Crossdressing Videos - Trans (1,000,597)

Mature Blonde Trans Fucked by Straight Dude 7296 2

Mature Blonde Trans Fucked by Straight Dude 7296 2

xHamster 1 month ago

Bob's TGirls: Serena Bubbles Gets a Grand Entrance

Bob's TGirls: Serena Bubbles Gets a Grand Entrance

Fapnado 2 years ago

Matures, crossdressers, old men and young chicks orgy

69% 0:39 / 20:12

Matures, crossdressers, old men and young chicks orgy

FapHouse 7 years ago

Total Transformation

55% 1:01 / 14:53

Total Transformation

FapHouse 3 weeks ago

Crossdresser Dirk - I Suck a Big Dick and Swallow All

63% 0:39 / 10:39

Crossdresser Dirk - I Suck a Big Dick and Swallow All

FapHouse 2 months ago

crossdresser at party 3

crossdresser at party 3

GayCK 5 years ago

Zonder Grenzen

Tranny.one 4 years ago

gorgeous bride jade venus turns to her wedding planner

gorgeous bride jade venus turns to her wedding planner

Katestube 3 weeks ago

FEMOUT - Debuting Lumi Lux

FEMOUT - Debuting Lumi Lux

Fapnado 2 months ago

plump paramours Crossdresser screwing Beau

plump paramours Crossdresser screwing Beau

GayVids 2 years ago

”Awesomely hot Andrea Zhay plowed properly”

”Awesomely hot Andrea Zhay plowed properly”

HQBang 2 years ago

CD sissypussy stretching on gynochair

CD sissypussy stretching on gynochair

Tranny.one 4 years ago

Bareback Crossdresser Fucked Outdoors

Bareback Crossdresser Fucked Outdoors

GayCK 1 year ago

Transvestites caught hussy and had sexual intercourse with her

Transvestites caught hussy and had sexual intercourse with her

Tranny.one 9 years ago

Roman Todd Sits In A Sun Lounger & Jerks Off As Izzy Wilde & Brittney Kade Playing With Their She-cocks - TRANS ANGELS

Roman Todd Sits In A Sun Lounger & Jerks Off As Izzy Wilde & Brittney Kade Playing With Their She-cocks - TRANS ANGELS

xHamster 2 years ago

”Ill show you why Im his nr1 shemale babe”

”Ill show you why Im his nr1 shemale babe”

Trashreality 2 weeks ago

Amateur CD Takes Dick

Amateur CD Takes Dick

Tranny.one 4 years ago

GROOBY CLUB - Guy Fucks Mature Tgirl with sexy lingerie

GROOBY CLUB - Guy Fucks Mature Tgirl with sexy lingerie

Fapnado 2 years ago

Seducing My Shy Friend Bts

61% HD 1:01 / 8:01

Seducing My Shy Friend Bts

FapHouse 5 months ago

”T-girl nanny Jade Venus jerked off n barebacked by boss”

”T-girl nanny Jade Venus jerked off n barebacked by boss”

TransHero 4 years ago

Sissy Weekend HOTEL FUCKDOLL

Sissy Weekend HOTEL FUCKDOLL

xHamster 2 months ago

palatable

Gay4Porn 4 years ago

Old Sissies Needs Bareback Cock Lauren Promise

Old Sissies Needs Bareback Cock Lauren Promise

aShemaleTube 6 months ago

TrannySurprise - Nightcap

TrannySurprise - Nightcap

aShemaleTube 1 year ago

”GENDER X Trans Stepdaughter caught stepdad masturbating to trans porn video - Claire Tenebrarum”

”GENDER X Trans Stepdaughter caught stepdad masturbating to trans porn video - Claire Tenebrarum”

4Wank 3 years ago

Blowjob in a blue satin dress

Blowjob in a blue satin dress

xHamster 3 months ago

”TGIRLPORNSTAR - Lewdy Booty Is a Cutie!”

”TGIRLPORNSTAR - Lewdy Booty Is a Cutie!”

