Challenge Videos - Trans (3,478)

Challenging my neighbors- Cum rain, piddle

Challenging my neighbors- Cum rain, piddle

ShemaleSin 2 years ago

Sibille 22 Cm Vs Alexia 20 Cm Challenge 151)

Sibille 22 Cm Vs Alexia 20 Cm Challenge 151)

getTranny 2 years ago

4 CUMS RUINED !!!

4 CUMS RUINED !!!

Tranny.one 2 years ago

Olivia 23 Cm Vs Karol 22 Cm Challenge 156)

Olivia 23 Cm Vs Karol 22 Cm Challenge 156)

getTranny 2 years ago

Joel Someone blowjob Karra Del Rio while fingering her

Joel Someone blowjob Karra Del Rio while fingering her

Pornwhite 3 years ago

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

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

getTranny 3 years ago

Tgilrs Challenge (round 09) - Luana 20 Cm Vs Barbara 21 Cm

Tgilrs Challenge (round 09) - Luana 20 Cm Vs Barbara 21 Cm

getTranny 3 years ago

Woke up this morning feeling like TS on TS

Woke up this morning feeling like TS on TS

PornDR 2 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 2 years ago

Elisabet Vs Veronica! (ts Challenge New Edition)

Elisabet Vs Veronica! (ts Challenge New Edition)

getTranny 2 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 2 years ago

Raissa 23 Cm Vs Sabrina 22 Cm Challenge 126)

Raissa 23 Cm Vs Sabrina 22 Cm Challenge 126)

getTranny 2 years ago

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

HD 0:39 / 16:08

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

FapHouse 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

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 3 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 3 years ago

Jacking Off Her Lovely Dick

Jacking Off Her Lovely Dick

Eporner 5 years ago

Tranny nurse measures cock size

Tranny nurse measures cock size

Fapnado 5 years ago

Couple Shemale Loves Sucking And Fucking

Couple Shemale Loves Sucking And Fucking

Eporner 5 years ago

Horny Tranny Playing Her Cock

Horny Tranny Playing Her Cock

Eporner 5 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

Unlocking difficult challenges and sacred intense pleasure.

Unlocking difficult challenges and sacred intense pleasure.

ManPorn 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

Here We Goes The Challenge Fight 218 On Ring Luana Vs Ingrid

Here We Goes The Challenge Fight 218 On Ring Luana Vs Ingrid

getTranny 2 years ago

Trap attempts big black dildo challenge

Trap attempts big black dildo challenge

ManPorn 2 years ago

ColbyKnox - Very juicy crossdresser challenge

ColbyKnox - Very juicy crossdresser challenge

GayPorn.video 2 years ago

Her landlord had a creative idea how his big ass tenant can pay for rent

HD 0:39 / 26:40

Her landlord had a creative idea how his big ass tenant can pay for rent

FapHouse 2 years ago

Giselle 22 Cm Vs Danny 20 Cm Challenge 144)

Giselle 22 Cm Vs Danny 20 Cm Challenge 144)

getTranny 2 years ago

Achieving the impossible: overcoming challenges to achieve success

Achieving the impossible: overcoming challenges to achieve success

XXXShemalePorn 2 years 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 10 months ago

Femboy Pro-Wrestling Jobber Defeated and Sexually Humiliated

48% 0:30 / 18:00

Femboy Pro-Wrestling Jobber Defeated and Sexually Humiliated

Clips4sale 10 months ago

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

FapCat 8 months ago

Perversions Freaky Sissy Training POV

HD 1:01 / 11:07

Perversions Freaky Sissy Training POV

FapHouse 1 year ago

Young transsexual pleasure...the she male challenge

HD 1:01 / 22:16

Young transsexual pleasure...the she male challenge

FapHouse 7 years ago

NO MERCY ANAL COMPILATION TIGHT p1

NO MERCY ANAL COMPILATION TIGHT p1

FapCat 1 year ago

NO MERCY ANAL COMPILATION TIGHT p3

NO MERCY ANAL COMPILATION TIGHT p3

FapCat 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”

Trashreality 11 months ago

Gorgeous Ts-girl moans loudly while jerking

Gorgeous Ts-girl moans loudly while jerking

FapCat 10 months ago

Gorgeous Ts-girl moans loudly while jerking

Gorgeous Ts-girl moans loudly while jerking

FetishShrine 10 months 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 10 months ago

Alexa Readman Loves Taking BBC All the Way

Alexa Readman Loves Taking BBC All the Way

xHamster 9 months 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 9 months ago

