Crossdressing Porn Movies

Experience the animal instincts of gender-play with our Crossdressing category. Full 100 FREE sex movies, in which Genderqueer performers can be observed
Crossdresser humiliation: dressing him like a sissy 04:15

Crossdresser humiliation: dressing him like a sissy

Brazilian shemale entices married man while his wife is away 05:57

Brazilian shemale entices married man while his wife is away

Bruna Ferrari's intense orgasm from anal penetration with a sex machine 15:11

Bruna Ferrari's intense orgasm from anal penetration with a sex machine

Crossdressing trans babe pleasuring herself with toy 06:17

Crossdressing trans babe pleasuring herself with toy

Compilation of trans woman bending over for unprotected big black cock from Brazilian and Latina men 08:08

Compilation of trans woman bending over for unprotected big black cock from Brazilian and Latina men

Angelique, a transgender woman, gives a blowjob and gets penetrated by a charming friend in this free video 05:16

Angelique, a transgender woman, gives a blowjob and gets penetrated by a charming friend in this free video

Compilation of enticing transsexual deepthroat and BJ performances 08:04

Compilation of enticing transsexual deepthroat and BJ performances

Big-breasted Asian shemale Brunette indulges in solo play 13:01

Big-breasted Asian shemale Brunette indulges in solo play

Gorgeous dark-skinned Asian trans woman in pink leather and stilettos enjoys intense anal penetration. 07:01

Gorgeous dark-skinned Asian trans woman in pink leather and stilettos enjoys intense anal penetration.

Elegant shemale displays her toes 06:01

Elegant shemale displays her toes

Asian shemale with piercings masturbates with small breasts 06:10

Asian shemale with piercings masturbates with small breasts

A seductive transgender woman pleases her partner with a big cock in a kinky encounter 10:01

A seductive transgender woman pleases her partner with a big cock in a kinky encounter

Stella Duarte's sensual outdoor solo show with lingerie and anal play 10:08

Stella Duarte's sensual outdoor solo show with lingerie and anal play

Carolina Martins, a seductive transsexual, indulges in solo play with a dildo and heels 15:05

Carolina Martins, a seductive transsexual, indulges in solo play with a dildo and heels

Veronika Havenna's Brazilian bubble butt gets filled with cum 15:06

Veronika Havenna's Brazilian bubble butt gets filled with cum

Amateur shemale gets rough bareback anal 06:16

Amateur shemale gets rough bareback anal

Transsexual beauty pleasures herself in a solo video 06:02

Transsexual beauty pleasures herself in a solo video

Black muscular man gets pleasure from shemale 05:11

Black muscular man gets pleasure from shemale

Bi crossdresser takes POV humiliation with a strapon in tight sissy ass 06:48

Bi crossdresser takes POV humiliation with a strapon in tight sissy ass

Jenna gargles and gets her ass pounded by a guy 10:11

Jenna gargles and gets her ass pounded by a guy

Shemale princess enjoys intense creampie in her anal cavity 10:01

Shemale princess enjoys intense creampie in her anal cavity

Crossdressing shemale gets her tight ass pounded in raw action 06:16

Crossdressing shemale gets her tight ass pounded in raw action

European transsexual Allana strips down to seduce in solo video 03:00

European transsexual Allana strips down to seduce in solo video

Colombian shemale Veronica Sanders' homemade solo session 06:29

Colombian shemale Veronica Sanders' homemade solo session

Feminization and crossdressing: empowering beta boys 05:02

Feminization and crossdressing: empowering beta boys

Big-titted shemale with a small cock gets her ass fucked 26:08

Big-titted shemale with a small cock gets her ass fucked

Sissy crossdresser's extreme pleasure: cum, piss, and squirt orgasm 08:44

Sissy crossdresser's extreme pleasure: cum, piss, and squirt orgasm

After receiving oral sex, I brutally penetrated the brunette's anus 05:53

After receiving oral sex, I brutally penetrated the brunette's anus

Big dick anal action with shemale 05:04

Big dick anal action with shemale

Sofia bun's solo foot fetish masturbation 03:06

Sofia bun's solo foot fetish masturbation

Relaxing and enjoying oneself 02:17

Relaxing and enjoying oneself

German shemale penetrates another's anus 16:43

German shemale penetrates another's anus

Crossdressing shemale Tuga in steamy third installment 00:57

Crossdressing shemale Tuga in steamy third installment

Amateur shemale camgirl in red bikini masturbating on camera 05:09

Amateur shemale camgirl in red bikini masturbating on camera

A kinky Asian ladyboy receives a humiliating urine shower in a first-person perspective before performing oral sex 07:01