StarWank 9 months ago

Sissy fem

TrannyGem 9 months ago

It doesn't get much hotter than this TS on TS

It doesn't get much hotter than this TS on TS

Fapnado 3 years ago

CdTina gagging

aShemaleTube 1 month ago

Real private amateur orgy with stepsisters and transvestite

Real private amateur orgy with stepsisters and transvestite

xHamster 1 year ago

Much Sexier Than Most Women

Much Sexier Than Most Women

aShemaleTube 11 months ago

Rande CD fuckled By howdys Wifey With strap-on

Rande CD fuckled By howdys Wifey With strap-on

TransTube.tv 8 months ago

”Filthy trannies & shemales prostitutes from Brazil doing their nasty thing”

”Filthy trannies & shemales prostitutes from Brazil doing their nasty thing”

Fapnow 1 year ago

classy crossdresser handles the cock with ease

classy crossdresser handles the cock with ease

xHamster 8 months ago

Sucking and Jerking Each Other off Until Completion

Sucking and Jerking Each Other off Until Completion

xHamster 11 months ago

Shemale fucked good

Shemale fucked good

xHamster 1 year ago

Birthday Sex

aShemaleTube 1 year ago

Johanne gets fucked in a hotelroom

Johanne gets fucked in a hotelroom

xHamster 3 years ago

English crossdresser with red wigs goes wild on rough cocksucking

English crossdresser with red wigs goes wild on rough cocksucking

AllBoner 3 days ago

Asian Male Becomes Beautiful Princess 3

Asian Male Becomes Beautiful Princess 3

GayCK 2 weeks ago

mature cd

aShemaleTube 2 months ago

Sexy stockings tgirl wanks her pecker solo

Sexy stockings tgirl wanks her pecker solo

Tranny.one 4 years ago

Sissylife - Sexy Tranny Love BBC fucked Hard in Her Sissy Ass Full Video

Sissylife - Sexy Tranny Love BBC fucked Hard in Her Sissy Ass Full Video

xHamster 1 year ago

Sexy Crossdresser kellycd2022 out for another afternoon drive in sexy pantyhose

Sexy Crossdresser kellycd2022 out for another afternoon drive in sexy pantyhose

xHamster 2 months ago

Your Trans Girlfriend Jessica Bloom Thanks You for New High Heels - Big Dick Edging And Cumshot

Your Trans Girlfriend Jessica Bloom Thanks You for New High Heels - Big Dick Edging And Cumshot

xHamster 1 year ago

Threesome with crossdressers

Threesome with crossdressers

Tranny.one 4 years ago

I FUCKED THE SLUTTIEST TRANS IN THE NEIGHBORHOOD BAREBACK, I FILLED HER HUGE ASS SWALLOWER WITH CUM. CREAMPIE

I FUCKED THE SLUTTIEST TRANS IN THE NEIGHBORHOOD BAREBACK, I FILLED HER HUGE ASS SWALLOWER WITH CUM. CREAMPIE

xHamster 2 months ago

Kai and Zilv Gudel get their tight asses pounded by a big Pink cigar without protection

Kai and Zilv Gudel get their tight asses pounded by a big Pink cigar without protection

GayVD 2 weeks ago

Chicks with dicks 3

Chicks with dicks 3

xHamster 1 year ago

T-Models Plumb Each Other

T-Models Plumb Each Other

GayCK 5 years ago

gorgeous crossdresser takes her first real dick

gorgeous crossdresser takes her first real dick

xHamster 1 year ago

German Crossdresser Sissy Was bang

German Crossdresser Sissy Was bang

GayVids 3 years ago

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 1

Super Sexy Goth Femboy Jade Madison Sucking and Fucking - Compilation 1

xHamster 2 months ago

The Awakening of the Lady

The Awakening of the Lady

xHamster 7 months ago

Btis-142 Cross-dressing Beautiful Boy 77 Yuha

Btis-142 Cross-dressing Beautiful Boy 77 Yuha

getTranny 1 year ago

Sissy Sophie is facialized

Sissy Sophie is facialized

Tranny.one 2 years ago

Mature crossdresser in lingerie takes it doggystyle in POV

Mature crossdresser in lingerie takes it doggystyle in POV

PornLib 4 years ago

Daisy Taylor Mason & Mason Lear get their tight holes drilled in hot threesome action

Daisy Taylor Mason & Mason Lear get their tight holes drilled in hot threesome action

TrannyMovs 4 weeks ago

Ria Bentley celebrates her birthday with a wild group sex party featuring a hot squirt

Ria Bentley celebrates her birthday with a wild group sex party featuring a hot squirt

TrannyMovs 1 month ago

Rubbing My Feet on the Guy's Cock and Licking My Feet and Sucking His Cock (foot Fetish) Creamy Cock. (valeria Toro)

