Crossdressing Compilation Videos (605)

Horny Sissy Waiting for BBC / She Enjoy My Cock Again

57% HD 0:39 / 14:11

Horny Sissy Waiting for BBC / She Enjoy My Cock Again

FapHouse 5 months ago

Tiny Penis Sissy Cuckold Feminized and Dominated by Hotwife in Video Call

46% HD 0:39 / 13:14

Tiny Penis Sissy Cuckold Feminized and Dominated by Hotwife in Video Call

FapHouse 7 months ago

Post Op Trans Woman Using New Pussy - Compilation 2

56% HD 0:39 / 20:07

Post Op Trans Woman Using New Pussy - Compilation 2

FapHouse 10 months ago

Solo CD Mindfuck PMV

Solo CD Mindfuck PMV

Clips4sale 2 years ago

G065 - Chinese Princess Swallow Jerkoff

66% HD 0:39 / 9:26

G065 - Chinese Princess Swallow Jerkoff

FapHouse 5 months ago

Petite Sexy Asian French Maid Ladyboy Rozebell Gets Fucked Hard & Sucks Cock Part2

Petite Sexy Asian French Maid Ladyboy Rozebell Gets Fucked Hard & Sucks Cock Part2

FapHouse 6 months ago

A Wild Orgy, Tons of Cum, Compilation Collection! Hot Cumshots Exclusive!

HD 0:39 / 15:13

A Wild Orgy, Tons of Cum, Compilation Collection! Hot Cumshots Exclusive!

FapHouse 3 weeks ago

Femboy Dani with Stunning Feminine Curvy Legs in Black Pantyhose

57% 0:39 / 10:06

Femboy Dani with Stunning Feminine Curvy Legs in Black Pantyhose

FapHouse 1 year ago

All My Cum for You Chronological Cumpilation

HD 0:39 / 1:42:15

All My Cum for You Chronological Cumpilation

FapHouse 5 months ago

Bnwo Sissy

63% HD 0:39 / 2:19

FapHouse 10 months ago

Very Sexy Tranny Dance in Red Dress

57% HD 0:39 / 6:53

Very Sexy Tranny Dance in Red Dress

FapHouse 1 year ago

Compilation of crossdresser riding dildos

Compilation of crossdresser riding dildos

FapHouse 6 years ago

Full Package for You - Heels, Feet, Nylons, Dildo Fucking and Cumshot!

HD 0:39 / 26:39

Full Package for You - Heels, Feet, Nylons, Dildo Fucking and Cumshot!

FapHouse 1 year ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

Clips4sale 3 months ago

Post Op Trans Woman Using New Pussy - Compilation 3

HD 0:39 / 28:16

Post Op Trans Woman Using New Pussy - Compilation 3

FapHouse 9 months ago

Gay & Trans - Tranny Gangbang Action: 6 Men Fuck the Hot Ladyboy

60% HD 0:39 / 7:56

Gay & Trans - Tranny Gangbang Action: 6 Men Fuck the Hot Ladyboy

FapHouse 2 months ago

I Fucked the Hole, Filled the Ass with Cum From a Thick, Bare Cock, and Made a Compilation of Cum Shots!

HD 0:39 / 12:02

I Fucked the Hole, Filled the Ass with Cum From a Thick, Bare Cock, and Made a Compilation of Cum Shots!

FapHouse 2 days ago

G052 - Lola Cum Swallow Series

55% 0:39 / 21:04

G052 - Lola Cum Swallow Series

FapHouse 1 year ago

Cumshot Compilation 4

Cumshot Compilation 4

FapHouse 3 weeks ago

Gay & Trans - Ladyboy Tries It with Old Guy for the First Time

Gay & Trans - Ladyboy Tries It with Old Guy for the First Time

FapHouse 2 months ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

65% 4K 0:10 / 5:00

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (4K)

LoyalFans 1 month ago

Hot Compilation of the Fuckable Sissy Femboy! Exclusive and at the Neighbor's! a Sea of Cum!

65% HD 0:39 / 6:16

Hot Compilation of the Fuckable Sissy Femboy! Exclusive and at the Neighbor's! a Sea of Cum!