A kinky Asian ladyboy receives a humiliating urine shower in a first-person perspective before performing oral sex

Busty Asian ladyboy Lorla's amateur anal sex with hairy shemale 06:01

Busty Asian ladyboy Lorla's amateur anal sex with hairy shemale

Jesse and Kasey's steamy encounter with big tits and Asian charm 06:16

Jesse and Kasey's steamy encounter with big tits and Asian charm

A transsexual performer strips down and swallows her own semen 09:10

A transsexual performer strips down and swallows her own semen

Big boobs and big cocks in a shemale sex video 02:40

Big boobs and big cocks in a shemale sex video

Femboy indulges in self-pleasure with oil 05:09

Femboy indulges in self-pleasure with oil

Big booty shemale gets analed by a massive black shaft while wearing fishnets 10:01

Big booty shemale gets analed by a massive black shaft while wearing fishnets

Crossdressing shemale gets dominated by BBC 15:50

Crossdressing shemale gets dominated by BBC

Blonde transsexual gets analed by ebony shaft 06:02

Blonde transsexual gets analed by ebony shaft

Shemale's orgasmic climax 08:20

Shemale's orgasmic climax

A curvy Latina shemale enjoys a raw encounter with her BBC partner 10:01

A curvy Latina shemale enjoys a raw encounter with her BBC partner

Solo transsexual woman with big tits masturbates 06:30

Solo transsexual woman with big tits masturbates

Stunning European pornstar with tattoos gets fucked hard on camera 05:12

Stunning European pornstar with tattoos gets fucked hard on camera

Thai shemales Lanta and Manaw team up for a wild ride with a big cock 06:16

Thai shemales Lanta and Manaw team up for a wild ride with a big cock

Hardcore sex with a well-endowed transsexual 05:01

Hardcore sex with a well-endowed transsexual

Chubby shemale in lingerie masturbates and ejaculates in close-up view 05:13

Chubby shemale in lingerie masturbates and ejaculates in close-up view

Blindfolded crossdresser experiences extreme BDSM with anal play and deepthroating 03:10

Blindfolded crossdresser experiences extreme BDSM with anal play and deepthroating

Transsexual with big boobs and ass plays with herself 06:15

Transsexual with big boobs and ass plays with herself

Korean shemale fern handcuffed and pleasured orally and anally 06:03

Korean shemale fern handcuffed and pleasured orally and anally

TS beauty gets creampied by stud in hot video 07:21

TS beauty gets creampied by stud in hot video

Brazilian and Latina tgirls indulge in bareback anal threesome 15:08

Brazilian and Latina tgirls indulge in bareback anal threesome

Experience the ultimate humiliation with this crossdressing and femdom video 06:38

Experience the ultimate humiliation with this crossdressing and femdom video

A married brunette woman has an intense encounter with her husband's secret lover, leading to a variety of sexual experiences. 05:47

A married brunette woman has an intense encounter with her husband's secret lover, leading to a variety of sexual experiences.

Busty Asian ladyboy Nadia's bareback massage leads to anal sex and deepthroat 07:01

Busty Asian ladyboy Nadia's bareback massage leads to anal sex and deepthroat

European shemale masturbates on webcam 02:11

European shemale masturbates on webcam

Transsexual beauty with big tits and tattoos 03:21

Transsexual beauty with big tits and tattoos

Solo Asian ladyboy in corset masturbates and teases 06:01

Solo Asian ladyboy in corset masturbates and teases

Young transsexual shoots a load in this homemade video 09:39

Young transsexual shoots a load in this homemade video

A stunning transsexual indulges in interracial anal play with her stepbrother, showcasing her skills in deepthroat, bareback sex, and crossdressing. 10:11

A stunning transsexual indulges in interracial anal play with her stepbrother, showcasing her skills in deepthroat, bareback sex, and crossdressing.

