Roxanne Roxanne

Chanté Adams

— Roxanne Shanté

Mahershala Ali

— Cross

Nia Long

— Ms. Peggy

Elvis Nolasco

— Ray

Shenell Edmonds

— Ranita

Adam Horovitz

— Attorney Schwartz

Germar Terrell Gardner

— Antwan

Terrence Shingler

— Big John

Nigel A. Fullerton

— Biz

Kristin Dodson

— Classmate #1

Curtiss Cook

— Dave

Lyric Hurd

— Fastima

Anthony Bisciello

— Frank

Melvin Mogoli

— Jake

Sean Ringgold

— Keith

Eden Duncan-Smith

— Latifa

Caleb Eberhardt

— Lounge Patron

Arnstar

— MC Shan

Kevin Phillips

— Marley

Drew Olivia Tillman

— Monique

Nelsan Ellis

— Mr. Lester

Charlie Hudson III

— Mr. Magic

Tonye Patano

— Ms. Denise

Heather Simms

— Ms. Gina

Tremaine Brown Jr.

— Nasir

Cindy Cheung

— Nurse Mitchell

Jermaine Crawford

— Park Jam MC

Sharon Gee

— Asian Waitress

Meryl Jones Williams

— Photographer

Abraham Infante

— Raoul