FapHouse 3 months ago

Sissy Hope Slavery Training

Sissy Hope Slavery Training

FapHouse 1 year ago

Smallest Dick Ever Sissy Femboy Masturbation and Pissing

HD 0:39 / 11:56

Smallest Dick Ever Sissy Femboy Masturbation and Pissing

FapHouse 4 days ago

Who That Gurl

56% HD 0:39 / 21:33

FapHouse 1 year ago

Mesmeriza Compilation 13 Dream Island

HD 0:39 / 11:36

Mesmeriza Compilation 13 Dream Island

FapHouse 10 months ago

Cum in My Mouth

Cum in My Mouth

FapHouse 1 month ago

Cumshot Compilation 1

Cumshot Compilation 1

FapHouse 2 months ago

Dirty Lol Slutz

51% 0:39 / 25:35

Dirty Lol Slutz

FapHouse 2 years ago

A Compilation of 50 Edging Squirting Riding Cumshots

58% HD 0:39 / 1:29:45

A Compilation of 50 Edging Squirting Riding Cumshots

FapHouse 8 months ago

4K - FULL CREAM COMPILATION NEO 5

62% 4K 0:14 / 38:40

4K - FULL CREAM COMPILATION NEO 5

Clips4sale 1 year ago

Compilation of Fucking Cumshots of Hot Femboy Sex!

45% HD 0:39 / 16:07

Compilation of Fucking Cumshots of Hot Femboy Sex!

FapHouse 2 months ago

Twinkie Compilations 2025! Exclusive Compilation of Hot Cum!

51% HD 0:39 / 8:46

Twinkie Compilations 2025! Exclusive Compilation of Hot Cum!

FapHouse 6 months ago

Sissification Encouragment with Captions

46% 0:44 / 8:11

Sissification Encouragment with Captions

Clips4sale 2 years ago

Creampie Cum Eating

Creampie Cum Eating

FapHouse 1 month ago

The Shock of a Stranger Twink's Compilation and a Passerby! Exclusive Hot Content!

HD 0:39 / 12:34

The Shock of a Stranger Twink's Compilation and a Passerby! Exclusive Hot Content!

FapHouse 3 weeks ago

Sissy Trans in Kimono

Sissy Trans in Kimono

FapHouse 2 weeks ago

Bareback Outdoor Sex Hostel Femboy Vs Stepdaddy, Compilation Hot Cum

57% HD 0:39 / 9:30

Bareback Outdoor Sex Hostel Femboy Vs Stepdaddy, Compilation Hot Cum

FapHouse 8 months ago

Train Station Slutwalk Public Whore Exposed Compilation

Train Station Slutwalk Public Whore Exposed Compilation

FapHouse 4 months ago

Compilation of Daily Life of Tiny Dick Cross Dresser Sissy Femboy

HD 0:39 / 21:59

Compilation of Daily Life of Tiny Dick Cross Dresser Sissy Femboy

FapHouse 1 year ago

Sissy Training Compilation

43% 0:20 / 25:12

Sissy Training Compilation

Clips4sale 3 years ago

Mega Cumshot Compilation Number Two 50 Plus Cum Squirts

60% HD 0:39 / 1:28:30

Mega Cumshot Compilation Number Two 50 Plus Cum Squirts

FapHouse 7 months ago

Fantasy Villa Series Cum to My Ass and Red Toes

HD 0:39 / 17:50

Fantasy Villa Series Cum to My Ass and Red Toes

FapHouse 4 weeks ago

Neon Thight High Heels and Striptease

HD 0:39 / 18:41

Neon Thight High Heels and Striptease

FapHouse 4 years ago

Hot Shemale with a Flawless Body Masturbating

HD 0:39 / 15:17

Hot Shemale with a Flawless Body Masturbating

FapHouse 1 month ago

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

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 5 months ago

My Xham compilation

58% 0:10 / 1:58

My Xham compilation

APClips 10 months ago

G066 - Cum Swallow Compilation 2

45% 0:39 / 15:24

G066 - Cum Swallow Compilation 2

FapHouse 5 months ago

Compilation on Twink Fuck in His Smooth Narrow Hole! Jerk and Cum! Exclusive

63% HD 0:39 / 12:35

Compilation on Twink Fuck in His Smooth Narrow Hole! Jerk and Cum! Exclusive

FapHouse 1 month ago

Suck Lena

60% HD 0:39 / 5:24

FapHouse 3 weeks ago

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

HD 0:39 / 15:56

He Wore a Dress and We Had a Bisexual Threesome in the Living Room

FapHouse 3 months ago

Cumshot Compilation 3

Cumshot Compilation 3

FapHouse 2 months ago

Sissy Chastity Compilation 1

Sissy Chastity Compilation 1

APClips 10 months ago

Mega Cum Compilation Number 3

60% HD 0:39 / 1:29:17

Mega Cum Compilation Number 3

FapHouse 7 months ago

Shellys Favorite Cumpilation

Shellys Favorite Cumpilation

FapHouse 2 years ago

Shemale, Ladyboy Sissy Slave Piss in Public Compilation

65% HD 0:39 / 7:55

Shemale, Ladyboy Sissy Slave Piss in Public Compilation

FapHouse 9 months ago

Black Shiny Latex and New Furniture

Black Shiny Latex and New Furniture

FapHouse 1 year ago

Bimbo Doll Shows Off Her New Looks (No audio)

