Contest Videos - Trans (3,433)

TGilrs CHALLENGE (round 15) - Natalia Rodrigues 23 cm VS

TGilrs CHALLENGE (round 15) - Natalia Rodrigues 23 cm VS

xHamster 3 years ago

I Ran the Room, Three Submissives, One Set of Rules

49% HD 0:39 / 1:00:45

I Ran the Room, Three Submissives, One Set of Rules

FapHouse 3 months ago

”Competitive tbabe ballerinas fucking with bio-chick dancer”

”Competitive tbabe ballerinas fucking with bio-chick dancer”

429Men 3 months ago

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

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

xHamster 3 years ago

TGilrs CHALLENGE (round 33) - Raphaella Ferrari 23 cm VS

TGilrs CHALLENGE (round 33) - Raphaella Ferrari 23 cm VS

xHamster 3 years ago

Tranny wrestler fiercely destroys loser's trimmed cunt in the ring

Tranny wrestler fiercely destroys loser's trimmed cunt in the ring

Tranny.one 8 years ago

”HUGE TITS TIT FIGHT”

”HUGE TITS TIT FIGHT”

TransHero 4 months ago

2 Sluts, 2 Mistresses - Extreme Deep & Double Fisting Race - Jasmine_dlight, Mistress Luciana, Adelina Noir & Fist Dude

2 Sluts, 2 Mistresses - Extreme Deep & Double Fisting Race - Jasmine_dlight, Mistress Luciana, Adelina Noir & Fist Dude

FapHouse 1 month ago

7 Ladyboys Cum Contest

7 Ladyboys Cum Contest

FapHouse 2 years ago

Trans Top Model Amy Daly Fucks With The Main Jury During Competition

Trans Top Model Amy Daly Fucks With The Main Jury During Competition

BeMyHole 1 month ago

”Competitive Sex Wrestling Match”

”Competitive Sex Wrestling Match”

Fapnow 1 year ago

”Aubrey Kate & Rylee Blake compete to make Sage Roux cum harder!”

”Aubrey Kate & Rylee Blake compete to make Sage Roux cum harder!”

Rainblow 11 months ago

TGilrs CHALLENGE (round 37) - Raphaella Ferrari 22 cm VS

TGilrs CHALLENGE (round 37) - Raphaella Ferrari 22 cm VS

xHamster 3 years ago

TGilrs CHALLENGE (round 18) - Amanda Lima 23 cm VSCarolina

TGilrs CHALLENGE (round 18) - Amanda Lima 23 cm VSCarolina

xHamster 3 years ago

RED-HOT EMO T-MODEL EDGING CONTEST *TRY NOT TO JISM GAME*

RED-HOT EMO T-MODEL EDGING CONTEST *TRY NOT TO JISM GAME*

TrannyGem 4 years ago

Sissies' Anal Competition: Who'll Stay in the Cage? Who's in the Basement? Mastix Julia

Sissies' Anal Competition: Who'll Stay in the Cage? Who's in the Basement? Mastix Julia

ShemaleSin 6 months ago

t girls suck each other off

t girls suck each other off

xHamster 2 months ago

TGilrs CHALLENGE (round 06) - Erika Lavigne 23 cm VS Nikolly

TGilrs CHALLENGE (round 06) - Erika Lavigne 23 cm VS Nikolly

xHamster 3 years ago

TGilrs CHALLENGE (round 23) - Marla 25 cm VS Daniela 20 cm

TGilrs CHALLENGE (round 23) - Marla 25 cm VS Daniela 20 cm

xHamster 3 years ago

Milky Moo farms

73% HD 0:39 / 3:11

Milky Moo farms

FapHouse 3 years ago

Miss shemale America #3

HD 0:39 / 1:11:59

Miss shemale America #3

FapHouse 3 years ago

TGilrs CHALLENGE (round 34) - Melissa Pozzi 26 cm VS Renata

TGilrs CHALLENGE (round 34) - Melissa Pozzi 26 cm VS Renata

xHamster 3 years ago

Camp Grooby Competition Winners

Camp Grooby Competition Winners

DrTuber 6 months ago

Behind the Scenes Porn: Trans Vs. Woman

72% HD 0:39 / 9:12

Behind the Scenes Porn: Trans Vs. Woman

FapHouse 11 months ago

”The Get Hard Contest”

