Of course, not everyone can pull off the look: It’s hard to imagine anything more endearing than Sally Field at last year’s Vanity Fair Oscar Party — lifting up her Valentino gown to reveal a pair of running shoes — or more appropriate than M.I.A.’s maternity Reeboks at the 2009 Grammys. Click through our slideshow to see these sneaker moments and more.
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Kristen StewartWhere: At the 18th Annual MTV Movie Awards in Universal City, May 31, 2009 Photo: Jason Merritt/2009 Getty Images
Hailee SteinfeldWhere: At the Vanity Fair Oscar Party in West Hollywood, February 27, 2011
Photo: Pascal Le Segretain/2011 Getty Images
Sally FieldWhere: At the Vanity Fair Oscar Party in Los Angeles, February 24, 2013
Photo: ADRIAN SANCHEZ-GONZALEZ/2013 AFP
Kanye WestWhere: At the 2006 Brit Awards 2006 in London, February 15, 2006
Photo: Tim Whitby
M.I.A.Where: At the 51st Annual Grammy Awards in Los Angeles, February 8, 2009 Photo: Michael Buckner
Justin BieberWhere: At the NRJ Music Awards 2012 in Cannes, January 28, 2012
Photo: Pascal Le Segretain/2012 Getty Images
Miley CyrusWhere: At the iHeartRadio Music Festival Village in Las Vegas, September 21, 2013
Photo: Christopher Polk/2013 Getty Images
Cate BlanchettWhere: At Tropfest Short Film festival in Sydney, February 19, 2012
Photo: Don Arnold/2012 Don Arnold
Pauletta Washington, Denzel WashingtonWhere: At the Premiere of 2 Guns in New York, July 29, 2013
Photo: Neilson Barnard/2013 Getty Images
Whoopi GoldbergWhere: At the Premiere of HBO's Moms Mabley: I Got Somethin' To Tell You in New York, April 20, 2013 Photo: Donald Bowers/2013 G...Whoopi GoldbergWhere: At the Premiere of HBO's Moms Mabley: I Got Somethin' To Tell You in New York, April 20, 2013 Photo: Donald Bowers/2013 Getty Images
Susan Downey, Robert Downey Jr.Where: At the Tropic Thunder Premiere in Los Angeles, August 11, 2008 Photo: Michael Buckner/2008 Getty Images
Quvenzhané WallisWhere: At the 2013 MTV Movie Awards in Culver City, April 14, 2013
Photo: Alberto E. Rodriguez/2013 Getty Images
Jane LynchWhere: At the FOX Emmy Party in Los Angeles, September 22, 2013 Photo: Alberto E. Rodriguez/2013 Getty Images
Owen Wilson, Jennifer Aniston Where: At the U.K. Premiere of Marley & Me in London, March 2, 2009
Photo: Gareth Cattermole/2009 Getty Images
Willow SmithWhere: At Nickelodeon's 23rd Annual Kids' Choice Awards in Los Angeles, March 27, 2010
Photo: Jeffrey Mayer/2010 Jeffrey Mayer
Joe JonasWhere: At the Bulgari Decades of Glamour Oscar Party in West Hollywood, February 25, 2014
Photo: Imeh Akpanudosen/2014 Getty Images
Tom Cruise, Katie HolmesWhere: At the Premiere of Tropic Thunder in Los Angeles, August 11, 2008 Photo: Kevin Winter/2008 Getty Images
One DirectionWhere: At the New York Premiere of One Direction: This Is Us, August 26, 2013 Photo: Larry Busacca/2013 Getty Images
Kiernan ShipkaWhere: At the premiere of Judy Moody and the Not Bummer Summer in Los Angeles, June 4, 2011
Photo: Frazer Harrison/2011 Get...Kiernan ShipkaWhere: At the premiere of Judy Moody and the Not Bummer Summer in Los Angeles, June 4, 2011
Photo: Frazer Harrison/2011 Getty Images
Ne-YoWhere: At the Compound Foundation 2nd Annual Fostering A Legacy Benefit in East Hampton, August 17, 2013
