 Joseph CrossAugusten Burroughs | Augusten Burroughs |
 Annette BeningDeirdre Burroughs | Deirdre Burroughs |
 Brian CoxDr. Finch | Dr. Finch |
 Gwyneth PaltrowHope Finch | Hope Finch |
 Joseph FiennesNeil Bookman | Neil Bookman |
 Evan Rachel WoodNatalie Finch | Natalie Finch |
 Alec BaldwinNorman Burroughs | Norman Burroughs |
 Jill ClayburghAgnes Finch | Agnes Finch |
 Gabrielle UnionDorothy | Dorothy |
 Patrick WilsonMichael Shephard | Michael Shephard |
 Kristin ChenowethFern Stewart | Fern Stewart |
 Dagmara DominczykSuzanne | Suzanne |
 Colleen CampJoan | Joan |
| JJack KaedingSix-Year-Old Augusten Burroughs | Six-Year-Old Augusten Burroughs |
| GGabriel GuedjPoo | Poo |
 Nancy CassaroChristy - 1978 Poetry Club | Christy - 1978 Poetry Club |
 Omid AbtahiRestaurant Manager | Restaurant Manager |
 Julie RemalaRestaurant Waitress | Restaurant Waitress |
 Will CarterOfficer Button | Officer Button |
| BBonnie WeisCocktail Waitress | Cocktail Waitress |
| DDakotah MassetWaitress | Waitress |
 Marianne MuellerleileNurse | Nurse |
| AAnthony AriaAudience Member (uncredited) | Audience Member (uncredited) |
| AAugusten BurroughsSelf (uncredited) | Self (uncredited) |
| LLindsay CantonCo-Ed (uncredited) | Co-Ed (uncredited) |
 Leslie GrossmanSue (uncredited) | Sue (uncredited) |
| JJoshua LevineChris (uncredited) | Chris (uncredited) |
 Margaret NewbornAudience Member (uncredited) | Audience Member (uncredited) |
 Devanny PinnPoetry Club Member (uncredited) | Poetry Club Member (uncredited) |
 Amy RiderSugar (uncredited) | Sugar (uncredited) |
