Curated Movies Categorized By Disability, Disorder, Disease And Other Human Challenges

Movies With Crossdressing

Some Like It Hot (1959)
NOT RATED Action Comedy Crime Romance Music Based on True Events True Crime
Falsifying Gender Alcoholism, Functional Crossdressing Abuse, Physical

When Gerry and Joe, two penniless male musicians, witness and escape the 1929 Valentine's Day Massacre in Chicago ordered by mobster Spats Colombo, th...

Director : Billy Wilder
Cast : Marilyn Monroe, Tony Curtis, Jack Lemmon, George Raft

Sylvia Scarlett (1935)
N/A Comedy Drama History Romance
Falsifying Gender Crossdressing

Escaping to England from a French embezzlement charge, widower Henry Scarlett is accompanied by his daughter Sylvia who, to avoid detection, disguises...

Director : George Cukor
Cast : Katharine Hepburn, Cary Grant, Brian Aherne, Edmund Gwenn

Albert Nobbs (2011)
R Drama History
Rape Falsifying Gender Crossdressing Abuse, Sex

In 19th century Dublin, Ireland, Albert Nobbs, a very private, hard working hotel waiter is saving his money to one day own a tea shop. He is all alon...

Director : Rodrigo GarcĂ­a
Cast : Glenn Close, Janet McTeer, Antonia Campbell-Hughes, Mia Wasikowska, Pauline Collins

To Wong Foo Thanks for Everything, Julie Newmar (1995)
PG-13 Comedy Drama Romance Roadtrip American Remake
Substance Abuse Harassment, Intimidation, Bullying (HIB) Sexual Harassment, Male Crossdressing Abortion, Legal

Noxeema Jackson, Vida Boheme, and Chi Chi Rodriguez are three NYC crossdressing beauties who toss their Dynel tresses to the breeze and hit the open r...

Director : Beeban Kidron
Cast : Wesley Snipes, Patrick Swayze, John Leguizamo, Stockard Channing

The World's Fastest Indian (2005)
PG-13 Action Adventure Comedy Drama Sport Biography Roadtrip Senior Interest
Prostate Condition Death of Spouse Death of Sibling Crossdressing Coronary Artery Disease Angina/ Coronary Artery Disease

By 1967 Burt Munro has been working on increasing the speed of his motorcycle, a 1920 Indian, for twenty-five years using home made parts made from hi...

Director : Roger Donaldson
Cast : Anthony Hopkins, Chris Williams, Diane Ladd, Christopher Lawford, Paul Rodriguez, Saginaw Grant, Bruce Greenwood, Jessic Cauffield, Annie Whittle, Tessa Mitchell, Aaron James Murphy

The Adventures of Priscilla, Queen of the Desert (1994)
R Adventure Comedy Drama Suspense Music Roadtrip
Depression, Clinical Crossdressing Sexual Reassignment Surgery

Two drag performers and a transsexual female accept a contract to perform a show at a resort in Alice Springs in the remote Australian desert. They bu...

Director : Stephan Elliott
Cast : Hugo Weaving, Guy Pearce, Terence Stamp, Rebel Penfold-Russell

Kinky Boots (2005)
PG-13 Comedy Drama Romance Music Coming of Age Dance
Anxiety Alcohol Abuse Enabling Death, Sudden Death of Parent Co-Dependent Personality Disorder Depression, Situational Crossdressing Harassment, Intimidation, Bullying (HIB)

Charlie may have grown up in Manchester, England beside his father's family shoe business, but he never wanted to fill his shoes. Then, his father's s...

Director : Julian Jarrold
Cast : Joel Edgerton, Chiwetel Ejiofor, Sarah-Jane Potts, Nick Frost

Wonder Boys (2000)
R Comedy Drama Romance Dark Comedy Coming of Age Satire
Substance Abuse Panic Attacks Writer's Block Sexual Dissatisfaction Chronic Depression Passive Aggressive Behavior Kleptomania/Shoplifting Crossdressing Divorce Alcohol Abuse Adultery Promiscuity Unexpected Pregnancy

Fifty-something Grady is a tenured, creative writing professor teaching at a Pittsburgh university based on the notoriety of his one novel, written se...

Director : Curtis Hanson
Cast : Michael Douglas, Tobey Maguire, Frances McDormand, Robert Downey Jr., Katie Holmes, Rip Torn, Richard Thomas, Jane Adams, Richard Knox