”The Get Hard Contest”

TransHero 4 months ago

TGilrs CHALLENGE (round 01) - Daniela Colucci 20 cm VS Luana

TGilrs CHALLENGE (round 01) - Daniela Colucci 20 cm VS Luana

xHamster 3 years ago

Horny Crossdresser squirts on a dildo hands free then sucks it talks dirty to the camera

Horny Crossdresser squirts on a dildo hands free then sucks it talks dirty to the camera

xHamster 3 months ago

TGilrs CHALLENGE (round 04) - Daniela Colucci 20 cm VS Luana

TGilrs CHALLENGE (round 04) - Daniela Colucci 20 cm VS Luana

xHamster 3 years ago

Jerkoff Contest With Ladyboys

Jerkoff Contest With Ladyboys

BeMyHole 2 years ago

OOPSIE - Basketball Referee Rocky Emerson Caught Competitive Players Gracie Jane & Codi Vore Fucking

OOPSIE - Basketball Referee Rocky Emerson Caught Competitive Players Gracie Jane & Codi Vore Fucking

xHamster 2 years ago

TGilrs CHALLENGE (round 26) - Marcelle 23 cm VS Gemma Israel

TGilrs CHALLENGE (round 26) - Marcelle 23 cm VS Gemma Israel

xHamster 3 years ago

”Competitive Big Tits Sexmatch - Redhead fuck hard Blondie with Strapon”

”Competitive Big Tits Sexmatch - Redhead fuck hard Blondie with Strapon”

TransHero 4 months ago

2 Feminine boys in a JO contest 6

2 Feminine boys in a JO contest 6

GayCK 2 years ago

TGilrs CHALLENGE (round 27) - Priscilla Beckam 20 cm VS

TGilrs CHALLENGE (round 27) - Priscilla Beckam 20 cm VS

xHamster 3 years ago

t cuties suck every other off

t cuties suck every other off

ShemaleSin 1 month ago

TGilrs CHALLENGE (round 10) - Tiffany Kawasaky 23 cm VS

TGilrs CHALLENGE (round 10) - Tiffany Kawasaky 23 cm VS

xHamster 3 years ago

Bokd-280 A Dream Competition! We Look Like Boys, Tsumug

Bokd-280 A Dream Competition! We Look Like Boys, Tsumug

getTranny 2 years ago

30 mins no break fellate spitroast contest!

30 mins no break fellate spitroast contest!

TrannyGem 6 months ago

Dude jerks off alongside of the gorgeous ts Chanel Santini

Dude jerks off alongside of the gorgeous ts Chanel Santini

Katestube 1 year ago

Wrestle for the Milk- Titties and Cock Milk

60% HD 1:01 / 19:56

Wrestle for the Milk- Titties and Cock Milk

FapHouse 11 months ago

Jade Venus fucks her hot sexy friends Olivia Jay and Little Puck

Jade Venus fucks her hot sexy friends Olivia Jay and Little Puck

VikiPorn 3 months ago

Stiff Competition TS Tiffany Star Fucks the Living Cow Girl Hell Out of a Hot Southern Girl

Stiff Competition TS Tiffany Star Fucks the Living Cow Girl Hell Out of a Hot Southern Girl

aShemaleTube 3 months ago

t girls suck each other off

t girls suck each other off

xHamster 1 month ago

GenderXFilms - E-Games Trans Hottie Smashed In Public By Rival While Teammates Watch!

GenderXFilms - E-Games Trans Hottie Smashed In Public By Rival While Teammates Watch!

xHamster 11 months ago

”TBabe Khloe Kay's Having Anal Sex At Marilyn Monroe Audition”

”TBabe Khloe Kay's Having Anal Sex At Marilyn Monroe Audition”

Trashreality 1 year ago

Kitchen Sl*ts ft AmiBue

61% HD 0:10 / 6:04

Kitchen Sl*ts ft AmiBue

LoyalFans 2 years ago

”Aubrey Kate & Rylee Blake compete to make Sage Roux cum harder!”

