Who plays Winston Shakespeare in How Stella Got Her Groove Back?

Winston Shakespeare is played by Taye Diggs.

How is Winston Shakespeare connected to other characters?

Winston Shakespeare has 2 mapped relationships in How Stella Got Her Groove Back. Explore the interactive relationship map for details.

Winston Shakespeare — How Stella Got Her Groove Back Character Profile

About Winston Shakespeare

A young Jamaican chef's assistant who becomes Stella's romantic partner. Their age-gap relationship challenges their lifestyles, but he ultimately proposes, seeking commitment and personal growth.

Winston Shakespeare — Character Profile

Character Facts

Played by: Taye Diggs
Appears in: How Stella Got Her Groove Back (1998)
Role: Protagonist

Relationships (2)

Winston Shakespeare — Social Mutual Respect — Delilah Abraham (Whoopi Goldberg)
Winston honors Delilah's memory by attending her funeral and supporting Stella.
Winston Shakespeare — Romantic Interest — Stella Payne (Angela Bassett)
A spontaneous age-gap romance that challenges Stella's rigid lifestyle.

Explore the full interactive character relationship map of How Stella Got Her Groove Back

More characters from How Stella Got Her Groove Back

Stella Payne (Angela Bassett)
Delilah Abraham (Whoopi Goldberg)
Vanessa (Regina King)
Dr. Shakespeare (Glynn Turman)
Angela (Suzzanne Douglas)
Kennedy (Philip Casnoff)
Mrs. Shakespeare (Phyllis Yvonne Stickney)
Dr. Steinberg (Art Metrano)
Uncle Ollie (Lou Myers)
Walter Payne (James Pickens Jr.)
Judge Spencer Boyle (Carl Lumbly)
Quincy Payne (Michael J. Pagan)