Crossdressing Compilation (1,212)

Sissification Encouragment with Captions

42% 0:44 / 8:11

Sissification Encouragment with Captions

Clips4sale 3 years ago

Sissy Training Compilation

43% 0:20 / 25:12

Sissy Training Compilation

Clips4sale 4 years ago

CD & DICK

Clips4sale 3 years ago

Cyber SIssy PMV

66% 0:10 / 5:19

Cyber SIssy PMV

Clips4sale 3 years ago

Amateur Crossdressing SFX Compilation

Amateur Crossdressing SFX Compilation

Clips4sale 3 years ago

Crossdressing Solo Male PMV

Crossdressing Solo Male PMV

Clips4sale 3 years ago

Gooey Fishnet PMV

Gooey Fishnet PMV

Clips4sale 3 years ago

Modified Reality

Modified Reality

Clips4sale 3 years ago

Trifecta Pop Sissy PMV

Trifecta Pop Sissy PMV

Clips4sale 3 years ago

Juggsy Female Masker Z Cup Stripper #2

Juggsy Female Masker Z Cup Stripper #2

XHamster 3 years ago

Dancing CD Mindfuck PMV

Dancing CD Mindfuck PMV

Clips4sale 2 years ago

4K - FULL CREAM COMPILATION NEO 7

43% 4K 0:20 / 18:01

4K - FULL CREAM COMPILATION NEO 7

Clips4sale 1 year ago

Dick Worship and Crossdressing Encouragement Mind Fuck

Dick Worship and Crossdressing Encouragement Mind Fuck

Clips4sale 2 years ago

Sissification Fuck Machine Dildo and CD PMV

Sissification Fuck Machine Dildo and CD PMV

Clips4sale 3 years ago

SOLO MALE CD & Dick PMV B&W

SOLO MALE CD & Dick PMV B&W

Clips4sale 2 years ago

Solo Man CD MindFuck Comp

Solo Man CD MindFuck Comp

Clips4sale 2 years ago

Sixybitch onlyfans compilation

Sixybitch onlyfans compilation

KeekAss 2 years ago

Sissy Solo CD Compilation

Sissy Solo CD Compilation

Clips4sale 3 years ago

Sissy CD Dancing PMV

Sissy CD Dancing PMV

Clips4sale 3 years ago

Crossdressing Encouragement & Anal Masturbation

Crossdressing Encouragement & Anal Masturbation

Clips4sale 3 years ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 9 Clip 1

