This list is by no means complete - there are scores of movies with "trans" characters (often as marginalized sex workers), so I tried to stick with books and film that positively represented trans and gender variant folk rather than trying to compile a complete list of every book or film that happens to have a trans character.
If you have any suggestions for a title to add to this list, leave it in the comments below or e-mail me at charliewarhol@gmail.com
Books:
Leslie Feinberg
Transgender Warriors : Making History from Joan of Arc to Dennis Rodman
Transgender Liberation: Beyond Pink or Blue
Stone Butch Blues
Gender Outlaws: On Men, Women, and the Rest of Us
Gender Outlaws: The Next Generation My Gender Workbook: How to Become a Real Man, a Real Woman, the Real You, or Something Else Entirely
A Queer and Pleasant Danger, a memoir
Jenny Finney Boylan
She's Not There: A Life in Two Genders
I'm Looking Through You: Growing Up Haunted: a Memoir
Self-Made Men: Identity and Embodiment among Transsexual Men, Henry Rubin
Emergence, Mario Martino
Body Alchemy, Loren Cameron
Becoming a Visible Man, Jamison Green
Transfigurations, Jana Marcus, Jamison Green [foreward]
Second Son: Transitioning Toward My Destiny, Love, and Life, Ryan Sallans
Transition: The Story of How I Became a Man, Chaz Bono
Susan Stryker
Transgender History
Gay by the Bay
The Transgender Studies Reader
GenderQueer: Voices From Beyond the Sexual Binary, Joan Nestle, Riki Wilchins, Clare Howell
The Testosterone Files: My Hormonal and Social Transition from Female-to-Male, Max Wolf Valerio
Nobody Passes: Rejecting the Rules of Gender and Conformity, Matt Bernstein Sycamore (editor)
Morty Diamond [editor]:
From the Inside Out: Radical Gender Transformation, FTM and Beyond
Trans/Love: Radical Sex, Love & Relationships Beyond the Gender Binary
Whipping Girl: A Transsexual Woman on Sexism and the Scapegoating of Femininity, Julia Serano
Transmen and FTMs: Identities, Bodies, Genders, and Sexualities, Jason Cromwell
Just Add Hormones, Matt Kailey
Trumpet, Jackie Kay
Parrotfish, Ellen Wittlinger
Becoming Alec, Darwin Ward
Hung Jury
Film
Documentary
Southern Comfort
Trained in the Ways of Men
Red without Blue
The Brandon Teena Story
Transgeneration
The Cockettes
Screaming Queens
Gendernauts
Enough Man
Sex Change Hospital
She's a Boy I Knew
No Dumb Questions
Prodigal Sons
Becoming Chaz
Middle Sexes: Redefining He and She
Fiction/Dramatizations
Boys Don't Cry
Albert Nobbs
Soldier's Girl
The Crying Game
Trans America
By Hook or Crook
Ma vie en Rose
Hedwig & the Angry Inch
The Adventures of Sebastian Cole
There was also a great 2003 film called Normal. Not to be confused with another later film of the same name. Rob transitions to Ruth after 25 years of marriage, kids, and mid western church and work.
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