”Aubrey Kate & Rylee Blake compete to make Sage Roux cum harder!”

LesbianBliss 4 months ago

pretty ladyboys on top2

pretty ladyboys on top2

Tranny.one 7 years ago

Shemale Luna Cumshot Competition

Shemale Luna Cumshot Competition

ShemaleSex 5 months ago

Watch this hot amateur contest the stroke challenge with a steamy solo session

Watch this hot amateur contest the stroke challenge with a steamy solo session

GayVD 2 months ago

Hung FUTANARI Bitch With Massive Cock Hammers MILF Pussy in Breeder Fuck Fest by Serge3dx

Hung FUTANARI Bitch With Massive Cock Hammers MILF Pussy in Breeder Fuck Fest by Serge3dx

Jizzberry 6 months ago

TRANSFIXED - Three Friends Have A Pussy Licking Competition Who Leads To A Lustful Threesome!

TRANSFIXED - Three Friends Have A Pussy Licking Competition Who Leads To A Lustful Threesome!

xHamster 1 month ago

Spouse with cunt and wifey run from Tikinho's contest.

Spouse with cunt and wifey run from Tikinho's contest.

TrannyGem 3 weeks ago

TGilrs CHALLENGE (round 32) - Valesca Sargentely 22 cm VS

TGilrs CHALLENGE (round 32) - Valesca Sargentely 22 cm VS

xHamster 3 years ago

TRANSFIXED - Lactating Trans Valeria Atreides CREAMPIES MILF Penny Barber

TRANSFIXED - Lactating Trans Valeria Atreides CREAMPIES MILF Penny Barber

Some.Porn 1 year ago

Trens Hot in

xHamster 9 months ago

Shoot for Pleasure

Shoot for Pleasure

Some.Porn 8 months ago

”Blacked: crazy Sonya seduces competition judge”

”Blacked: crazy Sonya seduces competition judge”

TransHero 4 months ago

Futa's Dick Explodes In A Cum Competition

Futa's Dick Explodes In A Cum Competition

AbTranny 6 years ago

Janet Mason's hardbody striptease

60% HD 0:39 / 3:49

Janet Mason's hardbody striptease

FapHouse 3 years ago

Kimber james sheboy

Kimber james sheboy

XVideos 9 years ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

60% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

Clips4sale 2 years ago

Tania Naked, the Trans Goddess Who Rocks FAKings with an Epic Fuckfest!

43% HD 2:14 / 38:58

Tania Naked, the Trans Goddess Who Rocks FAKings with an Epic Fuckfest!

FaKings 7 months ago

Blowjob Contest ends in Intense Orgy - See Moore in XVIDEOS RED

Blowjob Contest ends in Intense Orgy - See Moore in XVIDEOS RED

XVideos 1 month ago

Part 1 Sissies’ Anal Competition: Who's Going in the Cage? Who in the Basement? Mistress Julia

69% HD 1:01 / 7:38

Part 1 Sissies’ Anal Competition: Who's Going in the Cage? Who in the Basement? Mistress Julia

FapHouse 8 months ago

Futa Redhead Athlete Fucks in Desert

Futa Redhead Athlete Fucks in Desert

Ourdream.ai 2 months ago

Angel Allwood gets cocky, thinks she can take Ariel X down

Premium 44% HD 50:46

Angel Allwood gets cocky, thinks she can take Ariel X down

Kink 10 years ago

MahoganyQen - Pegging competition with our sissy sluts

MahoganyQen - Pegging competition with our sissy sluts

YepTube 1 month ago

TGilrs CHALLENGE (round 25) - Luna Marksi 22 cm VS Marcela

TGilrs CHALLENGE (round 25) - Luna Marksi 22 cm VS Marcela

xHamster 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

xHamster 3 years ago

Blowjob contest (captions TG story)

Blowjob contest (captions TG story)

Tranny.one 4 years ago

Sissy Wifey Competition Trailer

Sissy Wifey Competition Trailer

TrannyGem 4 years ago

Jerkoff contest with ladyboys

Jerkoff contest with ladyboys

Sheshaft 8 years ago

Freak of Nature 27 Jap. Flogging Contest

Freak of Nature 27 Jap. Flogging Contest

MatureTubeHere 5 years ago

Young sword members in public fight with powerful members from their pants!

