Books
Gay
The Perks of Being a Wallflower by Stephen Chbosky
Rough Music by Patrick Gale
Boy Meets Boy by David Levithan
Adam by Anthony McDonald
A Son Called Gabriel by Damian McNicholl
Metes and Bounds by Jay Quinn
Peter by Kate Walker
Lesbian
Deliver Us from Evie by M.E. Kerr
Keeping You a Secret by Julie Ann Peters
Annie On My Mind by Nancy Garden
Fried Green Tomatoes at The Whistle-Stop Cafe by Fannie Flagg
Landing by Emma Donoghue
Patience and Sarah by Isabel Miller
Transgender
Middlesex by Jeffrey Eugenides
Almost Perfect by Brian Katcher
Parrotfish by Ellen Wittlinger
Luna by Julie Ann Peters
She's Not There: A Life in Two Genders by Jennifer Finney Boylan (non-fiction)
Movies
Aimée and Jaguar
Beautiful Thing
Better Than Chocolate
Big Eden
Boys Don't Cry
The Bubble
Imagine Me & You
In and Out
The Incredible True Adventures of Two Girls in Love
Kissing Jessica Stein
The L Word (TV show)
Latter Days
Show Me Love
TransAmerica
TransGeneration (documentary)