Celebrity Portraits


A popular category. For a whimsical artist, Gary decided early on drawing celebrities—from the world of art and performance, from the world of sports, from the world of politics—was an ideal classroom, with well-known faces and expressions serving as his instructors. As it turned out, the public’s fascination with some of these celebrities translated into their interest in these portraits, which work best as reflections of inner life rather than caricatures.

Young Paul

JFK

Dame Edna

Robert Johnson

Dolly

Jack

Marilyn via Eisenstaedt

Norman Mailer

Snape (Alan Rickman)

Giacomo Puccini

James Baldwin

Surreal (Dali)

Pete Seeger

Queen of Soul

Rothko

Don’t be cruel

Terence Stamp

The Monster

Olivia Colman

Tilda

Scrooge, Redeemed

Janis Joplin 2

What would Ruth do?

Young Liza

Bobby Short

Valentino

Marlene sketch

Yogi

Eddie Murphy

Kobe

Jean Shrimpton

Prince of Darkness

Jane Goodall

William Kennedy

Cherones

Tolstoy 2

Danish pianist

A Python named Palin

Babe Ruth Day, 1947

Robin Williams

Toni Morrison 2

Judge

Patrick Stewart

Cassidy's papa

“You was my brother”

Haze

Spike

Balanchine

John Lewis

Rebel (James Dean)

Iris Murdoch

Betty White

Judi Dench

Sam Shepard

And away we go (Gleason)

“We’ll always have Paris”

Janet

The Letterman beard

Marcello

The Sultan of Swat

Mahatma

Always the Dude

Arthur Miller & Marilyn Monroe

Keaton 2

Tramp

Smoke ring

Rosa Parks

Welsh poet

Maira Kalman

Eleanor

Buddy Holly

Brian Cashman

Eliot

Warhol