Crossdresser Compilation Videos (29,715)

One Cock, Two Throats - the Ultimate Deepthroat Test

61% HD 0:39 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

FapHouse 11 months ago

When He Visits Me, Everything Is Available.

63% 1:01 / 7:40

When He Visits Me, Everything Is Available.

FapHouse 6 months ago

The Three of Us Were Having a Sleepover When Stepdaddy Walked in and Fucked Us All.

46% HD 0:39 / 1:29:31

The Three of Us Were Having a Sleepover When Stepdaddy Walked in and Fucked Us All.

FapHouse 5 months ago

Femboy Moans From Getting Railed

Femboy Moans From Getting Railed

XHamster 1 month ago

When Her Boyfriend Isn't Around, It's All Mine

51% 1:01 / 7:34

When Her Boyfriend Isn't Around, It's All Mine

FapHouse 10 months ago

Trans Muscle Mommy Compilation

Trans Muscle Mommy Compilation

Ourdream.ai 3 months ago

Until the Last Drop

56% 0:39 / 16:35

Until the Last Drop

FapHouse 4 months ago

Cumshot Anthology Unlimited Source of Cum

63% HD 1:01 / 8:42

Cumshot Anthology Unlimited Source of Cum

FapHouse 1 year ago

self facial compiltation

self facial compiltation

AShemaleTube 1 year ago

Two Mouths, One Command

52% HD 1:01 / 15:39

Two Mouths, One Command

FapHouse 9 months ago

Sexy Femboy Slow Motion Big Ass Dildo Ride

Sexy Femboy Slow Motion Big Ass Dildo Ride

FapHouse 4 months ago

One Cock, Two Throats - the Ultimate Deepthroat Test

58% HD 1:01 / 5:20

One Cock, Two Throats - the Ultimate Deepthroat Test

FapHouse 11 months ago

Cumshot Free Hands on the Fat Black Strapon

57% HD 0:39 / 1:21

Cumshot Free Hands on the Fat Black Strapon

FapHouse 8 months ago

I Made His Boyfriend My Cum Dump While He Watched Helplessly

60% 1:01 / 14:14

I Made His Boyfriend My Cum Dump While He Watched Helplessly

FapHouse 4 months ago

Eating My Driver's Ass Until It's Deep Inside, My Chauffeur Visits My Big, Delicious Cock, Enjoying His Ass and Mouth.

70% HD 1:01 / 30:29

Eating My Driver's Ass Until It's Deep Inside, My Chauffeur Visits My Big, Delicious Cock, Enjoying His Ass and Mouth.

FapHouse 2 weeks ago

Compilation of Men with Bubble Butts Getting Fucked by Well-endowed Guys. Yaoi Hentai Animation

56% HD 0:39 / 7:17

Compilation of Men with Bubble Butts Getting Fucked by Well-endowed Guys. Yaoi Hentai Animation

FapHouse 1 week ago

Deepthroat Pig Hungry for Cum - Swallowing Load After Load

54% 0:39 / 11:31

Deepthroat Pig Hungry for Cum - Swallowing Load After Load

FapHouse 3 weeks ago

DEVILS TGIRLS - Sexy Busty Trans Gracie Jane Fucks Hot Teen Masseuse

DEVILS TGIRLS - Sexy Busty Trans Gracie Jane Fucks Hot Teen Masseuse

Some.Porn 11 months ago

Gay Boyfriendly Intense and Deep Big Oiled Anal Ass. Compilation Hentai 3D Animation

64% HD 1:01 / 6:56

Gay Boyfriendly Intense and Deep Big Oiled Anal Ass. Compilation Hentai 3D Animation

FapHouse 2 months ago

Stepdaddy Loves My Panties on His Toy

70% 0:39 / 7:36

Stepdaddy Loves My Panties on His Toy

FapHouse 1 year ago

Compilation of Gay Anal Sex in a Simpsons Cartoon Style

Compilation of Gay Anal Sex in a Simpsons Cartoon Style

FapHouse 1 week ago

Hole was begging for mercy lol

Hole was begging for mercy lol

XHamster 1 year ago

My Friend's Boyfriend Invites Me to the Movies and We End up Fucking Bareback in a Motel

72% HD 1:01 / 5:16

My Friend's Boyfriend Invites Me to the Movies and We End up Fucking Bareback in a Motel

FapHouse 1 year ago

Compilations 2025! Fuck Without Condoms and Lots of Cum Dumps From Fucking Big Cocks!