Young sword members in public fight with powerful members from their pants!

xHamster 2 years ago

TGilrs CHALLENGE (round 31) - Hanna Rios 22 cm VSChrystal

TGilrs CHALLENGE (round 31) - Hanna Rios 22 cm VSChrystal

xHamster 3 years ago

YANKEE DRAPED BIG BLACK COCK DUDE VS NIGERIA COLLEGE GIRL FEMBOY CONTEST

YANKEE DRAPED BIG BLACK COCK DUDE VS NIGERIA COLLEGE GIRL FEMBOY CONTEST

4Gay 5 months ago

TGilrs CHALLENGE (round 48) - Brenda 22 cm VS Raffaella

TGilrs CHALLENGE (round 48) - Brenda 22 cm VS Raffaella

xHamster 3 years ago

Condom JOI Game with Your GF

Condom JOI Game with Your GF

xHamster 7 months ago

Penis Tug of War

Penis Tug of War

LoyalFans 3 years ago

Part 2 Anal Competition Between Sissy: Barbie in the Cellar Mistress Julia

Part 2 Anal Competition Between Sissy: Barbie in the Cellar Mistress Julia

FapHouse 8 months ago

The Never Completing BONDAGE & DISCIPLINE Contest That Nearly Took My Soul Proceeds

The Never Completing BONDAGE & DISCIPLINE Contest That Nearly Took My Soul Proceeds

4Gay 2 months ago

Lezdom wrestling buttspanking and pussyfingering party

Lezdom wrestling buttspanking and pussyfingering party

Some.Porn 1 year ago

Real Gamers Only Pause For Cock

Real Gamers Only Pause For Cock

Some.Porn 1 year ago

Blessed Japanese Fresh Yr-Crimson food contest and super-cute deep-throat job

Blessed Japanese Fresh Yr-Crimson food contest and super-cute deep-throat job

TrannyGem 4 years ago

Mandy Grows A Dick

48% 0:10 / 11:41

Mandy Grows A Dick

Clips4sale 3 years ago

TRANSSEXUALS XXX - Mirage Want Flaunts Her Competitive Curves

TRANSSEXUALS XXX - Mirage Want Flaunts Her Competitive Curves

ShemaleSin 4 months ago

TGilrs CHALLENGE (round 43) - Christal Christal 20 cm VS

TGilrs CHALLENGE (round 43) - Christal Christal 20 cm VS

xHamster 3 years ago

TGilrs CHALLENGE (round 42) - Renata Molina 22 cm VS Keylla

TGilrs CHALLENGE (round 42) - Renata Molina 22 cm VS Keylla

xHamster 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

xHamster 3 years ago

I love competitive swimsuits! The eighth installment in the series!

I love competitive swimsuits! The eighth installment in the series!

xHamster 8 months ago

May The Best Slut Win

Premium 63% HD 26:47

May The Best Slut Win

TransAngels 4 years ago

Exes Compete Over New

Exes Compete Over New

Some.Porn 7 months ago

Trans Cheerleader Gets A Bareback Tutoring Session

Trans Cheerleader Gets A Bareback Tutoring Session

xHamster 1 year ago

[Trans] Dicking Down Gigi Ravine!

64% VR 1:30 / 26:45

[Trans] Dicking Down Gigi Ravine!

VRPorn 9 months ago

Behind the Scenes Porn: Trans Vs. Woman

Behind the Scenes Porn: Trans Vs. Woman

xHamster 10 months ago

[Trans] Chanel's Victory Lap!

VR 1:30 / 34:26

[Trans] Chanel's Victory Lap!