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 9 Clip 1

XHamster 8 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 22

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 22

APClips 3 months ago

Pretty Petite Trans Fucked - Compilation 10

HD 0:10 / 20:47

Pretty Petite Trans Fucked - Compilation 10

LoyalFans 3 months ago

Mistress Tgirl MILF Dominates Bottom Boy

55% HD 0:10 / 28:07

Mistress Tgirl MILF Dominates Bottom Boy

LoyalFans 2 months ago

Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1

HD 0:10 / 20:54

Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1

LoyalFans 3 months ago

Deepthroating and Doggystyle - Becki Bottomz & Jake Grand

63% HD 0:10 / 20:41

Deepthroating and Doggystyle - Becki Bottomz & Jake Grand

LoyalFans 2 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

APClips 3 months ago

Pretty Petite Trans Fucked - Compilation 11

HD 0:10 / 20:10

Pretty Petite Trans Fucked - Compilation 11

LoyalFans 3 months ago

Fucking Petite Trans - Compilation 16

HD 0:10 / 20:15

Fucking Petite Trans - Compilation 16

LoyalFans 3 months ago

Trans Colombian Blowjob in Austria *EXCLUSIVE*

HD 0:10 / 12:39

Trans Colombian Blowjob in Austria *EXCLUSIVE*

LoyalFans 2 months ago

BED BANG - TS Becki Bottomz & Jake Grand

HD 0:10 / 32:38

BED BANG - TS Becki Bottomz & Jake Grand

LoyalFans 2 months ago

Fucking Big Ass Sissy in Chastity - Compilation 2

HD 0:10 / 20:07

Fucking Big Ass Sissy in Chastity - Compilation 2

LoyalFans 3 months ago

Trans Cassandra LoveLox Fucking Guy and Getting Fucked

HD 0:10 / 40:25

Trans Cassandra LoveLox Fucking Guy and Getting Fucked

LoyalFans 2 months ago

TS Becki Bottomz and Jake Grand

HD 0:10 / 18:56

TS Becki Bottomz and Jake Grand

LoyalFans 2 months ago

Fucking Super Sexy Sissy - Compilation 2

HD 0:10 / 20:00

Fucking Super Sexy Sissy - Compilation 2

LoyalFans 3 months ago

Crossdresser Bailey Wilde BDSM Compilation 3

Crossdresser Bailey Wilde BDSM Compilation 3

Clips4sale 5 months ago

Extreme Sissy Viper Nasty 60 Cum-blast Fuckfest Part 3

HD 0:30 / 14:45

Extreme Sissy Viper Nasty 60 Cum-blast Fuckfest Part 3

Clips4sale 9 months ago

Solo Male Visual Effects CD PMV

Solo Male Visual Effects CD PMV

Clips4sale 2 years ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 8

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 8

XHamster 6 months ago

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 15

HD 0:10 / 20:07

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 15

LoyalFans 1 month ago

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 12

HD 0:10 / 20:06

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 12

LoyalFans 1 month ago

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 4

HD 0:10 / 20:13

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 4

LoyalFans 1 month ago

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 10

HD 0:10 / 20:07

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 10

LoyalFans 1 month ago

Super Sexy Blonde Femboy Fucked Compilation

HD 0:10 / 28:26

Super Sexy Blonde Femboy Fucked Compilation

LoyalFans 1 month ago

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 17

HD 0:10 / 20:01

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 17

LoyalFans 1 month ago

Table Top - Trans Becki Bottomz and Jake Grand

Premium 4K 36:45

Table Top - Trans Becki Bottomz and Jake Grand

Clips4sale 3 months ago

Total Eclipse of the Farts MP4

HD 0:25 / 15:11

Total Eclipse of the Farts MP4

Clips4sale 2 months ago

Sissy BDSM Dominating Petite Trans Woman - Compilation 3

HD 0:10 / 20:08

Sissy BDSM Dominating Petite Trans Woman - Compilation 3

LoyalFans 1 month ago

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 4

HD 0:10 / 20:01

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 4

LoyalFans 1 month ago

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 10

HD 0:10 / 20:01

Crossdresser Bailey Wilde Sucking Femboy Jasmyne Jaye - Compilation 10

LoyalFans 1 month ago

Feminized to Go to the Club

HD 0:10 / 15:11

Feminized to Go to the Club

LoyalFans 1 month ago

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 3

HD 0:10 / 20:00

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 3

LoyalFans 1 month ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3

HD 0:10 / 20:00

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3

LoyalFans 1 month ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 13

HD 0:10 / 20:25

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 13

LoyalFans 1 month ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 4

HD 0:10 / 20:02

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 4

LoyalFans 1 month ago

Petite Trans Teen and Crossdresser Bailey Wilde Fucking Compilation 1

Petite Trans Teen and Crossdresser Bailey Wilde Fucking Compilation 1

Clips4sale 5 months ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye Compilation 4