HD 0:39 / 11:00

Compilations 2025! Fuck Without Condoms and Lots of Cum Dumps From Fucking Big Cocks!

FapHouse 7 months ago

Krissy Sweets Compilation in Lingerie and High Heels Talking Nasty to You and Craving Your Thick Juicy Cock Deep in Her

Krissy Sweets Compilation in Lingerie and High Heels Talking Nasty to You and Craving Your Thick Juicy Cock Deep in Her

FapHouse 1 year ago

Femboy Piss and Flash Her Hot Feminized Body Outdoor Piss While in Chastity Cage and Rub Her Small Flaccid Cock

55% HD 0:39 / 13:00

Femboy Piss and Flash Her Hot Feminized Body Outdoor Piss While in Chastity Cage and Rub Her Small Flaccid Cock

FapHouse 1 year ago

When Her Bf Isn't Around, It's All Mine

When Her Bf Isn't Around, It's All Mine

MenGem 1 month ago

TRANSFIXED - KASEY KEI x LESBIANS COMPILATION! JEWELZ BLU, AIDEN ASHLEY, JESSE, & ARIA VALENCIA

TRANSFIXED - KASEY KEI x LESBIANS COMPILATION! JEWELZ BLU, AIDEN ASHLEY, JESSE, & ARIA VALENCIA

Some.Porn 1 year ago

Femboy Cum shot Compilation (100 cum shots, handsfree sissygasm, selffacial, internal cum shot)

Femboy Cum shot Compilation (100 cum shots, handsfree sissygasm, selffacial, internal cum shot)

MyTransfix 5 days ago

Outdoor Masturbation

Outdoor Masturbation

XHamster 5 days ago

TRANSFIXED - ALL-TRANS GANGBANG ORGY! BUKKAKE FACIAL, DOUBLE ANAL, BLOWBANG! FULL SCENE

TRANSFIXED - ALL-TRANS GANGBANG ORGY! BUKKAKE FACIAL, DOUBLE ANAL, BLOWBANG! FULL SCENE

Some.Porn 1 year ago

Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 2

Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 2

AShemaleTube 4 days ago

Hot compilation of big boobs, hot ass, and cumshots from hot babes who are just as hot as you!

Hot compilation of big boobs, hot ass, and cumshots from hot babes who are just as hot as you!

GayX 2 months ago

I Love Sperme in My Mouth

55% HD 1:01 / 15:02

I Love Sperme in My Mouth

FapHouse 7 months ago

Stepdaddy Loves This Dress!

47% HD 0:39 / 25:16

Stepdaddy Loves This Dress!

FapHouse 8 months ago

I Made His Boyfriend My Cum Dump While He Watched Helplessly

54% 0:39 / 14:14

I Made His Boyfriend My Cum Dump While He Watched Helplessly

FapHouse 4 months ago

Trans Valorie Valentina Fucked by Jake Grand

55% HD 0:10 / 22:07

Trans Valorie Valentina Fucked by Jake Grand

LoyalFans 1 month ago

Gay & Trans - Ladyboy Session

Gay & Trans - Ladyboy Session

XHamster 8 months ago

Compilation of Gay Anal Sex in a Simpsons Cartoon Style

Compilation of Gay Anal Sex in a Simpsons Cartoon Style

FapHouse 1 week ago

juha vantanen, finnish leather fetish model cums

juha vantanen, finnish leather fetish model cums

MenGem 3 years ago

POV Showering Jill with My Huge Load After a Sensual Fucking

POV Showering Jill with My Huge Load After a Sensual Fucking

FapHouse 3 weeks ago

Trans Girl Jerking off in the Bath

63% HD 0:39 / 8:50

Trans Girl Jerking off in the Bath

FapHouse 1 month ago

Anal Orgasm Compilation 6

Anal Orgasm Compilation 6

GayCK 3 years ago

TRANSFIXED - Horny Izzy Wilde & Jade Venus DP Rebel Rhyder In Threesome - FREE FULL SCENE

