Best movies like Superstar in a Housedress: The Life and Legend of Jackie Curtis

He was a celebrated playwright and poet. A pioneer in 1960's experimental film and theater. A Warhol superstar. He lived, and performed... sometimes as a man, sometimes as a woman.

A unique, carefully handpicked, selection of the best movies like Superstar in a Housedress: The Life and Legend of Jackie Curtis Starring Jackie Curtis, Paul Ambrose, Michael André, Penny Arcade, and more. If you liked Superstar in a Housedress: The Life and Legend of Jackie Curtis then you may also like: Vito, Wigstock: The Movie, The Wolfpack, The Nude Restaurant, Outrageous! and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

Andy Warhol described Jackie Curtis as “A pioneer without a frontier.” In this biographical documentary, Curtis’s co-workers and friends speak of her work and her influence, along with clips from Curtis’s Warhol films as well as never-before-seen footage from her stage shows.

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Vito

In the aftermath of Stonewall, a newly politicized Vito Russo found his voice as a gay activist and critic of LGBTQ+ representation in the media. He went on to write "The Celluloid Closet", the first book to critique Hollywood's portrayals of gays on screen. During the AIDS crisis in the 1980s, Vito became a passionate advocate for justice via the newly formed ACT UP, before his death in 1990.

Wigstock: The Movie

The three-decade-old annual Manhattan gathering of drag queens and their fans is portrayed in this colorful documentary. The film concentrates on the spectacle of the event, providing abundant examples of the elaborate costumes, flamboyant wigs, and campy musical performances that characterize the event.

The Wolfpack

Locked away from society in an apartment on the Lower East Side of Manhattan, the Angulo brothers learn about the outside world through the films that they watch. Nicknamed ‘The Wolfpack’, the brothers spend their childhood reenacting their favorite films using elaborate home-made props and costumes. Their world is shaken up when one of the brothers escapes and everything changes.

The Nude Restaurant

At a New York City restaurant, the patrons are men, nude but for a G-string, waited on by one woman, also clad in a G-string and a G-bestringed waiter.

Outrageous!

Gay hair stylist Robin Turner does a lot of work for drag queens, all the while dreaming that he'll someday find the courage to perform in drag himself. When his schizophrenic friend, Liza, turns up looking for a place to stay, the two form an increasingly tight bond, Robin helping Liza through an unplanned pregnancy and Liza pushing Robin to develop a successful nightclub act.

The Queen

In 1967, New York City is host to the Miss All-American Camp Beauty Pageant. This documentary takes a look behind the scenes, transporting the viewer into rehearsals and dressing rooms as the drag queen subculture prepares for this big national beauty contest. Jack/Sabrina is the mistress of ceremonies, and their protégé, Miss Harlow, is in the competition. But, as the pageant approaches, the glamorous contestants veer from camaraderie to tension.

Queer Japan

Trailblazing artists, activists, and everyday people from across the spectrum of gender and sexuality defy social norms and dare to live unconventional lives in this kaleidoscopic view of LGBTQ+ culture in contemporary Japan.

Jean-Michel Basquiat: The Radiant Child

A thoughtful portrait of a renowned artist, this documentary shines the spotlight on New York City painter Jean-Michel Basquiat. Featuring extensive interviews conducted by Basquiat's friend, filmmaker Tamra Davis, the production reveals how he dealt with being a black artist in a predominantly white field. The film also explores Basquiat's rise in the art world, which led to a close relationship with Andy Warhol, and looks at how the young painter coped with acclaim, scrutiny and fame.

Kiki

25 years after Paris is Burning, we dive back into the fierce world of voguing battles in the Kiki scene of New York City, where competition between Houses demands leadership, painstaking practice, and performances on point. A film collaboration between Kiki gatekeeper, Twiggy Pucci Garçon, and Swedish filmmaker Sara Jordenö, we’re granted exclusive access into this high stakes world, where tough competitions act as a gateway into the daily lives of LGBTQ youth of color in NYC. The new generation of ballroom youth use the motto, “Not About us Without Us”. Twiggy and Sara’s insider-outsider approach to their stories breathes fresh life into the representation of a marginalized community who demand visibility and real political power.

Kinky Boots

Charles Price may have grown up with his father in the family shoe business in Northampton, central England, but he never thought that he would take his father's place. Charles has a chance encounter with the flamboyant drag queen cabaret singer Lola and everything changes.

As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty

A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.

Blue Movie

Viva and Louis Waldon spend an idyllic afternoon together in an apartment in New York City.

Camp

Shot at Warhol's Silver Factory, Camp features a group of Superstars putting on a "summer camp" talent show complete with singing, dancing, jokes, poetry, and Gerard Malanga as master of ceremonies.

Chelsea Girls

Lacking a formal narrative, Warhol's mammoth film follows various residents of the Chelsea Hotel in 1966 New York City. The film was intended to be screened via dual projector set-up.

Tootsie

When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego - Dorothy Michaels - in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.