Mother in law's naughty massage leads to risqué encounter 11:25

Mother in law's naughty massage leads to risqué encounter

Stepping into the world of crossdressing dommes with confidence and pride 07:42

Stepping into the world of crossdressing dommes with confidence and pride

Mayna Santini, a stunning trans woman, indulges in anal sex with a new partner 12:01

Mayna Santini, a stunning trans woman, indulges in anal sex with a new partner

Brazilian wife enjoys a satisfying one-on-one session after a threesome 06:53

Brazilian wife enjoys a satisfying one-on-one session after a threesome

Two deviant shemales dominate and assfuck a married couple 15:12

Two deviant shemales dominate and assfuck a married couple

Brazilian beauty shares her body with me 25:02

Brazilian beauty shares her body with me

Angelique's steamy solo show with lingerie and tattoos 05:19

Angelique's steamy solo show with lingerie and tattoos

Shemale's foot fetish and anal play with toys 06:16

Shemale's foot fetish and anal play with toys

Dani Peterson's wild ride with a fucking machine 15:06

Dani Peterson's wild ride with a fucking machine

A sexually explicit video featuring a cross-dressing woman who engages in anal and oral sex with a man, while also incorporating elements of BDSM and hentai. 40:53

A sexually explicit video featuring a cross-dressing woman who engages in anal and oral sex with a man, while also incorporating elements of BDSM and hentai.

Tattooed shemale with tan lines and big tits masturbates and gives blowjob 06:01

Tattooed shemale with tan lines and big tits masturbates and gives blowjob

Close-up of Russian shemale's hands wanking and ass play 06:10

Close-up of Russian shemale's hands wanking and ass play

Teen webcam model with a perfect ass fucks curvy boxer in stockings 06:01

Teen webcam model with a perfect ass fucks curvy boxer in stockings

Emma Rose and Izzy Wilde in a transsexual café with erotic encounters 06:46

Emma Rose and Izzy Wilde in a transsexual café with erotic encounters

BDSM anal sex with curvy girl Bella Grey 02:27

BDSM anal sex with curvy girl Bella Grey

Aroused man pleasures three shemales in a kinky threesome 06:02

Aroused man pleasures three shemales in a kinky threesome

Goddess Amanda dominates her submissive partner in lingerie 22:33

Goddess Amanda dominates her submissive partner in lingerie

Roxy Vega, a sultry Brazilian trans woman, engages in an intense anal encounter with a Thai man, showcasing her ample bosom and irresistible curves. 18:53

Roxy Vega, a sultry Brazilian trans woman, engages in an intense anal encounter with a Thai man, showcasing her ample bosom and irresistible curves.

Thai shemale gets down and dirty in a bar 06:21

Thai shemale gets down and dirty in a bar

Secret affair with a friend's wife leads to potential pregnancy 05:47

Secret affair with a friend's wife leads to potential pregnancy

Interracial shemales engage in hardcore anal action 05:01

Interracial shemales engage in hardcore anal action

After work, I have passionate sex with my transgender assistant and ejaculate inside her anus 06:28

After work, I have passionate sex with my transgender assistant and ejaculate inside her anus

Solo transsexual indulges in anal play at Phoenix hotel 05:42

Solo transsexual indulges in anal play at Phoenix hotel

A weekend of crossdressing and domination with my partner 05:37

A weekend of crossdressing and domination with my partner

Amateur tranny secretary experiences intense anal pleasure and facial finish 12:36

Amateur tranny secretary experiences intense anal pleasure and facial finish

Barbara Perez, the attractive transsexual woman, craves intense anal stimulation from a state-of-the-art fucking machine. 15:06

Barbara Perez, the attractive transsexual woman, craves intense anal stimulation from a state-of-the-art fucking machine.

