster 5 days ago

TGIRLSEX XXX - Ashley & Brooklyn Challenge For Wild Fuck

TGIRLSEX XXX - Ashley & Brooklyn Challenge For Wild Fuck

429Men 3 months ago

Esthefany moviendo el culo

Esthefany moviendo el culo

XVideos 7 years ago

Latex Doll is Sweating Hard After 5 Hours in Latex and Mask

Latex Doll is Sweating Hard After 5 Hours in Latex and Mask

XVideos 4 years ago

Humiliation & Mud Play – Boo Hoo Crybaby Training Femdom – Sara Desire XO – HD MP4 1080p

Humiliation & Mud Play – Boo Hoo Crybaby Training Femdom – Sara Desire XO – HD MP4 1080p

Clips4sale 1 month ago

Whorish femboy gets ASSFUCKING creampied by PULVERIZE MACHINE

Whorish femboy gets ASSFUCKING creampied by PULVERIZE MACHINE

TrannyGem 4 months ago

Behind The Gopro Sun Light Pink Hole Cock Block Frot Intimaly Tsanna The Doll With Precum Drip

Behind The Gopro Sun Light Pink Hole Cock Block Frot Intimaly Tsanna The Doll With Precum Drip

BallsAndBoobs 4 months ago

The Brim Game Week One Day 6

The Brim Game Week One Day 6

TrannyGem 3 months ago

Hands Off Challenge - Day 17

Hands Off Challenge - Day 17

RedTube Unknown

Shemale Blowjob Challenge Will Suck it All

Shemale Blowjob Challenge Will Suck it All

MyLust 4 years ago

pink top big boobs crossdresser teasing

pink top big boobs crossdresser teasing

xHamster 4 months ago

MODERN-DAY SINS - Blonde Challenges Massive Tits Trans EX To Aggressive Bareback Anal Out Of Spite

MODERN-DAY SINS - Blonde Challenges Massive Tits Trans EX To Aggressive Bareback Anal Out Of Spite

XVideos 3 years ago

Inflatable butt plug challenge 35 pumps

Inflatable butt plug challenge 35 pumps

aShemaleTube 7 months ago

Teacher Hex’s practical class of biology with TS student girl Sophie (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking

63% HD 0:32 / 56:20

Teacher Hex’s practical class of biology with TS student girl Sophie (720p ENG-sub) Trans Woman - Trans Blowjob - Trans Fucking

Clips4sale 7 months ago

Tattooed trans Joey Stone suffers vagina stretching

Tattooed trans Joey Stone suffers vagina stretching

ALOTPorn 7 months ago

TGilrs CHALLENGE “FIGHT 19”, on ring Fernanda V. Vs Priscilla B & Raffaella L.

Premium HD 43:22

TGilrs CHALLENGE “FIGHT 19”, on ring Fernanda V. Vs Priscilla B & Raffaella L.

Sheer 2 years ago

Stepmommys Dirtiest BBC Faggot

57% 0:21 / 11:40

Stepmommys Dirtiest BBC Faggot

Clips4sale 1 year ago

Vanessa vs JC: Arm Wrestling

58% 0:07 / 6:25

Vanessa vs JC: Arm Wrestling

Clips4sale 6 months ago

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session!

Premium HD 12:14

Submit to Daddy's Edging Challenge: POV JOI Cum Command Session!

Sheer 5 months ago

Ms. B Hydration Station Challenge!!

Ms. B Hydration Station Challenge!!

Clips4sale 2 months ago

Uperstar Trans Chanel Santini Has Been Challenged To A Naughty Gangbang

Uperstar Trans Chanel Santini Has Been Challenged To A Naughty Gangbang

getTranny 2 months 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

FapHouse 2 months ago

Emily Did Her Superlatively good to Not Cum in Expertised Weenie Sucker Cutie's Taut Throat and Mouth

Emily Did Her Superlatively good to Not Cum in Expertised Weenie Sucker Cutie's Taut Throat and Mouth

ShemaleSin 1 month ago

Emily Did Her Most excellent to Not Cum in Expertised Dong Sucker Gal's Taut Throat and Mouth

Emily Did Her Most excellent to Not Cum in Expertised Dong Sucker Gal's Taut Throat and Mouth

BigTitsLust 1 month ago

300 Millimeters the Great Challenge

300 Millimeters the Great Challenge

FapHouse 2 weeks ago

Rosy Vs Nathalia Extreme Challenge)

Rosy Vs Nathalia Extreme Challenge)

Xshemale 1 month ago

Tgilrs Challenge (round 08) - Tiffany 22 Cm Vs Debora

Tgilrs Challenge (round 08) - Tiffany 22 Cm Vs Debora

PornUse 1 month ago

College Student Max Oral sex His Shemale hentai Teacher Maira Eduarda & Drank Creamy Cum

College Student Max Oral sex His Shemale hentai Teacher Maira Eduarda & Drank Creamy Cum

Amateur8 1 month ago

Trans Cam Tease in Velvet Arm Warmers - sexcamts.com

Trans Cam Tease in Velvet Arm Warmers - sexcamts.com

Sheshaft 1 month ago

BLACK TGIRLS - The Japanese Kitten Unleashed

BLACK TGIRLS - The Japanese Kitten Unleashed

Fapnado 1 month ago

FEMOUT - Amateur Bogdana and Her Dream For Anal Sex tool

FEMOUT - Amateur Bogdana and Her Dream For Anal Sex tool

ShemaleSin 3 weeks ago

Crossdresser Streamer Fail!

HD 0:11 / 10:08

Crossdresser Streamer Fail!

Clips4sale 3 years ago

Jane's challenge from erofights day2

Jane's challenge from erofights day2

xHamster 3 years ago

POV Roomate japanese luxury girl gives wet sideways foodjob and I tell her my dirty fetish stories

POV Roomate japanese luxury girl gives wet sideways foodjob and I tell her my dirty fetish stories

FapCat 3 years ago

Hands up if you feel like trans on trans action today, this one is for you

Hands up if you feel like trans on trans action today, this one is for you

Yeswegays 2 years ago

Rubik Competition

VR 1:04 / 47:16

Rubik Competition

VirtualRealTrans 4 years ago

Small Booty Shemale Can Fuck You Hard

Small Booty Shemale Can Fuck You Hard

PornDR 4 years ago

Big cock transsexual gives deep anal to big tits MILF

63% 0:39 / 33:21

Big cock transsexual gives deep anal to big tits MILF

FapHouse 3 years ago

TS Natalie Mars In An Anal Threesome

TS Natalie Mars In An Anal Threesome

SleazyNEasy 3 years ago

Ladyboy Blowjob Challenge Will Suck it All

Ladyboy Blowjob Challenge Will Suck it All

VipTube 4 years ago

Shemale Blowjob Challenge Will Suck it All

Shemale Blowjob Challenge Will Suck it All

IcePorn 4 years ago

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