TS Chanel Santini fucks inked hunk throat vigorous

TS Chanel Santini fucks inked hunk throat vigorous

ALOTPorn 8 months ago

Ladyboy Blowjob Challenge Will Suck it All

Ladyboy Blowjob Challenge Will Suck it All

PornL 11 months ago

Alexa Scout Take on a Deep and Challenging Throat Fuck with Kai

Alexa Scout Take on a Deep and Challenging Throat Fuck with Kai

ALOTPorn 6 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

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

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Tatted TS Kelly Lovely rammed shemale Cassie Cummings in the kitchen

Pornwhite 7 months ago

Futanari Milk Challenge 2

Premium HD 5:52

Futanari Milk Challenge 2

xnxxGold 7 months ago

TS Girl Casey Kisses Fucks A Huge Tittied Woman

TS Girl Casey Kisses Fucks A Huge Tittied Woman

ALOTPorn 7 months ago

Stepmommy's Dirtiest BBC Faggot

65% 0:21 / 11:40

Stepmommy's Dirtiest BBC Faggot

Clips4sale 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 2 years ago

Slutty Faggot For BBC

Slutty Faggot For BBC

Clips4sale 3 years ago

”Misty Stone & Natassia Dreams have tremendous sex”

”Misty Stone & Natassia Dreams have tremendous sex”

Zatube 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

Pervclips 8 months ago

3D anime futa sugar sex queen butt🍑 charm R18 Maroon Five fap challenge

3D anime futa sugar sex queen butt🍑 charm R18 Maroon Five fap challenge

BigTitsXL 1 year ago

Hot Shemale Fucks Random Guy Who Joins Her While She Masturbates in the Car

Hot Shemale Fucks Random Guy Who Joins Her While She Masturbates in the Car

PublicPubic 8 months 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 7 months ago

Nobody would have guessed I view like this under my work clothes

Nobody would have guessed I view like this under my work clothes

Gayhub 7 months ago

”Misty Stone & Natassia Dreams have tremendous sex”

”Misty Stone & Natassia Dreams have tremendous sex”

ThePornstar 1 year 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 8 months ago

Jane's challenge from erofights day4

Jane's challenge from erofights day4

xHamster 3 years ago

WVM - PART 151 - Don't Cum Challenge #4 By MissKitty2K

WVM - PART 151 - Don't Cum Challenge #4 By MissKitty2K

FapCat 3 years ago

Bisexual Pervert Cum Challenge 8 Wih CEI

Bisexual Pervert Cum Challenge 8 Wih CEI

TrannyGem 6 years ago

I train my ass for your big hard cock

I train my ass for your big hard cock

xHamster 3 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

Latina teen shemale drilled bareback

HD 0:39 / 27:09

Latina teen shemale drilled bareback

FapHouse 7 years ago

Shemale Blowjob Challenge Will Suck it All

Shemale Blowjob Challenge Will Suck it All

ProPorn 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

”Temptress Natalie Mars fucked by guy”

”Temptress Natalie Mars fucked by guy”

TransHero 4 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

Anal Stretching with Kalin - part 2

HD 0:57 / 20:38

Anal Stretching with Kalin - part 2

Clips4sale 4 years ago

Sexy heshe wanks off her big johnson on webcam

Sexy heshe wanks off her big johnson on webcam

Sheshaft 5 years ago

Young shemale takes another huge shlong as a challenge

Young shemale takes another huge shlong as a challenge

Nuvid 7 years ago

Transexual anal challenge - Episode #09

66% 0:39 / 30:09

Transexual anal challenge - Episode #09

FapHouse 4 years ago

Crossdresser in chastity and his daily dildo challenge

Crossdresser in chastity and his daily dildo challenge

xHamster 3 years 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

Cocky gym-bro alpha dominates and humiliates you - Jaq Quicksilver - FtM Trans jock punishes you for being closeted with rough fucking - ft slapping, spitting, verbal humiliation, muscle worship, blowjob, pov fucking - 4k mp4

4K 0:30 / 12:29

Cocky gym-bro alpha dominates and humiliates you - Jaq Quicksilver - FtM Trans jock punishes you for being closeted with rough fucking - ft slapping, spitting, verbal humiliation, muscle worship, blowjob, pov fucking - 4k mp4

Clips4sale 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

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

Super Cute Tgirl with her Boyfriend havi

Super Cute Tgirl with her Boyfriend havi

FetishShrine 1 year ago

I fuck my trans Stepsister in the ass

I fuck my trans Stepsister in the ass

FetishShrine 1 year ago

”Embracing Challenges: Overcoming Tough Situations”

”Embracing Challenges: Overcoming Tough Situations”

IFuckedYourGF 1 year ago

Fuck machine and videogames

Fuck machine and videogames

FapHouse 4 years ago

”GROOBY.CLUB: THE FALLEN ANGEL!”