Rubbing My Feet on the Guy's Cock and Licking My Feet and Sucking His Cock (foot Fetish) Creamy Cock. (valeria Toro)

xHamster 8 months ago

All Holes Done

xHamster 5 months ago

fucked a little sexy tranny hard and cum on her face

fucked a little sexy tranny hard and cum on her face

Tranny.one 2 years ago

Cross Dressing Sissy Anal Fucked

Cross Dressing Sissy Anal Fucked

xHamster 12 years ago

Gina takes what she needs

Gina takes what she needs

xHamster 1 year ago

Lingerie Slut Gets Fucked in Heels by 10" BBC

Lingerie Slut Gets Fucked in Heels by 10" BBC

xHamster 2 months ago

High Heels Crossdresser Fucked

High Heels Crossdresser Fucked

Tranny.one 2 years ago

”Boss Catches Tgirl Masturbating on Call”

”Boss Catches Tgirl Masturbating on Call”

Zatube 2 weeks ago

Crossdresser MilF

Crossdresser MilF

Eporner 7 months ago

Amateur Crossdresser Nailed by White Dude

Amateur Crossdresser Nailed by White Dude

UrGayPorn 1 year ago

Jane and 2cd

aShemaleTube 4 years ago

Sissy crossdresser cumming twice and swallowing her own cum

Sissy crossdresser cumming twice and swallowing her own cum

xHamster 2 weeks ago

CD Rebeca Motel Whore

CD Rebeca Motel Whore

BeMyHole 5 years ago

Blonde Crossdresser Slut Fucks her Sissy Ass with a Dildo

Blonde Crossdresser Slut Fucks her Sissy Ass with a Dildo

BeMyHole 5 years ago

Crossdresser Pops Stiff

Crossdresser Pops Stiff

GayCK 1 month ago

”A Steamy Encounter with Misha Maver & Isabella Salvatore”

”A Steamy Encounter with Misha Maver & Isabella Salvatore”

IFuckedYourGF 1 week ago

Amateur crossdressers thresome compilation Unknown p

Amateur crossdressers thresome compilation Unknown p

BeMyHole 5 years ago

Sissy Enjoys Threesome

Sissy Enjoys Threesome

BeMyHole 3 years ago

Cant

aShemaleTube 12 years ago

The Sissy Crossdresser Bareback 8

The Sissy Crossdresser Bareback 8

xHamster 4 months ago

A Sissy Gets Fucked by a Fan

A Sissy Gets Fucked by a Fan

xHamster 4 months ago

Incredible Adult Video Transvestite Blowjob Try To Watch For Ever Seen With Leah Hayes And Eris Jolie

Incredible Adult Video Transvestite Blowjob Try To Watch For Ever Seen With Leah Hayes And Eris Jolie

AbTranny 6 months ago

TikTok Cock Riders PMV

TikTok Cock Riders PMV

aShemaleTube 1 month ago

Amateur girls get their tight asses pounded by a hot crossdresser with a big dick

Amateur girls get their tight asses pounded by a hot crossdresser with a big dick

TrannyMovs 6 months ago

Ladyman's Compilation of Tranny and Brunette Cumshots

Ladyman's Compilation of Tranny and Brunette Cumshots

TrannyMovs 1 month ago

Cross-dressed

Eporner 1 year ago

Gorgeous femboy fuck till cum a lot

Gorgeous femboy fuck till cum a lot

xHamster 1 year ago

Activao's Big Dick Fucking the Active Transvestite Hahaha She Liked It a Lot.

Activao's Big Dick Fucking the Active Transvestite Hahaha She Liked It a Lot.

xHamster 9 months ago

Naughty Secretary Sucked off Company Boss to Promote Herself

Naughty Secretary Sucked off Company Boss to Promote Herself

xHamster 10 months ago

super hot student gets fucked in the ass again before the exams

super hot student gets fucked in the ass again before the exams

xHamster 1 year ago

Briony - An Afternoon with Tam and Master John Part Two

Briony - An Afternoon with Tam and Master John Part Two

Eporner 3 years ago

Roughest and Deepest so far!! Youngster Ash gets the What For rectal in the culo

Roughest and Deepest so far!! Youngster Ash gets the What For rectal in the culo

2BGay 2 years ago

What Happened Here Was More Than a Fetish, I Fucked a Lot with My Friend, This Naughty Slut

What Happened Here Was More Than a Fetish, I Fucked a Lot with My Friend, This Naughty Slut

xHamster 7 months ago

Crossdressing Damsel Gets Fully Feminized and Tied Up by Mistress Stella Liberty

Crossdressing Damsel Gets Fully Feminized and Tied Up by Mistress Stella Liberty

Pornzona 2 months ago

Trans sissy was strapped up and porked

Trans sissy was strapped up and porked

TrannyGem 2 years ago

aShemaleTube 1 year ago

Some absolutely beautiful sucking, ass eating, and fucking in this one!!