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye Compilation 4

Clips4sale 5 months ago

Hottie Trans Woman Fucked Mega Compilation

Premium 4K 44:25

Hottie Trans Woman Fucked Mega Compilation

Clips4sale 3 months ago

Pink Haired Tgirl Deepthroating Cock Compilation

Premium HD 58:25

Pink Haired Tgirl Deepthroating Cock Compilation

Clips4sale 3 months ago

Cumming in Trans Mouth and Masturbating Compilation

Premium HD 20:11

Cumming in Trans Mouth and Masturbating Compilation

Clips4sale 3 months ago

Trans Woman Fucking Man Compilation 1

Premium HD 20:25

Trans Woman Fucking Man Compilation 1

Clips4sale 3 months ago

Trans Hottie Chloe T Star Fucked BJ Compilation

Premium 4K 30:59

Trans Hottie Chloe T Star Fucked BJ Compilation

Clips4sale 3 months ago

Feminization to go Clubbing with the Gals

HD 0:10 / 23:26

Feminization to go Clubbing with the Gals

LoyalFans 1 month ago

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

HD 0:10 / 36:14

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

LoyalFans 1 month ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 50

HD 0:10 / 29:20

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 50

LoyalFans 1 month ago

Sissy Jerking Solo Mega Compilation

HD 0:10 / 45:27

Sissy Jerking Solo Mega Compilation

LoyalFans 1 month ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 5

HD 0:10 / 20:02

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 5

LoyalFans 1 month ago

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 8

HD 0:10 / 20:03

Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 8

LoyalFans 1 month ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 2

HD 0:10 / 20:01

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 2

LoyalFans 1 month ago

Hot Blonde Sissy Sucks on BBC *EXCLUSIVE*

Hot Blonde Sissy Sucks on BBC *EXCLUSIVE*

LoyalFans 1 month ago

Super Hot Blonde Femboy Bailey Wilde Fucked - Compilation 2

HD 0:10 / 20:00

Super Hot Blonde Femboy Bailey Wilde Fucked - Compilation 2

LoyalFans 1 month ago

Sexy Crossdresser Fucked Deep

65% HD 0:10 / 4:54

Sexy Crossdresser Fucked Deep

LoyalFans 2 months ago

Really HOT Trans Woman Fucking Woman *EXCLUSIVE*

65% HD 0:10 / 25:10

Really HOT Trans Woman Fucking Woman *EXCLUSIVE*

LoyalFans 2 months ago

REALLY SEXY Crossdresser Jerking Off *EXCLUSIVE*

REALLY SEXY Crossdresser Jerking Off *EXCLUSIVE*

LoyalFans 2 months ago

Sissy Femdom BDSM Petite Trans Woman - Compilation 2

61% HD 0:10 / 20:15

Sissy Femdom BDSM Petite Trans Woman - Compilation 2

LoyalFans 1 month ago

Super Sexy Crossdresser Fucked - Compilation 3

HD 0:10 / 20:00

Super Sexy Crossdresser Fucked - Compilation 3

LoyalFans 1 month ago

Sexy Tatted Trans Chloe T Star Sucking Cock Compilation 1

Premium 4K 20:00

Sexy Tatted Trans Chloe T Star Sucking Cock Compilation 1

Clips4sale 3 months ago

Trans Chastity Dildo Masturbation Compilation

Trans Chastity Dildo Masturbation Compilation

APClips 3 months ago

HOTTEST Femboy Fucked Mega Compilation

Premium 1:59:48

HOTTEST Femboy Fucked Mega Compilation

Clips4sale 5 months ago

Fishnet Mind Fuck PMV

Fishnet Mind Fuck PMV

Clips4sale 2 years ago

BIG ASS Trans Latina Sucking and Getting Fucked Compilation 2

Premium 4K 20:02

BIG ASS Trans Latina Sucking and Getting Fucked Compilation 2

Clips4sale 3 months ago

Sissy Jerking in Hotel Compilation

HD 0:10 / 23:54

Sissy Jerking in Hotel Compilation

LoyalFans 2 months ago

Hot Blonde Crossdresser Giving Blowjob *EXCLUSUVE*

Hot Blonde Crossdresser Giving Blowjob *EXCLUSUVE*

LoyalFans 2 months ago

Straight Guy Fucks Femboy For First Time

65% HD 0:10 / 18:10

Straight Guy Fucks Femboy For First Time

LoyalFans 2 months ago

Crossdresser Bailey Wilde Fucking Petite Trans Teen Compilation 4

Crossdresser Bailey Wilde Fucking Petite Trans Teen Compilation 4

Clips4sale 5 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 2

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 2

