Enjoy Over 2 Decades' Worth of Charming Paul Rudd Smirks

Paul Rudd has been in the Hollywood spotlight for more than 20 years, winning over fans with his lovable roles, his charming personality, and that adorable, one-of-a-kind smirk. That sweet smile had just about everyone saying “I love Josh!” after seeing 1995’s Clueless, and since then, the cute moments have just kept coming. Whether he’s walking a red carpet for one of his Marvel movies or simply catching a baseball game, his appearances prove we’ll never get over our crush on him. What can we say? The 51-year-old is a timeless gem. Keep reading for Paul Rudd’s all-time best smirks, then check out the reasons we can’t help but love him.

Related: Paul Rudd, Certified Young Person, Asks Fellow Millennials to Wear Masks in This Funny PSA

Getty / Barry King

1996

Paramount Pictures / Ron Galella, Ltd.

1997

Ron Galella Collection via Getty Images / Ron Galella, Ltd.

1998

Getty / Barry King

1999

Getty / J. Vespa

2000

Getty / Scott Gries

2001

Getty / KMazur

2002

Getty / J. Vespa

2003

FilmMagic / Bruce Glikas

2004

Getty / SGranitz

2005

Getty / Stephen Lovekin

2006

Getty / G. Gershoff

2007

Getty / Mark Von Holden

2008

Getty / Vera Anderson

2009

WireImage / James Devaney

2010

WireImage / Debra L Rothenberg

2011

Getty Images / Mike Lawrie

2012

FilmMagic / Ray Tamarra

2013

Getty Images / Ilya S. Savenok

2014

Getty Images / Jason Merritt

2015

Getty / Andrew Toth

2016

Getty Images / Fernando Leon

2017

Getty Images / Christopher Polk

2018

Getty Images for The New Yorker / Roy Rochlin

2019

Paramount Pictures / Kevin Mazur

2020

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