Crossdressing Compilation Videos (4,849)

THE ULTIMATE TRANS PORN COMPILATION

THE ULTIMATE TRANS PORN COMPILATION

Ourdream.ai 2 weeks 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 3 months ago

Horny Sissy Waiting for BBC She Enjoy My Cock Again

Horny Sissy Waiting for BBC She Enjoy My Cock Again

xHamster 9 months ago

Compilation of hot and busty trannies getting their tight assholes drilled in various positions

Compilation of hot and busty trannies getting their tight assholes drilled in various positions

TrannyMovs 2 weeks ago

Cumshots 2024 Part II

Cumshots 2024 Part II

xHamster 1 year ago

Amateur crossdressers thresome compilation Unknown p

Amateur crossdressers thresome compilation Unknown p

BeMyHole 5 years ago

Gay Cumshot Compilation Studio Video I

Gay Cumshot Compilation Studio Video I

xHamster 1 month ago

Gay & Trans - Ladyboy Only Wants to Do It with Young Cocks

Gay & Trans - Ladyboy Only Wants to Do It with Young Cocks

xHamster 5 months ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 9

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 9

aShemaleTube 6 days ago

Trans Muscle Mommy Compilation

Trans Muscle Mommy Compilation

Ourdream.ai 1 week ago

A Compilation of 50 Edging Squirting Riding Cumshots

A Compilation of 50 Edging Squirting Riding Cumshots

xHamster 11 months ago

Incredible Dreams - part 1

Incredible Dreams - part 1

Tranny.one 4 years ago

Male to Female Makeover - Mascara, Lashes, and Lipstick

Male to Female Makeover - Mascara, Lashes, and Lipstick

xHamster 1 year ago

Post Op Trans Woman Masturbation - Compilation 3

Post Op Trans Woman Masturbation - Compilation 3

xHamster 3 months ago

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Tranny.one 1 year ago

SISSY FAGGOT CROSSDRESSER SLUT DIRTY TALK COMPILATION 2

SISSY FAGGOT CROSSDRESSER SLUT DIRTY TALK COMPILATION 2

TrannyGem 7 years ago

Little Sissy Lingerie, Stockings and Heels Show

Little Sissy Lingerie, Stockings and Heels Show

xHamster 1 year ago

Kinky Young Duo Cum-Shot and Internal Ejaculation Compilation(Total movies on our Channel and OFs)

Kinky Young Duo Cum-Shot and Internal Ejaculation Compilation(Total movies on our Channel and OFs)

TrannyGem 3 years ago

Cum on crossdresser 1

Cum on crossdresser 1

Tranny.one 4 years ago

Femme Girls Getting Fucked PMV

Femme Girls Getting Fucked PMV

TrannyGem 3 years ago

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

Rigid Ass-Fuck Penetrate - Sissy - Female Dominance

TrannyGem 3 years ago

Hot Cum Compilations July 2025 Sissy Femboy Vs Stepdaddy! Exclusive

Hot Cum Compilations July 2025 Sissy Femboy Vs Stepdaddy! Exclusive

xHamster 5 months ago

Femboy Fucking Redhead Trans Woman Raw - Compilation 4

Femboy Fucking Redhead Trans Woman Raw - Compilation 4

xHamster 1 year ago

CD Facial Cumshot Compilation

CD Facial Cumshot Compilation

KeekAss 4 years ago

Iconic moment from "Cute Femboy Handsfree Hot Mastrubation"

Iconic moment from "Cute Femboy Handsfree Hot Mastrubation"

xHamster 8 months ago

Compilation Young French in Lingerie

Compilation Young French in Lingerie

xHamster 3 months ago

Real Couples compilation Volume 1

Real Couples compilation Volume 1

xHamster 1 year ago

Blonde MILF goes wild outdoors and takes a cumshot on her small tits

Blonde MILF goes wild outdoors and takes a cumshot on her small tits

TrannyMovs 2 weeks 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 1 year ago