”GROOBY.CLUB: THE FALLEN ANGEL!”

Trashreality 1 year ago

No Nut Challenge Failed

No Nut Challenge Failed

Some.Porn 1 year ago

Johnny Depp Random Bitches Cumshot Co p3

Johnny Depp Random Bitches Cumshot Co p3

FapCat 1 year ago

Sissy Femboy Secretary Interview

61% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 1 year ago

Mikaela Lilyskin A challenging self facial

Mikaela Lilyskin A challenging self facial

aShemaleTube 1 year ago

i brought my friend to blow my husband while i blow her.

HD 5:40 / 13:03

i brought my friend to blow my husband while i blow her.

PornBox 2 years ago

Embracing Challenges: Overcoming Tough Situations

Embracing Challenges: Overcoming Tough Situations

Rainblow 1 year ago

TGilrs CHALLENGE (round 35) - Veronica Havenna

TGilrs CHALLENGE (round 35) - Veronica Havenna

BeMyHole 2 years ago

tgilrs challenge fight 118 , on ring izabelly g. vs lana d.

tgilrs challenge fight 118 , on ring izabelly g. vs lana d.

SukaPorn 1 year ago

tgilrs challenge fight 129 , on ring camilla j. competition

tgilrs challenge fight 129 , on ring camilla j. competition

SukaPorn 1 year ago

Ftm Collegeboy Takes a Pussy Fucking Break

HD 0:39 / 13:49

Ftm Collegeboy Takes a Pussy Fucking Break

FapHouse 1 year ago

Solo Shemale Jerking Her Hard Cock

Solo Shemale Jerking Her Hard Cock

Eporner 1 year ago

Sisk pantyhose challenge ep3.2: masturbation to climax

Sisk pantyhose challenge ep3.2: masturbation to climax

XXXShemalePorn 1 year ago

tgilrs challenge fight 97 , on ring leticia m. vs luana p.

tgilrs challenge fight 97 , on ring leticia m. vs luana p.

SukaPorn 1 year ago

Fernanda 20 Cm Vs Hann 22 Cm Challenge

Fernanda 20 Cm Vs Hann 22 Cm Challenge

getTranny 1 year ago

alexa readman loves taking bbc all the way

HD 0:30 / 26:48

alexa readman loves taking bbc all the way

AnalVids 1 year ago

Hot House - Ebony pounded by uncut cock daddy

Hot House - Ebony pounded by uncut cock daddy

GayMenSexTube 3 years ago

Beta Loser Caught by Neighbor - A sissy training scene featuring: caught, humiliatrix, beta boy pov, pussy free pledge, censored porn, and JOI games - 1080 MP4

HD 0:19 / 19:48

Beta Loser Caught by Neighbor - A sissy training scene featuring: caught, humiliatrix, beta boy pov, pussy free pledge, censored porn, and JOI games - 1080 MP4

Clips4sale 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

Pervclips 2 years ago

jacking off her lovely johnson

jacking off her lovely johnson

Sheshaft 5 years ago

Sexy Pretty Tranny Mastubate Her Hard Cock

Sexy Pretty Tranny Mastubate Her Hard Cock

Eporner 5 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

Fuck Me All You Want

Fuck Me All You Want

PornDR 4 years ago

Challenging beauty standards: embracing authenticity and self-love

Challenging beauty standards: embracing authenticity and self-love

XXXShemalePorn 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 1 year ago

Fernanda 20 Cm Vs Hann 22 Cm Challenge

Fernanda 20 Cm Vs Hann 22 Cm Challenge

Xshemale 1 year ago

When You Pound a Sizzling Trans Woman After the First-Ever Rendezvous

When You Pound a Sizzling Trans Woman After the First-Ever Rendezvous

TrannyGem 1 year ago

Ladyboy Blowjob Challenge Will Suck it All

Ladyboy Blowjob Challenge Will Suck it All

AbXXX 4 years ago

Josie Jo Brings Me Home For Her Boyfriend To Worship My Feet (STANDARD WMV)

Josie Jo Brings Me Home For Her Boyfriend To Worship My Feet (STANDARD WMV)

Clips4sale 1 year ago

Beachball challenge

Beachball challenge

Clips4sale 1 year ago

The Great American Challenge

The Great American Challenge

xHamster 1 year ago

hot trans asia belle returns for bbc cum

hot trans asia belle returns for bbc cum

SukaPorn 1 year ago

Edge for My Ass in Yoga Pants

66% 0:56 / 6:57

Edge for My Ass in Yoga Pants

T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn

T-girl Domme Jessy Dubai Owns Buxxom Blonde Mikki Lynn

4Wank 1 year ago

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