Spider-Man: No Way Home (2021)

Directed by: Jon Watts

Starring: Tom Holland
Zendaya

Spider-Man 3 (2007)

Directed by: Sam Raimi

Starring: Tobey Maguire
Kirsten Dunst

Spider-Man (2002)

Directed by: Sam Raimi

Starring: Tobey Maguire
Willem Dafoe

Spider-Man 2 (2004)

Directed by: Sam Raimi

Starring: Tobey Maguire
Kirsten Dunst

Spider-Man: Across the Spider-Verse (2023)

Directed by: Joaquim Dos Santos and Kemp Powers

Starring: Shameik Moore
Hailee Steinfeld

The Boss Baby (2017)

Directed by: Tom McGrath

Starring: Alec Baldwin
Steve Buscemi

The Great Gatsby (2013)

Directed by: Baz Luhrmann

Starring: Leonardo DiCaprio
Tobey Maguire

Cats & Dogs (2001)

Directed by: Lawrence Guterman

Starring: Jeff Goldblum
Elizabeth Perkins

Tropic Thunder (2008)

Directed by: Ben Stiller

Starring: Jack Black
Ben Stiller

Seabiscuit (2003)

Directed by: Gary Ross

Starring: David McCullough
Jeff Bridges

Pleasantville (1999)

Directed by: Gary Ross

Starring: Tobey Maguire
Reese Witherspoon

Brother's (2010)

Directed by: Jim Sheridan

Starring: Carey Mulligan
Natalie Portman

Wonder Boys (2000)

Directed by: Curtis Hanson

Starring: Michael Douglas
Tobey Maguire

Labor Day (2014)

Directed by: Jason Reitman

Starring: Kate Winslet
Josh Brolin

Fear and Loathing In Las Vegas (1998)

Directed by: Terry Gilliam

Starring: Johnny Depp
Benicio Del Toro

The Good German (2006)

Directed by: Steven Soderbergh

Starring: George Clooney
Cate Blanchett

Ride With the Devil (1999)

Directed by: Ang Lee

Starring: Tobey Maguire
Jeremy W. Auman