Ben Stiller

as Derek Zoolander

Born 11/30/1965, age

Owen Wilson

as Hansel

Born 11/18/1968, age

Will Ferrell

as Jacobim Mugatu

Born 07/16/1967, age

Penélope Cruz

as Valentina Valencia

Born 04/28/1974, age

Kristen Wiig

as Alexanya Atoz

Born 08/22/1973, age

Fred Armisen

as VIP

Born 12/04/1966, age

Milla Jovovich

as Katinka

Born 12/17/1975, age

Christine Taylor

as Matilda Jeffries

Born 07/30/1971, age

Justin Theroux

as Evil DJ

Born 08/10/1971, age

Billy Zane

as Billy Zane

Born 02/24/1966, age

Sting

as Sting

Born 10/02/1951, age

Benedict Cumberbatch

as All

Born 07/19/1976, age

Jerry Stiller

as Maury Ballstein

Born 06/08/1927

Died 05/11/2020, age

Olivia Munn

as 'Old and Lame' Show Attendee

Born 07/03/1980, age

Justin Bieber

as Justin Bieber

Born 03/01/1994, age

Kiefer Sutherland

as Kiefer Sutherland

Born 12/21/1966, age

John Malkovich

as Chazz Spencer

Born 12/09/1953, age

Anna Wintour

as Anna Wintour

Born 11/03/1949, age

Naomi Campbell

as Naomi Campbell

Born 05/22/1970, age

Alexander Skarsgård

as Adam

Born 08/25/1976, age

Willie Nelson

as Willie Nelson

Born 04/30/1933, age

Christina Hendricks

as Seductress

Born 05/03/1975, age

Andy Dick

as Don Atari's Posse

Born 12/21/1965, age

A$AP Rocky

as A$AP Rocky

Born 10/03/1988, age

Amy Stiller

as Mom Tourist

Born 08/09/1961, age

Hal Yamanouchi

as Wise Village Man

Born 03/27/1946, age

Joe Jonas

as 'Old and Lame' Show Attendee

Born 08/15/1989, age

Nazanin Boniadi

as 'Old and Lame' Show Attendee

Born 05/22/1980, age

Ólafur Darri Ólafsson

as Hasidic Man

Born 03/13/1973, age

Katy Perry

as Katy Perry

Born 10/25/1984, age

Miley Cyrus

as Miley Cyrus

Born 11/23/1992, age

Macaulay Culkin

as Macaulay Culkin

Born 08/26/1980, age

Lenny Kravitz

as Lenny Kravitz (uncredited)

Born 05/26/1964, age

Demi Lovato

as Demi Lovato (uncredited)

Born 08/20/1992, age

Susan Sarandon

as Susan Sarandon (uncredited)

Born 10/04/1946, age