Femboy Spandex Demolished Ejaculation

Femboy Spandex Demolished Ejaculation

TrannyGem 4 years ago

Gay Cumshot Compilation Studio Video I

Gay Cumshot Compilation Studio Video I

xHamster 2 months ago

Sissy fucked hard by big cocks Compilation

Sissy fucked hard by big cocks Compilation

Tranny.one 4 years ago

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

Cumpilation Wearing Sexy Stockings Heels Lingerie and Panties

xHamster 2 years ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 3

xHamster 1 year ago

SisK Lingerie Collection EP 11: Dressing of Open Crotch Black Pantyhose with Red Garter Patterned

SisK Lingerie Collection EP 11: Dressing of Open Crotch Black Pantyhose with Red Garter Patterned

xHamster 3 years ago

Crossdressing Delight: Embracing the Freedom to Express Your Unique Style and Celebrate Individuality

Crossdressing Delight: Embracing the Freedom to Express Your Unique Style and Celebrate Individuality

xHamster 1 year ago

ONLY FOR SPANKING LOVERS! - compilation of severe spanking and cumshots

ONLY FOR SPANKING LOVERS! - compilation of severe spanking and cumshots

xHamster 7 months ago

Tory Kitten's Cum-Shots are the Best!

Tory Kitten's Cum-Shots are the Best!

TrannyMovs 2 weeks ago

Jon Scarecrow playing with his big fake tits compilation

Jon Scarecrow playing with his big fake tits compilation

xHamster 8 months ago

Huge hands free cumshot sissygasm

Huge hands free cumshot sissygasm

xHamster 1 year ago

Handsfree Sissygasm Compilation Vol. 1

Handsfree Sissygasm Compilation Vol. 1

TrannyGem 4 years ago

The Best Of A Wanking Sissy

The Best Of A Wanking Sissy

xHamster 9 months ago

bodystocking party on the bed..

bodystocking party on the bed..

xHamster 2 years ago

Daddy Dressed with Us!

Daddy Dressed with Us!

xHamster 7 months ago

We need to find a draped dude to pulverize your sissy backside

We need to find a draped dude to pulverize your sissy backside

TrannyGem 1 day ago

BDSM Leather Slave 2

BDSM Leather Slave 2

xHamster 4 months ago

G066 - Cum Swallow Compilation 2

59% 1:01 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 10 months ago

Cum in panties compilation 3

Cum in panties compilation 3

xHamster 2 years ago

Frotting cumshot compilation by HornyJohny

Frotting cumshot compilation by HornyJohny

Tranny.one 4 years ago

Femboy Gape Compilation #2 fart-gapes

58% HD 1:01 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 3 months ago

Creampie Cum Eating

45% HD 1:01 / 5:21

Creampie Cum Eating

FapHouse 6 months ago

Twinks taking it deep in the ass

Twinks taking it deep in the ass

analpornvids 1 day ago

Indian Cute Boy Anal Fuck

Indian Cute Boy Anal Fuck

xHamster 2 years ago

Femboy Gape Compilation #2 fart-gapes

56% HD 0:39 / 6:11

Femboy Gape Compilation #2 fart-gapes

FapHouse 3 months ago

Korean Boy Cumshot Collection

Korean Boy Cumshot Collection

Tranny.one 4 years ago

Indian crossdresser mtf full body transformation

Indian crossdresser mtf full body transformation

xHamster 1 year ago

Shecock Frotaholic

Shecock Frotaholic

getTranny 3 months ago

I Fuck Myself with My Dick with the Help of a Friend From College! I Want to Learn Self-fucking.

58% HD 1:01 / 5:47

I Fuck Myself with My Dick with the Help of a Friend From College! I Want to Learn Self-fucking.

FapHouse 1 year ago

Compilation of Ass and Cock Sissies Femboy Twink!

Compilation of Ass and Cock Sissies Femboy Twink!

xHamster 6 months ago

Woman Encourages Guy Transformation Makeover into Woman

Woman Encourages Guy Transformation Makeover into Woman

xHamster 1 year ago

Cum on Shoes Compilation 3

Cum on Shoes Compilation 3

xHamster 1 year ago

I bought a new masturbator.