63% HD 0:29 / 13:06

Bimbo Doll Shows Off Her New Looks (No audio)

Clips4sale 1 year ago

Hottest Prostate Cumshot with Her Boyfriend with Amazing Scene!

HD 0:39 / 1:13:44

Hottest Prostate Cumshot with Her Boyfriend with Amazing Scene!

FapHouse 1 year ago

Femboy Pop music PMV

Femboy Pop music PMV

Clips4sale 2 years ago

Sissy Fetish Fishnet CD PMV

Sissy Fetish Fishnet CD PMV

Clips4sale 1 year ago

SFX PMV Crossdressing Sissy

SFX PMV Crossdressing Sissy

Clips4sale 2 years ago

Fountain Cum on Pantyhose and Boots

HD 0:39 / 10:07

Fountain Cum on Pantyhose and Boots

FapHouse 1 year ago

Fishnet Chastity Dildo CD SFX PMV

Fishnet Chastity Dildo CD SFX PMV

Clips4sale 2 years ago

4K - FULL CREAM COMPILATION NEO 7

43% 4K 0:20 / 18:01

4K - FULL CREAM COMPILATION NEO 7

Clips4sale 8 months ago

Sissy Mind Melt CD PMV

Sissy Mind Melt CD PMV

Clips4sale 2 years ago

Mrs H Cumshot Compilation

74% HD 0:30 / 8:10

Mrs H Cumshot Compilation

Clips4sale 11 months ago

female supremacy #71 part1

female supremacy #71 part1

Clips4sale 8 months ago

Bambi Bella Compilation Vol 1

4K 0:22 / 10:18

Bambi Bella Compilation Vol 1

Clips4sale 2 years ago

Man Crossdressing Compilation

Man Crossdressing Compilation

Clips4sale 2 years ago

Crossdressing Encouragement Compilation

Crossdressing Encouragement Compilation

Clips4sale 2 years ago

Male Crossdressing Compilation

Male Crossdressing Compilation

Clips4sale 2 years ago

Amateur Crossdressing SFX Compilation

Amateur Crossdressing SFX Compilation

Clips4sale 2 years ago

Crossdressing, Fucking, Masturbation and Fucking Machine Compilation

HD 0:39 / 20:09

Crossdressing, Fucking, Masturbation and Fucking Machine Compilation

FapHouse 6 months ago

Crossdressers and the Fucking Machine - Compilation 2

Crossdressers and the Fucking Machine - Compilation 2

FapHouse 7 months ago

Layered Crossdressing Compilation

Layered Crossdressing Compilation

Clips4sale 2 years ago

Hairy Bush and Crossdressing Compilation

Hairy Bush and Crossdressing Compilation

Clips4sale 2 years ago

Hairy Bush and Crossdressing Compilation B&W

Hairy Bush and Crossdressing Compilation B&W

Clips4sale 2 years ago

Crossdressing Mind Fuck

Crossdressing Mind Fuck

Clips4sale 1 year ago

Crossdressers and the Fucking Machine - Compilation 5

HD 0:39 / 20:04

Crossdressers and the Fucking Machine - Compilation 5

FapHouse 10 months ago

Captioned Crossdressing Mind Fuck

Captioned Crossdressing Mind Fuck

Clips4sale 2 years ago

Compilation handjob sissy crossdressers big cock front webcam amateur episode 1

Compilation handjob sissy crossdressers big cock front webcam amateur episode 1

FapHouse 3 years ago

Crossdressers and the Fucking Machine - Compilation 8

HD 0:39 / 26:19

Crossdressers and the Fucking Machine - Compilation 8

FapHouse 10 months ago

Crossdressing Fem MindFuck

Crossdressing Fem MindFuck

Clips4sale 2 years ago

Crossdressing Encouragement & Anal Masturbation

Crossdressing Encouragement & Anal Masturbation

Clips4sale 2 years ago

Crossdressing and Anal Masturbation PMV

Crossdressing and Anal Masturbation PMV

Clips4sale 2 years ago

Mindfucking Dick and Crossdressing

Mindfucking Dick and Crossdressing

Clips4sale 2 years ago

Solo Man Crossdressing MINDFUCK

Solo Man Crossdressing MINDFUCK

Clips4sale 2 years ago

SFX Crossdressing MindFuck Compilation

SFX Crossdressing MindFuck Compilation

Clips4sale 2 years ago

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

HD 0:39 / 23:26

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

FapHouse 7 months ago

Hottie Crossdressers Fucking Around Compilation