The Dog

In 1972, John Wojtowicz attempted to rob a Brooklyn bank to pay for his lover’s sex-change operation. The story was the basis for the film Dog Day Afternoon. The Dog captures John, who shares his story for the first time in his own unique, offensive, hilarious and heartbreaking way. We gain a historic perspective on New York's gay liberation movement, in which Wojtowicz played an active role. In later footage, he remains a subversive force, backed by the unconditional love of his mother Terry, whose wit and charm infuse the film. How and why the bank robbery took place is recounted in gripping detail by Wojtowicz and various eyewitnesses.

Eat

This art experiment by Andy Warhol captures the simple act of a man eating mushrooms. This one-man show starring Robert Indiana presents the actor slowly eating some mushrooms, having an enjoyable time not only with the food but also with a friendly cat that from time to time comes to see what the man is doing.

Empire

Experimental film consisting of a single static shot of the Empire State Building from early evening until nearly 3 am the next day.

Confessions

Take a peak under the surface of any gay man, and who knows what you'll find? Confessions, an anthology of disclosures from the recesses of the gay male psyche, goes some way to answer that very question. Spanning themes that are dark, sexy, intense, funny, romantic and shocking, Confessions turns a spotlight on characters you don't often get to see- but will not want to turn away from.

I Shot Andy Warhol

Based on the true story of Valerie Solanas who was a 1960s radical preaching hatred toward men in her "Scum" manifesto. She wrote a screenplay for a film that she wanted Andy Warhol to produce, but he continued to ignore her. So she shot him. This is Valerie's story.

Anything's Possible

Anything’s Possible is a delightfully modern Gen Z coming-of-age story that follows Kelsa, a confident high school girl who is trans, as she navigates through senior year. When her classmate Khal gets a crush on her, he musters up the courage to ask her out, despite the drama he knows it could cause. What transpires is a romance that showcases the joy, tenderness, and pain of young love.

Imagine

A surreal, half-fiction, half real life footage of a day in the life of John lennon and Yoko Ono, composed to music from John's historic 'Imagine' album and Yoko's 'Fly'.

Let Me Die a Woman

A documentary on the work of sex-change specialist Dr. Leo Wollman, including interviews with Dr. Wollman and a few of his patients, with an illustrated lecture on the various aspects of transsexuality plus actual footage of a sex-change operation, which is what gives the film its notoriety

Party Monster: The Shockumentary

Tells the story of the rise and fall of Michael Alig, a kid from Middle America who aspired to take the place of Andy Warhol. Michael quickly rose to become the biggest party promoter in New York and King of the so-called Club Kids. But after spiraling into drug addiction, Michael brutally murdered his roommate Angel Melendez.

Port Authority

Paul, a 20 year old midwesterner, arrives at the central bus station and quickly catches eyes with Wye, a 22 year old girl voguing on the sidewalk. After Paul seeks her out in secret, an intense love between them blossoms. But when Paul discovers Wye is trans, he is forced to confront his own identity and what it means to belong.

Tangerine

It's Christmas Eve in Tinseltown and Sin-Dee is back on the block. Upon hearing that her pimp boyfriend hasn't been faithful during the 28 days she was locked up, the working girl and her best friend, Alexandra, embark on a mission to get to the bottom of the scandalous rumor. Their rip-roaring odyssey leads them through various subcultures of Los Angeles, including an Armenian family dealing with their own repercussions of infidelity.

Trick

Gabriel is a young, aspiring musical composer whose life seems stuck in the First Act. When his new musical number gets a critical reception, a theatre colleague, Perry, tells Gabriel that he needs to get a life before he can write about one – so he heads straight for his local gay bar.

Tub Girls

"Tub Girls" features Warhol superstar Viva lying in a bathtub with different people of both sexes, including Brigid Berlin (as Brigid Polk), who appeared fully clothed in the tub.

When You're Strange

The creative chemistry of four brilliant artists —drummer John Densmore, guitarist Robby Kreiger, keyboardist Ray Manzarek and singer Jim Morrison— made The Doors one of America's most iconic and influential rock bands. Using footage shot between their formation in 1965 and Morrison's death in 1971, it follows the band from the corridors of UCLA's film school, where Manzarek and Morrison met, to the stages of sold-out arenas.

Saturday Church

A 14-year-old boy, struggling with gender identity and religion, begins to use fantasy to escape his life in the inner city and find his passion in the process.

Adrienne

As the muse of Hal Hartley’s indie classics and as writer/director of the critically acclaimed Waitress, Adrienne Shelly was a shining star in the indie film firmament. A devoted young mother, her life was right on track until her husband found her dead. Filmmaker Andy Ostroy has been fighting to discover the truth about his wife’s death ever since.

Blue Citrus Hearts

A first love could quite possibly be the last for Sam, a Memphis teenager coming to terms with the romantic feelings he harbors for his best friend, Julian. Will the love he feels for this boy guide him through his struggles with his abusive father, ignorant girlfriend, and suicidal thoughts -- or will the conflict that his love for Julian stirs throughout his life prove to be more than one boy can handle?

Lucy and Desi

Explore the unlikely partnership and enduring legacy of one of the most prolific power couples in entertainment history. Lucille Ball and Desi Arnaz risked everything to be together.