I bought a new masturbator.

xHamster 2 years ago

Jaybaesun's Adult Compilation of Cumshots & Toys for Your Kinky Femboy Fun

Jaybaesun's Adult Compilation of Cumshots & Toys for Your Kinky Femboy Fun

TrannyMovs 8 months ago

A Bevy Of Different Transvestites

A Bevy Of Different Transvestites

TrannyGem 5 years ago

TRANSCLIPS - MY MOUTH MY CUM

TRANSCLIPS - MY MOUTH MY CUM

Tranny.one 4 years ago

Can you see behind my foot how it drips while I have a cock stuck in my ass?

Can you see behind my foot how it drips while I have a cock stuck in my ass?

xHamster 2 weeks ago

HORNY SWAG DADDIES FUCK TS TRAP CD SISSY'S COMPILATION PT 1

HORNY SWAG DADDIES FUCK TS TRAP CD SISSY'S COMPILATION PT 1

Tranny.one 4 years ago

cumpilation

xHamster 4 years ago

All My Cum for You Chronological Cumpilation

All My Cum for You Chronological Cumpilation

xHamster 9 months ago

Hot cum for hungry crossdressers

Hot cum for hungry crossdressers

aShemaleTube 10 years ago

Femboy Jizz Compilation 2021 ~ Jaybaesun

Femboy Jizz Compilation 2021 ~ Jaybaesun

KeekAss 3 years ago

Transvestite Games

Transvestite Games

TrannyGem 5 years ago

Huge squirt of sperm, rivers of sperm on a femboy

Huge squirt of sperm, rivers of sperm on a femboy

xHamster 3 months ago

Lilly Demure Crossdresser Fucking

Lilly Demure Crossdresser Fucking

AbTranny 2 years ago

Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 1

Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 1

MrGay 2 weeks ago

Lady Alice Compilation 07 - Mesmerizing Beautiful

Lady Alice Compilation 07 - Mesmerizing Beautiful

xHamster 2 years ago

Cumshot Compilation In Lingerie & Nightwear

Cumshot Compilation In Lingerie & Nightwear

xHamster 1 year ago

Valentine 's Day ! Sissy Femboy made Daddy a Gift!

Valentine 's Day ! Sissy Femboy made Daddy a Gift!

xHamster 3 years ago

Sissy Crossdresser In Packing Anuses With Jizm To The Verge!

Sissy Crossdresser In Packing Anuses With Jizm To The Verge!

PePorn 1 month ago

Blowjob Compilation - A Slut Who Gives Blowjobs - Sissy Crossdresser

Blowjob Compilation - A Slut Who Gives Blowjobs - Sissy Crossdresser

PePorn 7 months ago

I Fuck Myself with My Dick with the Help of a Friend From College! I Want to Learn Self-fucking.

I Fuck Myself with My Dick with the Help of a Friend From College! I Want to Learn Self-fucking.

xHamster 4 months ago

Mega Cumshot Compilation Number Two 50 Plus Cum Squirts

Mega Cumshot Compilation Number Two 50 Plus Cum Squirts

xHamster 7 months ago

Holiday Hotwife Hussy

Holiday Hotwife Hussy

Some.Porn 7 months ago

Wild tranny orgies: a compilation of cumshots, facials, and threesomes with trannies, shemales, and crossdressers at our exclusive sex parties

Wild tranny orgies: a compilation of cumshots, facials, and threesomes with trannies, shemales, and crossdressers at our exclusive sex parties

ManPorn 2 years ago

Compilation of Ass and Cock Sissies Femboy Twink!

Compilation of Ass and Cock Sissies Femboy Twink!

xHamster 7 months ago

Black and White Sri Lankan Lady Boy

Black and White Sri Lankan Lady Boy

FapHouse 1 month ago

Femboy Precum Dripping Compilation

Femboy Precum Dripping Compilation

xHamster 4 years ago

Step Brother fuck me

Step Brother fuck me

xHamster 6 months ago

Epic Sissy Compilation

Epic Sissy Compilation

xHamster 2 months ago

You are going to adore every single second of this wild session

You are going to adore every single second of this wild session

xHamster 2 years ago

SAL-201 All Shemale Nakazawa Turin 100% Whole.Vol.2 4 HOURS

SAL-201 All Shemale Nakazawa Turin 100% Whole.Vol.2 4 HOURS

AbTranny 2 years ago

Homemade Joy with Crossdressing Sweeties

Homemade Joy with Crossdressing Sweeties

Transvids.tv 6 months ago

Check out the hottest uncensored crossdressing action ever seen in Discode 3 - animation