VRPorn 8 months ago

TGilrs CHALLENGE (round 24) - Valesca Sargentely 25 cm VS

TGilrs CHALLENGE (round 24) - Valesca Sargentely 25 cm VS

xHamster 3 years ago

Itty Bitty Titty Committee

67% 0:39 / 34:07

Itty Bitty Titty Committee

FapHouse 2 years ago

AB065 Glad Japanese Fresh Yr-Crimson food contest and uber-cute suck job

AB065 Glad Japanese Fresh Yr-Crimson food contest and uber-cute suck job

KeekAss 4 years ago

Cami Strella got deep fuck by her tranny pale bestie Izzy Wilde in bed

Cami Strella got deep fuck by her tranny pale bestie Izzy Wilde in bed

XGroovy 10 months ago

Girl on Girl Sex Fight - Looser Gets Ass Fucked

HD 0:39 / 20:34

Girl on Girl Sex Fight - Looser Gets Ass Fucked

FapHouse 1 month ago

Stiff Competition TS Tiffany Star Fucks the Living Cow Girl Hell Out of a Hot Southern Girl

57% HD 1:01 / 53:41

Stiff Competition TS Tiffany Star Fucks the Living Cow Girl Hell Out of a Hot Southern Girl

FapHouse 3 months ago

Howard Stern Guess the transsexual contest, sexy transsexual

Howard Stern Guess the transsexual contest, sexy transsexual

Tranny.one 4 years ago

Sissy Wife Competition - Sasha de Sade and Jenny Flowers

Sissy Wife Competition - Sasha de Sade and Jenny Flowers

Tranny.one 4 years ago

Competitive shemale ballerinas having sex with bio-girl dancer

Competitive shemale ballerinas having sex with bio-girl dancer

Fapnado 3 years ago

*** Around the Ring

72% 1:01 / 25:10

*** Around the Ring

FapHouse 1 year ago

Femdom Pool Party Gangbang

69% HD 0:10 / 26:16

Femdom Pool Party Gangbang

LoyalFans 3 years ago

2 Feminine Boys in a JO Contest: Crossdressing, Stroking & Cumming

2 Feminine Boys in a JO Contest: Crossdressing, Stroking & Cumming

MenGem 3 weeks ago

I masturbate in a women's competitive swimming swimsuit.

I masturbate in a women's competitive swimming swimsuit.

xHamster 2 weeks ago

TGilrs CHALLENGE (round 39) - Lorena Xtravaganza 25 cm VS

TGilrs CHALLENGE (round 39) - Lorena Xtravaganza 25 cm VS

xHamster 3 years ago

TGilrs CHALLENGE (round 03) - Anne Kelly 23 cm VS Mirella

TGilrs CHALLENGE (round 03) - Anne Kelly 23 cm VS Mirella

xHamster 3 years ago

Shemale Girlfriend Wants To Make Boyfriend Cum

Shemale Girlfriend Wants To Make Boyfriend Cum

Sheshaft 2 years ago

SantiniChanel.com - Dude gets off alongside entrancing tgirl Chanel Santini

SantiniChanel.com - Dude gets off alongside entrancing tgirl Chanel Santini

UrGayPorn 2 months ago

Hot-gangbang Without Condom

68% HD 1:01 / 18:54

Hot-gangbang Without Condom

FapHouse 1 year ago

Black heshe bodybuilder bangs referee

Black heshe bodybuilder bangs referee

Sheshaft 6 years ago

She-Masculine VS She-Masculine!!! - (Contest #03)

She-Masculine VS She-Masculine!!! - (Contest #03)

KeekAss 4 years ago

Stiff Competition TS Tiffany Star Fucks the Living Cow Girl Hell Out of a Hot Southern Girl

Stiff Competition TS Tiffany Star Fucks the Living Cow Girl Hell Out of a Hot Southern Girl

xHamster 2 months ago

*** Around the Ring

62% 0:39 / 25:10

*** Around the Ring

FapHouse 1 year ago

Parlor owner Charlotte Sins giving her client Aubrey Kate a massage

Parlor owner Charlotte Sins giving her client Aubrey Kate a massage

Katestube 1 week ago

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