Cheryl Dunye as Cheryl

Guinevere Turner as Diana

Valarie Walker as Tamara

Lisa Marie Bronson as Fae "The Watermelon Woman" Richards

Cheryl Clarke as June Walker

Irene Dunye as Self

Brian Freeman as Lee Edwards

Ira Jeffries as Shirley Hamilton

Alexandra Juhasz as Martha Page

Camille Paglia as Self

Sarah Schulman as CLIT Archivist

V.S. Brodie as Karaoke Singer

Shelley Olivier as Annie Heath

David Rakoff as Librarian

Toshi Reagon as Street Musician

Christopher Ridenhour as Bob

Kat Robertson as Yvette

Jocelyn Taylor as Stacey

Bill Wayterra as Photographer

Elaine Freeman as Bride's Mother

Erin Cramer as Bride

Wellington Love as Groom

Toni Nash as Groom's Mother

Zoe Goldberg as Little White Girl

Calder Goldberg as Little White Boy

Shanell Johnson as Little Black Girl 1

Olivia Bokelman as Little Black Girl 2

Madelyn Bokelman as Little Black Girl 3

Barry Swimar as Relative in Yamulke

Sara Vogt as "Plantation Memories" Mistress / Cassandra Brooke (photo)

Ana Margaret Sanchez as "Souls of Deceit" Mulatto

Eve Oishi as Karaoke Cute Girl / Woman in Audience (photo)

Joy Malinowski as Emcee

Anthony Christopher as Black Banker on the Street

Suzi Nash as Black School Teacher on the Street

Earl Pittman as Sorry Rosie 1

Jonathan Ellis as Sorry Rosie 2

T. LaMonte McKinnon as Sorry Rosie 3

S. Elizabeth Evans as Leather Girl on the Street

Amadee Braxton as Bus Stop Girl 1

Denise Sneed as Bus Stop Girl 2

Robert Reid-Pharr as Street Queen in Library Line / Fred DeShields (photo)

David Hanson as Grungy White Boy

Rita Porter as White Woman at Produce Truck

Brian Baisemore as Produce Man

Gail Lloyd as Diana's Black Date

Tatum Kendall as White Girl Student 1

Tania Galloni as White Girl Student 2

Jake Carlo as White Boy Student

Zanobia Webb as Poet

Nana Korantemaa as Drummer

Nana Akousa Agyiriwah as Percussionist

Virginia Manning as Annie's Girlfriend

Patricia Ellis as Mrs. Page-Fletcher

Lillie Hayes as Her Maid

James Charles Roberts as Newsreel Narrator (voice)

Robert Sciasci as Police Officer

A. Ron Marigna as Police Officer

Donnita Hamilton as June's Next Door Neighbor

K. Brent Hill as J. Liberty Wells

Jody Benjamin as Josie

Claudine Benoit as Butch at Party

Zoe Bissel as White Bar Dyke

Anna Blume as Eleanor Van Clyde

Mark Breitenberg as Claude Thornton

Kenrick Cato as Ray Blake / NAACP

Kristina Deutsch as Sandra Vincent

Charlene Gilbert as Card Playing Dyke

Reggie Griffin as Hambone Jones

Valerie Manenti as Rent Party and White Bar Dyke

Lilly Marnell as Femme at Party

Fawn McGee as Bobbi / Willa Clarke

Darrell Moore as NAACP

Luciana Moreira as Set Stylist

L.M. Doria Roberts as Reba Richards / Banana Skirt

Linda Salerno as Margaret Fitzgerald

Carolyn Shapiro as White Actress

Julia Zay as White Bar Dyke