Check out the hottest uncensored crossdressing action ever seen in Discode 3 - animation

TrannyMovs 4 months ago

Sophie Soft Glamour

Sophie Soft Glamour

AbTranny 7 years ago

Shaking Ass and Twerking in Various Pairs of Underwear, Panties, Thongs & Jockstraps Full Video

HD 0:39 / 20:58

Shaking Ass and Twerking in Various Pairs of Underwear, Panties, Thongs & Jockstraps Full Video

FapHouse 4 weeks ago

Chastity Compilation Trans and Sissy Girls Locked and Fucked

Chastity Compilation Trans and Sissy Girls Locked and Fucked

TrannyGem 3 years ago

I will fuck you up loser

I will fuck you up loser

xHamster 2 years ago

Gay Cumshot Compilation Studio Video I

Gay Cumshot Compilation Studio Video I

xHamster 3 months ago

Chick Boink Sissy Popshot Compilation From Guts Rubdown Homemade

Chick Boink Sissy Popshot Compilation From Guts Rubdown Homemade

TrannyGem 4 years ago

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization

Dual Feature with two Mistresses - voluptuous pegging, dumping fuck stick, rainbow hard-on, feminization

KeekAss 4 years ago

Gay furry collection with animations and femboys

Gay furry collection with animations and femboys

SexTubeSpot 5 years ago

Real Couples: Anal Fuck & Cum Kiss Compilation Vol 1

Real Couples: Anal Fuck & Cum Kiss Compilation Vol 1

FapNFuck 1 year ago

Fabulous Adult Movie Transvestite Lingerie Incredible Just For You With Sophie Soft

Fabulous Adult Movie Transvestite Lingerie Incredible Just For You With Sophie Soft

AbTranny 3 years ago

Cumpilation Top Cum Shots

Cumpilation Top Cum Shots

AbTranny 3 years ago

Try to WATCH Full VIDEO WITHOUT LOOKING at any DICK Challenge SISSY Test

Try to WATCH Full VIDEO WITHOUT LOOKING at any DICK Challenge SISSY Test

Tranny.one 4 years ago

Watch these hot chicks cum hard in this sexy compilation of solo action!

Watch these hot chicks cum hard in this sexy compilation of solo action!

TrannyMovs 1 week ago

The superlatively admirable Of Russian Crossdresser Lusci Robbyboy P

The superlatively admirable Of Russian Crossdresser Lusci Robbyboy P

TrannyGem 5 years ago

Crossdresser Cumshots

Crossdresser Cumshots

TransJizz 11 months ago

Milk Machine

xHamster 9 months ago

Ai Milks the Slave Far Too Fast

Ai Milks the Slave Far Too Fast

FapHouse 1 month ago

Smallest Dick Ever Sissy Femboy Masturbation and Pissing

55% HD 0:39 / 11:56

Smallest Dick Ever Sissy Femboy Masturbation and Pissing

FapHouse 4 months ago

Eruption Imminent Game Play Part 2 Season 12

Eruption Imminent Game Play Part 2 Season 12

FapHouse 2 months ago

Sky Resort Season 2 Gameplay 2

61% 0:39 / 6:30

Sky Resort Season 2 Gameplay 2

FapHouse 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 9 months ago

Amateur Sissy Crossdresser Swallow Compilation

Amateur Sissy Crossdresser Swallow Compilation

Tranny.one 4 years ago

Under My Skirt: Best Stocking & POV Compilation

Under My Skirt: Best Stocking & POV Compilation

xHamster 4 months ago

Tgirl sissy feminization

Tgirl sissy feminization

Tranny.one 4 years ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 8

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 8

xHamster 1 month ago

Trans-transvestite, Compilation

Trans-transvestite, Compilation

xHamster 20 hours ago

Dirty lol slutz

Dirty lol slutz

xHamster 2 years ago

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