TRANSFIXED - Horny Izzy Wilde & Jade Venus DP Rebel Rhyder In Threesome - FREE FULL SCENE

Some.Porn 1 year ago

Pt3 the Slut Shows His Boyfriend How to Suck Me Right

Pt3 the Slut Shows His Boyfriend How to Suck Me Right

FapHouse 11 months ago

LadyDimitrescu fucks Claire

LadyDimitrescu fucks Claire

XHamster 3 weeks ago

Camera Inside Deep Pussy Captures Cumshot

44% 1:01 / 6:24

Camera Inside Deep Pussy Captures Cumshot

FapHouse 8 months ago

Compilation of Femboy Kai in Make-up getting his Booty and Pretty Face Plumbed by Macho Zilv

Compilation of Femboy Kai in Make-up getting his Booty and Pretty Face Plumbed by Macho Zilv

Gayhub 9 months ago

Showing My Huge Cock And Play With It

Showing My Huge Cock And Play With It

XHamster 4 months ago

Compilation of amateur guys taking turns on a bareback gangbang with a cumshot finale

Compilation of amateur guys taking turns on a bareback gangbang with a cumshot finale

GayX 1 week ago

Homemade Amateur Anal Sex Tape With Ria Bentley and Lola Crystals in Chastity

Homemade Amateur Anal Sex Tape With Ria Bentley and Lola Crystals in Chastity

XHamster 2 months ago

DEVILS TGIRLS - DON'T MISS PERFECT TRANS COMPILATION!

DEVILS TGIRLS - DON'T MISS PERFECT TRANS COMPILATION!

Some.Porn 1 year ago

Very Hot Sissy Fucked

Very Hot Sissy Fucked

ShemaleSex 1 week ago

Shecock Frotaholic Part 1

Shecock Frotaholic Part 1

AShemaleTube 10 months ago

You Think You're in Control of the Situation... Until the Rhythm Changes - Deepthroat

62% 1:01 / 13:23

You Think You're in Control of the Situation... Until the Rhythm Changes - Deepthroat

FapHouse 4 months ago

Fellating my shaft good-sized and fat from the tension of spunking!

Fellating my shaft good-sized and fat from the tension of spunking!

MenGem 2 years ago

Hot Trans Body Ignites Anal Threesome With Korra Del Rio And Jenna Creed PART 1

Hot Trans Body Ignites Anal Threesome With Korra Del Rio And Jenna Creed PART 1

Some.Porn 1 year ago

Bookshop Bois of Prey: Nerdy Dominant Bottom Sissies Hunt & Seduce Married Men in Library Seduction by EnbyHalflingBoi

Bookshop Bois of Prey: Nerdy Dominant Bottom Sissies Hunt & Seduce Married Men in Library Seduction by EnbyHalflingBoi

XHamster 6 months ago

Cum in Mouth and Anal Compilation Part 11

Cum in Mouth and Anal Compilation Part 11

XHamster 1 year ago

Fuck Me Good Karl

Fuck Me Good Karl

FapHouse 2 weeks ago

Hot compilation of BBC head-gagging from stunning blonde with a twist

Hot compilation of BBC head-gagging from stunning blonde with a twist

TrannyMovs 1 month ago

Eat my cum with your ass young! Hot Exclusive

Eat my cum with your ass young! Hot Exclusive

XHamster 3 years ago

Cruise Slut Stranger Fights Daddy's Big Cock on the Track

Cruise Slut Stranger Fights Daddy's Big Cock on the Track

XHamster 9 months ago

Ai Gay Sex Bots 2026

64% HD 1:01 / 25:27

Ai Gay Sex Bots 2026

FapHouse 3 months ago

Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 8

Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 8

XHamster 4 months ago

hot trans compilation

hot trans compilation

XHamster 2 weeks ago

Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 6

Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 6

XHamster 4 months ago

Transformed husband into a slut and four more cocks and two dominatrixes

Transformed husband into a slut and four more cocks and two dominatrixes

XHamster 2 years ago

Young dicky students with fountains of cum on their beautiful bodies!