Sensual shemale Alison Nacho's steamy solo performance 19:46

Sensual shemale Alison Nacho's steamy solo performance

Isabella Muniz's full scene with direction and Garcia on Trans500 11:15

Isabella Muniz's full scene with direction and Garcia on Trans500

Melena Maria Rya's 18/19-year-old body on display in a sheer dress 07:04

Melena Maria Rya's 18/19-year-old body on display in a sheer dress

Crossdressing cousin joins me for a movie night and we have sex 05:02

Crossdressing cousin joins me for a movie night and we have sex

Big-titted crossdresser joins group sex with married couple 08:42

Big-titted crossdresser joins group sex with married couple

Blair Carter's sensual transsexual encounter 03:00

Blair Carter's sensual transsexual encounter

Three Asian shemales pleasure a tourist in a wild encounter 06:16

Three Asian shemales pleasure a tourist in a wild encounter

A transgender woman gives a man a handjob and anal sex 06:16

A transgender woman gives a man a handjob and anal sex

German transsexor maid gets anal creampied by client 11:01

German transsexor maid gets anal creampied by client

Estela Duarte's anal encounter with a bareback partner leads to a creampie 15:06

Estela Duarte's anal encounter with a bareback partner leads to a creampie

Crossdressing amateur gets whipped and fucked 05:25

Crossdressing amateur gets whipped and fucked

Kinky shemale dominates blonde babe with monster cock 05:06

Kinky shemale dominates blonde babe with monster cock

Tattooed hunk dominates shemale biker in hardcore encounter 05:09

Tattooed hunk dominates shemale biker in hardcore encounter

Crossdressing shemale receives oral and anal pleasure 06:16

Crossdressing shemale receives oral and anal pleasure

Sensual shemale experiences intense and loving anal exploration 05:01

Sensual shemale experiences intense and loving anal exploration

Tattooed transsexual teller gets anal pounding in lingerie 12:03

Tattooed transsexual teller gets anal pounding in lingerie

Blonde shemale gets her ass filled by a huge cock 20:47

Blonde shemale gets her ass filled by a huge cock

Sensual transsexual sharing pleasurable oral experiences with companion 02:45

Sensual transsexual sharing pleasurable oral experiences with companion

Cosplaying Thai shemale in steamy bareback action 07:01

Cosplaying Thai shemale in steamy bareback action

Eager to experience my first transsexual encounter 14:41

Eager to experience my first transsexual encounter

Real homemade video of a brunette shecock masturbating 05:31

Real homemade video of a brunette shecock masturbating

Crossdressing amateur gets rough big cock treatment 17:32

Crossdressing amateur gets rough big cock treatment

Young shemale Lee gives a blowjob and engages in anal sex with a well-endowed white partner, captured from a first-person perspective. 06:16

Young shemale Lee gives a blowjob and engages in anal sex with a well-endowed white partner, captured from a first-person perspective.

Brazilian teen gets off on continuous sex 04:37

Brazilian teen gets off on continuous sex

A stunning shemale pleasures herself with a massive member in front of the camera. 15:15

A stunning shemale pleasures herself with a massive member in front of the camera.

Asian shemale with big tits and heels enjoys anal play 05:54

Asian shemale with big tits and heels enjoys anal play

Crossdresser flaunts black lingerie in homemade video with light spanking 07:42

Crossdresser flaunts black lingerie in homemade video with light spanking

Blonde woman runs outdoors in a park without clothes, exposing her body and bouncing breasts 07:17

Blonde woman runs outdoors in a park without clothes, exposing her body and bouncing breasts

Crossdressing sissy gets dominated by big cock 05:44

Crossdressing sissy gets dominated by big cock

Sissy's tight hole gets drilled by big black cock and covered in cum 05:57

Sissy's tight hole gets drilled by big black cock and covered in cum

Brazilian shemales Nataly Souza and Isabella Fountain have rough bareback sex with a girl 08:04

Brazilian shemales Nataly Souza and Isabella Fountain have rough bareback sex with a girl

Gender-bending fantasies come to life

Gender-bending fantasies come alive

Gender-bending fantasies come to life

Step in a world of sexual swing with no barriers as to gender, or propriety, or even reality. This category is interesting to address the issue of cross-dressing and the great tenderness of masculinity and femininity. You will be presented with a variety of rather provocative cross-dressing acts from sultry drag queens to pretty boys wearing skirts. When it comes to high heels, lingerie, and everything else – watch the eroticism. This domain is plot is based on desire, temptation, and other forbidden things that people sometimes are willing to try in the framework of adventures and sexual pursuits of the character in the given masquerade. It is a comely of the different-sex desires, fetishes, and the pleasures of any type of sexual variety. Welcome to a realm where desire is as different and outlandish as the names of the places in Kansas.