Clips4sale 5 months ago

Super Hot Crossdresser Bailey Willde Fucked Raw - Compilation 3

HD 0:10 / 21:34

Super Hot Crossdresser Bailey Willde Fucked Raw - Compilation 3

LoyalFans 2 months ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 7

HD 0:10 / 20:15

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 7

LoyalFans 1 month ago

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 7

HD 0:10 / 20:45

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 7

LoyalFans 1 month ago

Sissy Femdom BDSM Petite Trans Woman - Compilation 5

HD 0:10 / 20:10

Sissy Femdom BDSM Petite Trans Woman - Compilation 5

LoyalFans 1 month ago

Crossdresser Bailey Wilde BDSM - Compilation 3

HD 0:10 / 36:18

Crossdresser Bailey Wilde BDSM - Compilation 3

LoyalFans 1 month ago

Hot Blonde Trans Beauty Sucking BBC *EXCLUSIVE*

Hot Blonde Trans Beauty Sucking BBC *EXCLUSIVE*

LoyalFans 1 month ago

Hottest Sissy Compilation

HD 0:10 / 22:44

Hottest Sissy Compilation

LoyalFans 1 month ago

Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 1

HD 0:10 / 20:01

Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 1

LoyalFans 1 month ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 9

HD 0:10 / 20:04

Mistress Pegging Crossdresser Bailey Wilde - Compilation 9

LoyalFans 1 month ago

Hottie Femboy Fucked Mega Compilation

Premium 4K 59:59

Hottie Femboy Fucked Mega Compilation

Clips4sale 3 months ago

Trans Beauty Sucking Big Brazilian Cock *EXCLUSIVE*

Trans Beauty Sucking Big Brazilian Cock *EXCLUSIVE*

LoyalFans 2 months ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1440p)

Clips4sale 1 year ago

Sissy Solo Compilation SFX CLIP

Sissy Solo Compilation SFX CLIP

Clips4sale 3 years ago

CD Overdrive

Clips4sale 3 years ago

Dick Overload PMV

Dick Overload PMV

Clips4sale 3 years ago

Sissy CD Captioned PMV

55% 0:10 / 3:23

Sissy CD Captioned PMV

Clips4sale 3 years ago

Black and White Fishnet Fetish

Black and White Fishnet Fetish

Clips4sale 3 years ago

Mind Fuck SFX Compilation

Mind Fuck SFX Compilation

Clips4sale 3 years ago

Sensual Synthetic PMV

Sensual Synthetic PMV

Clips4sale 3 years ago

Black Brit ebony transsexual Blackbarbi OnlyFans Cumpilation

Black Brit ebony transsexual Blackbarbi OnlyFans Cumpilation

KeekAss 2 years ago

Jerking Cock and CD PMV

Jerking Cock and CD PMV

Clips4sale 2 years ago

Sissy Solo PMV Multiple Cameras

Sissy Solo PMV Multiple Cameras

Clips4sale 3 years ago

Getting my onlyfans soon sissygasm queen

Getting my onlyfans soon sissygasm queen

XHamster 2 years ago

Sissy CD PMV

55% 0:19 / 4:33

Clips4sale 3 years ago

Sissy Fetish Fishnet CD PMV

Sissy Fetish Fishnet CD PMV

Clips4sale 2 years ago

Visual CD MindFuck

Visual CD MindFuck

Clips4sale 2 years ago

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

4K 1:01 / 24:51

Beauty Beyond Boundaries: Celebrating Diversity in Crossdressing!

FapHouse 1 year ago

Trap cheerleader femboi spoils DILF's BBC

Trap cheerleader femboi spoils DILF's BBC

Some.Porn 1 year ago

Trans Vandella Evangelista Fucking Man - Compilation 1 Clip 1

Trans Vandella Evangelista Fucking Man - Compilation 1 Clip 1

XHamster 8 months ago

Fashionable Femme: Inspiring Others with My Crossdressing Style!

Fashionable Femme: Inspiring Others with My Crossdressing Style!

XHamster 1 year ago

Fabulous Crossdressing Slideshow 10 Minutes Of Sexyness

Fabulous Crossdressing Slideshow 10 Minutes Of Sexyness

AllBoner 2 years ago

Fashionable Femme: Inspiring Others with My Crossdressing Style!

4K 0:39 / 18:49

Fashionable Femme: Inspiring Others with My Crossdressing Style!

FapHouse 11 months ago

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 4

Mature Crossdresser Fucked and Deepthroating Dick - Compilation 4

XHamster 8 months ago

Goth Sissy Jade Madison Sucking Dick Compilation 1

Premium HD 20:04

Goth Sissy Jade Madison Sucking Dick Compilation 1

Clips4sale 3 months ago

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