Young dicky students with fountains of cum on their beautiful bodies!

XHamster 2 years ago

Cumshots 2024 Part II

Cumshots 2024 Part II

XHamster 1 year ago

Gorgeous TS babes cockriding in group

Gorgeous TS babes cockriding in group

Some.Porn 10 months ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 5

HD 0:10 / 20:04

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 5

LoyalFans 4 days ago

Cumming on Your Cock with Camera Inside - Asmr 4K

63% 4K 0:39 / 5:17

Cumming on Your Cock with Camera Inside - Asmr 4K

FapHouse 9 months ago

A trucker got screwed on the highway , this is a torrid Special for home porno thrusters !

A trucker got screwed on the highway , this is a torrid Special for home porno thrusters !

MenGem 10 months ago

Cumshot Compilation 1

Cumshot Compilation 1

XHamster 9 months ago

Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 4

Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 4

XHamster 5 months ago

Femboy Gape Compilation #2 fart-gapes

Femboy Gape Compilation #2 fart-gapes

XHamster 6 months ago

My Hetero Neighbor bangs my caboose in the kitchen & pops inwards - internal cumshot included!

My Hetero Neighbor bangs my caboose in the kitchen & pops inwards - internal cumshot included!

GayVD 4 weeks ago

Teen Femboy Sperm Ass in hot sex of young friends!

Teen Femboy Sperm Ass in hot sex of young friends!

XHamster 2 years ago

Glamorous femboi seducing

Glamorous femboi seducing

Some.Porn 1 year ago

Crossdresser big ass being fucked bareback by many straight dudes - compilation

Crossdresser big ass being fucked bareback by many straight dudes - compilation

GayXPS 2 years ago

Scrawny Teen Vs. Massive BBC Cock Sucking With Wood

Scrawny Teen Vs. Massive BBC Cock Sucking With Wood

Some.Porn 4 months ago

Femboy Dick Compilation Cum

Femboy Dick Compilation Cum

XHamster 2 months ago

Filming Myself with a Dildo, a Beautiful View of My Ass

Filming Myself with a Dildo, a Beautiful View of My Ass

XHamster 1 year ago

Compilation of shemale cock spewing hot cum while being fucked

Compilation of shemale cock spewing hot cum while being fucked

Tranny.one 9 years ago

Arousal at the Entrance. Active Trans Man's Penis Gets Hard While Driving.

Arousal at the Entrance. Active Trans Man's Penis Gets Hard While Driving.

XHamster 3 days ago

Sexy Sissy Emma lots of anal play and cum.. With fucking machines and glass toys... a compilation

Sexy Sissy Emma lots of anal play and cum.. With fucking machines and glass toys... a compilation

XHamster 11 months ago

Dildo play and cumshot compilation

Dildo play and cumshot compilation

XHamster 1 week ago

Luziatv, Sissy Orgasm,cum on Face, Mouth

Luziatv, Sissy Orgasm,cum on Face, Mouth

AShemaleTube 1 week ago

Train Station Slutwalk Public Whore Exposed Compilation

Train Station Slutwalk Public Whore Exposed Compilation

FapHouse 1 year ago

Cream Eater Karl

Cream Eater Karl

XHamster 1 month ago

Male Squirting Piss - Twink Squirt - Big Cock Piss - Straight Solo Masturbation - Big Cock Massage - Helping Handjob

56% HD 1:01 / 5:35

Male Squirting Piss - Twink Squirt - Big Cock Piss - Straight Solo Masturbation - Big Cock Massage - Helping Handjob

FapHouse 1 year ago

”GENDERX FILMS - Top 10 Scenes of 2025 Compilation ft Emma Rose, Tori Easton & MO”

”GENDERX FILMS - Top 10 Scenes of 2025 Compilation ft Emma Rose, Tori Easton & MO”

LesbianBliss 3 weeks ago

A young guy becomes a girl, a smooth beautiful ass with a surprise - a big dick!

A young guy becomes a girl, a smooth beautiful ass with a surprise - a big dick!

XHamster 2 years ago

DEVILS TGIRLS - HOTTEST TRANS FUCK WITH GUY COMPILATION! Lena Moon, Aubrey Kate, AND MORE!