Getting Go: The Go Doc Project

Too shy to make a proper introduction, a recent college grad devises to shoot a documentary about the NYC nightlife scene in order to meet the go-go guy he’s cyber-obsessed with.

Public Speaking

A feature-length documentary starring Fran Lebowitz, a writer known for her unique take on modern life. The film weaves together extemporaneous monologues with archival footage and the effect is a portrait of Fran's worldview and experiences.

The Captains

The Captains is a feature length documentary film written and directed by William Shatner. The film follows Shatner as he interviews the other actors whom have portrayed Starship captains within the illustrious science-fiction franchise.

Beauty #2

The movie has a fixed point of view showing a bed with two characters on it, Sedgwick and Piserchio. Chuck Wein is heard speaking but is just out of view. Sedgwick is wearing a lace bra and panties, and Piserchio, wearing only jockey shorts, engage in flirting and light kissing. Wein asks Sedgwick questions seemingly designed to harass and annoy her. Piserchio is more or less a bystander not interacting with Wein. The dialogue seems created adlib and no conclusions are reached in the film. The only conceivable climax is when Sedgwick finally becomes so mad, she throws a glass ashtray at Wein, breaking it.

Poor Little Rich Girl

A young, jobless woman stays in bed, reads, talks on the phone, smokes cigarettes, makes fresh coffee, and tries on some clothes from a large wardrobe.

L'Amour

Donna and Jane are two American hippies, searching for sex and romance in Paris but, mainly, rich husbands. Eventually, Donna finds a perfume industrialist, Michael, who wishes to marry her, providing she will accept sharing his special friendship with local gigolo Max. Drama ensues as Michael changes his mind when meeting Jane, but all is well that ends well.

Blank Generation

Nada, a beautiful French journalist on assignment in New York, records the life and work of an up and coming punk rock star, Billy. Soon she enters into a volatile relationship with him and must decide whether to continue with it, or return to her lover, a fellow journalist trying to track down the elusive Andy Warhol.

The Death and Life of Marsha P. Johnson

Describing herself as a 'street queen,' Johnson was a legendary fixture in New York City’s gay ghetto and a tireless voice for LGBT pride since the days of Stonewall, who along with fellow trans icon Sylvia Rivera, founded Street Transvestites Action Revolutionaries (S.T.A.R.), a trans activist group based in the heart of NYC’s Greenwich Village. Her death in 1992 was declared a suicide by the NYPD, but friends never accepted that version of events. Structured as a whodunit, with activist Victoria Cruz cast as detective and audience surrogate, The Death and Life of Marsha P. Johnson celebrates the lasting political legacy of Johnson, while seeking to finally solve the mystery of her unexplained death.

Louis Theroux: Transgender Kids

Louis Theroux travels to San Francisco where a group of pioneering medical professionals help children who say they were born in the wrong body transition from boy to girl or girl to boy at ever younger ages.

Black White + Gray: A Portrait of Sam Wagstaff and Robert Mapplethorpe

Crump directed the feature-length documentary film Black White + Gray: A Portrait of Sam Wagstaff + Robert Mapplethorpe, which premiered in North America at the 2007 Tribeca Film Festival and in Europe at Art Basel. It explores the influence curator Sam Wagstaff, photographer Robert Mapplethorpe and musician/poet Patti Smith had on the 1970s art scene in New York City.

The American West of John Ford

A documentary encapsulating the career and Western films of director 'John Ford' , including clips from his work and interviews with his colleagues.

The Life of Juanita Castro

A playwright taunts a number of actors into improvising a truly ridiculous but subtlely meaningful meditation on Fidel Castro and his family.

Tarzan and Jane Regained... Sort of

Shot during Warhol's cross-county trip to Los Angeles during his second exhibition at the Ferus - the same trip during which he filmed the footage for Elvis at Ferus. Locations included Hollywood, Malibu, Venice, Pasadena, Topanga Canyon, the Santa Monica pier and the Beverly Hills Hotel.

I, a Man

Morrissey and Warhol's commercial take on the Swedish film I, A Woman. Somebody suggested to Warhol that they wanted a sexploitation film in the vein of I, A Woman, and so he and Morrissey concocted I, A Man. They created the story of this male hustler who talks with and sleeps with a series of women over the course of the film. The women are: a young woman who worries about parental acceptance of her sexuality, a woman who is on a couch, a woman with whom he does a seance, a woman who speaks French, a lesbian, and a married woman.

Horse

Warhol plunked a horse named Mighty Byrd in the middle of the Factory for this dark, homoerotic take on the classic oater that later anticipates his later western epic Lonesome Cowboys.

Fabulous! The Story of Queer Cinema

A chronological look at films by, for, or about gays and lesbians in the United States, from 1947 to 2005, Kenneth Anger's "Fireworks" to "Brokeback Mountain". Talking heads, anchored by critic and scholar B. Ruby Rich, are interspersed with an advancing timeline and with clips from two dozen films. The narrative groups the pictures around various firsts, movements, and triumphs: experimental films, indie films, sex on screen, outlaw culture and bad guys, lesbian lovers, films about AIDS and dying, emergence of romantic comedy, transgender films, films about diversity and various cultures, documentaries and then mainstream Hollywood drama. What might come next?

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