HD 0:39 / 20:08

Hottie Crossdressers Fucking Around Compilation

FapHouse 7 months ago

Sissy Male Crossdressing

Sissy Male Crossdressing

Clips4sale 2 years ago

Crossdressers Masturbation and Fucking Machine - Compilation 1

HD 0:39 / 20:08

Crossdressers Masturbation and Fucking Machine - Compilation 1

FapHouse 6 months ago

Crossdressers and the Fucking Machine - Compilation 6

HD 0:39 / 20:14

Crossdressers and the Fucking Machine - Compilation 6

FapHouse 8 months ago

Magic Mindfucking Dick and Crossdressing

Magic Mindfucking Dick and Crossdressing

Clips4sale 2 years ago

Crossdressers and the Fucking Machine - Compilation 7

HD 0:39 / 20:07

Crossdressers and the Fucking Machine - Compilation 7

FapHouse 6 months ago

Captioned Crossdressing Encouragement

Captioned Crossdressing Encouragement

Clips4sale 2 years ago

Solo Male crossdressing Black and White

Solo Male crossdressing Black and White

Clips4sale 2 years ago

Crossdresser Compilation

Crossdresser Compilation

Clips4sale 2 years ago

Crossdressing Solo Male PMV

Crossdressing Solo Male PMV

Clips4sale 2 years ago

Crossdressing Encouragement MindFuck

Crossdressing Encouragement MindFuck

Clips4sale 2 years ago

Crossdressing, Fucking, Masturbation and Fucking Machine Compilation

Crossdressing, Fucking, Masturbation and Fucking Machine Compilation

FapHouse 6 months ago

Crossdressers Masturbation and Fucking Machine - Compilation 1

Crossdressers Masturbation and Fucking Machine - Compilation 1

FapHouse 6 months ago

Crossdressers and the Fucking Machine - Compilation 6

Crossdressers and the Fucking Machine - Compilation 6

FapHouse 8 months ago

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

HD 0:39 / 26:35

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

FapHouse 6 months ago

Dicks and Crossdressing PMV

Dicks and Crossdressing PMV

Clips4sale 2 years ago

Solo Male Crossdressing SFX COMP

Solo Male Crossdressing SFX COMP

Clips4sale 1 year ago

Crossdressing Encouragement

Crossdressing Encouragement

Clips4sale 2 years ago

Fashionable Femme: Inspiring Others with My Crossdressing Style!

HD 0:39 / 19:26

Fashionable Femme: Inspiring Others with My Crossdressing Style!

FapHouse 6 months ago

Hottie Crossdressers Fucking Around Compilation

Hottie Crossdressers Fucking Around Compilation

FapHouse 7 months ago

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

HD 0:39 / 17:54

Crossdressing Confessions: Sharing My Personal Stories and Experiences!

FapHouse 5 months ago

Crossdressing Fem MindFuck B&W

Crossdressing Fem MindFuck B&W

Clips4sale 2 years ago

Dreamy Solo Crossdressing

Dreamy Solo Crossdressing

Clips4sale 2 years ago

Crossdressers and the Fucking Machine - Compilation 5

Crossdressers and the Fucking Machine - Compilation 5

FapHouse 10 months ago

Crossdressers and the Fucking Machine - Compilation 8

Crossdressers and the Fucking Machine - Compilation 8

FapHouse 10 months ago

Hairy Bush & Crossdressing PMV

Hairy Bush & Crossdressing PMV

Clips4sale 2 years ago

Crossdressers and the Fucking Machine - Compilation 3

Crossdressers and the Fucking Machine - Compilation 3

FapHouse 7 months ago

Crossdressers and the Fucking Machine - Compilation 7

Crossdressers and the Fucking Machine - Compilation 7

FapHouse 6 months ago

Crossdressers and the Fucking Machine - Compilation 1

Crossdressers and the Fucking Machine - Compilation 1

FapHouse 7 months ago

Crossdressers Fucked by Fucking Machine - Compilation 3

Crossdressers Fucked by Fucking Machine - Compilation 3

FapHouse 8 months ago

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