DEVILS TGIRLS - HOTTEST TRANS FUCK WITH GUY COMPILATION! Lena Moon, Aubrey Kate, AND MORE!

Some.Porn 1 year ago

Black Monster Dildo in My Ass, Grey Knee Socks, Black Thong and Big Cock

55% HD 1:01 / 10:04

Black Monster Dildo in My Ass, Grey Knee Socks, Black Thong and Big Cock

FapHouse 4 months ago

I Heated It up with My Videos, Day After Day.

64% 0:39 / 4:23

I Heated It up with My Videos, Day After Day.

FapHouse 5 months ago

Down Low Guy Fucks Sissy For First Time

HD 0:10 / 22:13

Down Low Guy Fucks Sissy For First Time

LoyalFans 1 month ago

Lots of cum, throat, dildo and fucking. This got it all. Best of 22

Lots of cum, throat, dildo and fucking. This got it all. Best of 22

XHamster 3 years ago

My Older Stepbrother Fucks Me Hard Bareback in the Kitchen and Cums Inside My Tight Gay Ass

58% HD 0:39 / 7:40

My Older Stepbrother Fucks Me Hard Bareback in the Kitchen and Cums Inside My Tight Gay Ass

FapHouse 1 year ago

A compilation of what happened this year, among other things (3)

A compilation of what happened this year, among other things (3)

XHamster 3 weeks ago

Young people drilling stiff in a motel bathroom

Young people drilling stiff in a motel bathroom

4Gay 5 months ago

Cover Me In Cum

Cover Me In Cum

AShemaleTube 1 month ago

Tears From Fucking a Big Dick Without a Condom in a Car with Cum in the Ass! Public Rough Fuck!

Tears From Fucking a Big Dick Without a Condom in a Car with Cum in the Ass! Public Rough Fuck!

XHamster 1 month ago

Renemily97 2

AShemaleTube 7 months ago

Greatest Femboy Screwed Compilation Of The Yr

Greatest Femboy Screwed Compilation Of The Yr

4Gay 1 year ago

Frotting cumshot compilation by HornyJohny

Frotting cumshot compilation by HornyJohny

Tranny.one 4 years ago

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 9

Hot Trans Woman in Chastity Fucked and Sucking - Compilation 9

XHamster 5 months ago

Hand in the Ass Femboy Sissy Slut! 2

Hand in the Ass Femboy Sissy Slut! 2

FapHouse 2 years ago

Young Hungry Orgasms of Hot Fucking with Big Cocks on Sperm 1

49% 1:01 / 13:48

Young Hungry Orgasms of Hot Fucking with Big Cocks on Sperm 1

FapHouse 2 years ago

Best Shemale Cumshots Compilation -Julie and Friends 2017-part1 -

Best Shemale Cumshots Compilation -Julie and Friends 2017-part1 -

Fapnado 2 years ago

Femboy monstrous sperm Compilation

Femboy monstrous sperm Compilation

DeegX 3 years ago

Making Love to My Girls in Out Satin Angle 2

57% 0:39 / 9:28

Making Love to My Girls in Out Satin Angle 2

FapHouse 1 month ago

VIVI 14

AShemaleTube 5 months ago

A Handsome Man with a Big Dick Jerks off in a Shopping Mall with Moans and Screams

A Handsome Man with a Big Dick Jerks off in a Shopping Mall with Moans and Screams

XHamster 8 months ago

TS X TS - Shemale Fuck Shemale Compilation Part 2

TS X TS - Shemale Fuck Shemale Compilation Part 2

AShemaleTube 9 months ago

Cumshots Compilation #8

59% HD 0:39 / 41:01

Cumshots Compilation #8

FapHouse 2 months ago

Boy hot penis penetration for the first time

Boy hot penis penetration for the first time

XHamster 1 year ago

Fucked a tiny tight ass with his stone big dick to cum!

Fucked a tiny tight ass with his stone big dick to cum!

XHamster 2 years ago

FEMBOYISH - FEMBOY JAKE WILD COMPILATION PART 1!

FEMBOYISH - FEMBOY JAKE WILD COMPILATION PART 1!

Some.Porn 7 months ago

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