Cross Dressing JAV Videos

Browse Cross Dressing JAV videos. Explore 58 titles with sortable listings, related actresses, studios, and release years.

HSM-087 A Cross-dressing Boy, Ayumi Namikawa, Makes Her AV Debut, Experiencing Orgasms So Intense They Make Her Lose Consciousness And Push Her Beyond The Limits Of Pleasure.
HSM-087

HSM-087 A Cross-dressing Boy, Ayumi Namikawa, Makes Her AV Debut, Experiencing Orgasms So Intense They Make Her Lose Consciousness And Push Her Beyond The Limits Of Pleasure.

2026

TIMD-033 Boys ♂ X ♂ Lesbian Let’s Have Sex Like BL! Kino X Nico
TIMD-033

TIMD-033 Boys ♂ X ♂ Lesbian Let’s Have Sex Like BL! Kino X Nico

2026

TCD-334 Newhalf – Tears, Nonstop, Intense Anal Sex 4 Mel
TCD-334

TCD-334 Newhalf – Tears, Nonstop, Intense Anal Sex 4 Mel

2026

TCD-332 Humiliation, Sexual Assault, Wearing A Tobikko (fish Roe) And Going On A Date In The Entertainment District! ~Crossdresser Edition~ 4 Suzushiro Meika
TCD-332

TCD-332 Humiliation, Sexual Assault, Wearing A Tobikko (fish Roe) And Going On A Date In The Entertainment District! ~Crossdresser Edition~ 4 Suzushiro Meika

2026

TCD-331 A Day In The Life Of Me And My Girlfriend With A Penis, A Taxi Date, Day 6, By Ena Saki
TCD-331

TCD-331 A Day In The Life Of Me And My Girlfriend With A Penis, A Taxi Date, Day 6, By Ena Saki

2026

TCD-330 Devilishly Beautiful Cross-dressing Boy Goes On A Dn ‘reverse Anal’ Date With Kurusu Raira.
TCD-330

TCD-330 Devilishly Beautiful Cross-dressing Boy Goes On A Dn ‘reverse Anal’ Date With Kurusu Raira.

2026

AVSA-440 Crossdressing Girl Debut: Super S-Class Stunning Crossdresser Rio
AVSA-440

AVSA-440 Crossdressing Girl Debut: Super S-Class Stunning Crossdresser Rio

2026

TCD-328 Humiliation, Sexual Assault, Wearing A Tobikko (fish Roe) And Going On A Date In The Entertainment District! ~Crossdresser Edition~ 3 Mel
TCD-328

TCD-328 Humiliation, Sexual Assault, Wearing A Tobikko (fish Roe) And Going On A Date In The Entertainment District! ~Crossdresser Edition~ 3 Mel

2026

DASS-981 Super Cute NH "Hiiragi Momiji" And A Healing Nymphomaniac Have A Passionate 2-night, 3-day Cohabitation Life Where They Keep Having Sex Day And Night. Hiiragi Momiji, Miyanishi Hikaru
DASS-981

DASS-981 Super Cute NH "Hiiragi Momiji" And A Healing Nymphomaniac Have A Passionate 2-night, 3-day Cohabitation Life Where They Keep Having Sex Day And Night. Hiiragi Momiji, Miyanishi Hikaru

2026

SDGY-002 This Beautiful Woman Is A Feminine Man [unbounded By Gender, Limitless Perverted Possibilities], A Super-aggressive, Masochistic Slut Begging For Immediate Sex, Saying "Hey, Let’s Have Sex," Offering A Parade Of Pleasure-focused Service
SDGY-002

SDGY-002 This Beautiful Woman Is A Feminine Man [unbounded By Gender, Limitless Perverted Possibilities], A Super-aggressive, Masochistic Slut Begging For Immediate Sex, Saying "Hey, Let’s Have Sex," Offering A Parade Of Pleasure-focused Service

2026

NVH-080 My Best Friend At The All-boys School Is Actually A Girl!? A Transsexual, Flat-chested, Boyish Lesbian: Kondo Mumu / Monami Suzu
NVH-080

NVH-080 My Best Friend At The All-boys School Is Actually A Girl!? A Transsexual, Flat-chested, Boyish Lesbian: Kondo Mumu / Monami Suzu

2026

MOOC-021 "You Can Do Whatever You Want With My Ass…" After My Girlfriend Dumped Me, The Big-assed Cross-dressing Manager Of The Baseball Team Became My Always-available Ass-fucking Junior And Comforted Me With Anal Sex And Cumming Inside. Nanako
MOOC-021

MOOC-021 "You Can Do Whatever You Want With My Ass…" After My Girlfriend Dumped Me, The Big-assed Cross-dressing Manager Of The Baseball Team Became My Always-available Ass-fucking Junior And Comforted Me With Anal Sex And Cumming Inside. Nanako

2026

NVH-079 Oryo/Suzuka Kurumi/Minato Haru/Sugiura Minami/Wakatsuki Yui, Masochistic Transsexuals Who Experienced Sexual Lesbian Bullying At An All-girls School.
NVH-079

NVH-079 Oryo/Suzuka Kurumi/Minato Haru/Sugiura Minami/Wakatsuki Yui, Masochistic Transsexuals Who Experienced Sexual Lesbian Bullying At An All-girls School.

2026

BOKD-315 Believe It Or Not, I Have A Penis. Aise Marisa
BOKD-315

BOKD-315 Believe It Or Not, I Have A Penis. Aise Marisa

2026

HERY-169 Crossdressing Boys, Complete Feminization Collection 56: Sana Hayami
HERY-169

HERY-169 Crossdressing Boys, Complete Feminization Collection 56: Sana Hayami

2026

MOOC-020 Unable To Resist Teasing My Cross-dressing Classmate In A Maid Costume For The School Festival, I Kept Playing With His Nipples Until They Became So Sensitive They Turned Into Female Nipples! His Convulsive Nipple Orgasms Kept Me Hard, And I Repe
MOOC-020

MOOC-020 Unable To Resist Teasing My Cross-dressing Classmate In A Maid Costume For The School Festival, I Kept Playing With His Nipples Until They Became So Sensitive They Turned Into Female Nipples! His Convulsive Nipple Orgasms Kept Me Hard, And I Repe

2026

AVSA-433 Crossdressing Girl Debut: Going Crazy With A Continuous Trip Of Female Orgasm And Ejaculation Orgasm ~ Rin
AVSA-433

AVSA-433 Crossdressing Girl Debut: Going Crazy With A Continuous Trip Of Female Orgasm And Ejaculation Orgasm ~ Rin

2026

TOTK-020 Clothed Restraint Te Anal FUCK Newhalf Aise Mei Submerged In Milky White Fluid
TOTK-020

TOTK-020 Clothed Restraint Te Anal FUCK Newhalf Aise Mei Submerged In Milky White Fluid

2026

TIMD-034 A Beautiful Masochistic Older Sister, Mari Ruri, Experiences Female-like Spasms From Her Nipples And Anus.
TIMD-034

TIMD-034 A Beautiful Masochistic Older Sister, Mari Ruri, Experiences Female-like Spasms From Her Nipples And Anus.

2026

NVH-078 A Natural Futanari Beauty’s Penis And Clitoris Are Devoured By Her Transsexual Lesbian Tutor Hanamiya Hime/Wakamiya Hazuki
NVH-078

NVH-078 A Natural Futanari Beauty’s Penis And Clitoris Are Devoured By Her Transsexual Lesbian Tutor Hanamiya Hime/Wakamiya Hazuki

2026