halloween

The Best of Simon Doonan’s Halloween Costumes Since 1978

It takes just one look at Heidi Klum come late October to remember that the stylish and famous take Halloween very seriously. But it’s Simon Doonan, the creative ambassador at Barneys New York, who has been playing that game since long before people knew of him. He doesn’t throw his own party — and, in fact, he’s not even dressing up this year — it’s a somewhat quieter sort of costume confidence. So he decided to prove his mettle by sending photos to the Cut of his best costumes starting from back in the late seventies. From Wayne Newton on the weekend to a look that resembled Amy Winehouse before she was even born, click ahead for his highlights, plenty of drag, and some ideas you can steal for your own costume.

Photo: Courtesy of Simon Doonan

1978

“Dominatrix Doonan”

Photo: Courtesy of Simon Doonan

1982

“Predicting Amy Winehouse”

Photo: Courtesy of Simon Doonan

1983

“New Romantic”

Photo: Courtesy of Simon Doonan

1984

“Light-up outfit by my old pal Susan Nininger (she did Whitney Houston’s silver stage costume in The Bodyguard). This outfit had a huge battery pack, which is probably why I am sitting down.”

Photo: Albert Sanchez

1985

“Versailles”

Photo: Courtesy of Simon Doonan

1990

“Betty Rubble Goes to Hell”

Photo: Roxanne Lowit

1994

“Home-Made Vivienne Westwood Situation”

Photo: Courtesy of Simon Doonan

1995

“Wayne Newton on the Weekend”

Photo: Danny Evans

2000

“An Homage to Linda Evans”

Photo: Sharon Socol

2003

“An Old Queen Dressed as an Old Queen”

The Best of Simon Doonan’s Halloween Costumes