Some absolutely beautiful sucking, ass eating, and fucking in this one!!

xHamster 1 year ago

Petite Redhead Cowgirl Takes a Creampie in her Ass after a Hot and Heavy Fuck

Petite Redhead Cowgirl Takes a Creampie in her Ass after a Hot and Heavy Fuck

TrannyMovs 1 week ago

Bony CD Crystal Thayer gets A Facial Cumshot

Bony CD Crystal Thayer gets A Facial Cumshot

TrannyGem 6 years ago

fledgling CD Sissy gets penetrated

fledgling CD Sissy gets penetrated

GayVids 3 years ago

Mikah Woman on Grindr: Sissy Crossdresser Sucks Deepthroat and Gets a Hot Cumshot on her Face

Mikah Woman on Grindr: Sissy Crossdresser Sucks Deepthroat and Gets a Hot Cumshot on her Face

TrannyMovs 2 weeks ago

Delia en lingerie 11

Delia en lingerie 11

aShemaleTube 3 years ago

Cross Dresser dressing up in sexy lingerie and high heels

Cross Dresser dressing up in sexy lingerie and high heels

ManPorn 3 years ago

From Femboy to passable sissy girl 1

From Femboy to passable sissy girl 1

xHamster 2 months ago

Become a sissy for a mael friend fuck

Become a sissy for a mael friend fuck

BeMyHole 5 years ago

Roommate Feminized and Fucked for Punishment

Roommate Feminized and Fucked for Punishment

xHamster 4 months ago

Classy lingerie femboy roseboi gapes

Classy lingerie femboy roseboi gapes

Some.Porn 2 months ago

Hard Amateur Crossdresser Fuck

Hard Amateur Crossdresser Fuck

IcePorn 2 weeks ago

B2 I Invite Boyfriend to My Home, and He Sticks His Huge Cock All the Way Into My Tight Ass

B2 I Invite Boyfriend to My Home, and He Sticks His Huge Cock All the Way Into My Tight Ass

xHamster 1 year ago

Horny blonde tranny gets gangbanged and jizzed in the pool

Horny blonde tranny gets gangbanged and jizzed in the pool

Tranny.one 8 years ago

Exotic Sex Scene Transvestite Stockings Watch Just For You

Exotic Sex Scene Transvestite Stockings Watch Just For You

getTranny 3 years ago

Thick Cock with New Morning Coat

Thick Cock with New Morning Coat

xHamster 4 months ago

Sexy Crossdresser kellycd2022 in black pantyhose and boots out for an afternoon drive

Sexy Crossdresser kellycd2022 in black pantyhose and boots out for an afternoon drive

xHamster 2 months ago

Get into my ass

Get into my ass

xHamster 3 months ago

Tall European Crossdresser Spreads For USA Cock

Tall European Crossdresser Spreads For USA Cock

aShemaleTube 7 months ago

Shemale gets all her holes double filled

Shemale gets all her holes double filled

Fapnado 1 year ago

Ginormous Bootie CD Superslut Takes My Thick Jizz-Shotgun & Jizzes

Ginormous Bootie CD Superslut Takes My Thick Jizz-Shotgun & Jizzes

TrannyGem 4 years ago

Slut CD getting fucked bareback by a young Arabe 4

Slut CD getting fucked bareback by a young Arabe 4

GayCK 3 years ago

The English Mansion - Mistress Sophia - Secret Sissy Boyfriend Pt2 - Complete Movie

The English Mansion - Mistress Sophia - Secret Sissy Boyfriend Pt2 - Complete Movie

Tranny.one 2 years ago

first-timer Crossdressing sheer pleasure.

first-timer Crossdressing sheer pleasure.

Transvids.tv 2 weeks ago

1 2 3 4 5

1,000,597 results found

Related categories

Transvestite Strap-On Trans Trans Fucks Trans Trans Domination Trans Fucks Girl Trans Trans Fucks Guy Sissy Ladyboy Hermaphrodite Femboy 18+ Trans Big Cock Trans Solo Feminization Tgirl Ebony Trans Trans Post-Op Femboy BBC Asian Trans Trans Threesome

Narrow your search

crossdressing husband crossdressing orgy crossdressing asian crossdressing compilation crossdressing gangbang crossdressing bbc caught crossdressing crossdressing teen 18+ crossdressing blowjob crossdressing mature crossdressing solo crossdressing creampie crossdressing threesome crossdressing outdoor amateur crossdressing crossdressing webcam

Categories Pornstars

Categories Pornstars

Parents

hookupflirt.org uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 hookupflirt.org. All rights reserved.

© 2026 hookupflirt.org. All rights reserved.