Photo: Eugene Gologursky/2013 Get...Ne-YoWhere: At the Compound Foundation 2nd Annual Fostering A Legacy Benefit in East Hampton, August 17, 2013
Photo: Eugene Gologursky/2013 Getty Images
Jesse WilliamsWhere: At the Premiere of Lee Daniels' The Butler in Los Angeles, August 12, 2013
Photo: Mike Windle/2013 Getty Images
Will Smith, Jaden SmithWhere: At the Premiere of After Earth in New York, May 29, 2013 Photo: Jamie McCarthy/2013 Getty Images
Sacha Baron CohenWhere: At the Giffoni Film Festival, July 28, 2013
Photo: Stefania D’Alessandro/2013 Getty Images
Perez HiltonWhere: At the New York Premiere of One Direction: This Is Us, August 26, 2013 Photo: Larry Busacca/2013 Getty Images
Michael CeraWhere: At the Premiere of Nick and Norah's Infinite Playlist in Toronto, September 6, 2008
Photo: Teresa Barbieri/2008 Getty Images
Will ForteWhere: At the Vancouver International Film Festival, September 26, 2013 Photo: Andrew Chin/2013 Andrew Chin
Gabrielle Union, Dwyane WadeWhere: At the ESPY Awards in Los Angeles, July 17, 2013 Photo: Alberto E. Rodriguez/2013 Getty Images
Lil' MamaWhere: At the Premiere of After Earth in New York, May 29, 2013
Photo: Jamie McCarthy/2013 Getty Images
Zendaya, Trevor JacksonWhere: At the 56th Grammy Awards in Los Angeles, January 26, 2014
Photo: Larry Busacca/2014 WireImage
Jason DerüloWhere: At the 2013 Music Biz Awards in Culver City, May 9, 2013 Photo: Angela Weiss/2013 Getty Images
Greta Gerwig, Noah BaumbachWhere: At a Screening of IFC Films' Frances Ha in Los Angeles, May 1, 2013
Photo: Alberto E. Rodriguez/2013 Getty Im...Greta Gerwig, Noah BaumbachWhere: At a Screening of IFC Films' Frances Ha in Los Angeles, May 1, 2013
Photo: Alberto E. Rodriguez/2013 Getty Images
Ryan Cabrera Where: At the Warner Music Group Grammy Celebration in West Hollywood, January 26, 2014 Photo: Frederick M. Brown/2014 Getty Images
David SchwimmerWhere: At the John Varvatos 10th Annual Stuart House Benefit in Los Angeles, March 10, 2013 Photo: Jason Merritt/2013 Getty Imag...David SchwimmerWhere: At the John Varvatos 10th Annual Stuart House Benefit in Los Angeles, March 10, 2013 Photo: Jason Merritt/2013 Getty Images
Sirah, SkrillexWhere: At the 55th Annual Grammy Awards in Los Angeles, February 10, 2013
Photo: Jason Merritt/2013 Getty Images
Naomi WattsWhere: At the Premiere of Two Mothers at the 2013 Sundance Film Festival, January 18, 2013
Photo: Joe Scarnici/2013 Joe Scarnici
Matthew McConaugheyWhere: At the Premiere of Tropic Thunder in Los Angeles, August 11, 2008
Photo: Michael Buckner/2008 Getty Images
Joss WhedonWhere: At the 18th Annual Critics' Choice Movie Awards in Santa Monica, January 10, 2013 Photo: Larry Busacca/2013 Getty Images
Ariana GrandeWhere: AtVariety's 6th Annual Power of Youth Event in Los Angeles, September 15, 2012
Photo: Valerie Macon/2012 Getty Images
Adrian GrenierWhere: At the Entourage Third Season Premiere After Party in Los Angeles, April 5, 2007
Photo: Jeff Kravitz
Rupert GrintWhere: At the Premiere of Harry Potter and the Deathly Hallows Part 2 in Madrid, June 27, 2011
Photo: Carlos Alvarez/2011 Getty Images
Diane Kruger, Joshua JacksonWhere: At the 64th Cannes Film Festival, May 12, 2011
Photo: FRANCOIS GUILLOT/2011 AFP
Kris Jenner Where: At the City of Hope Spirit of Life Awards in Universal City, May 7, 2011
Photo: John Sciulli/2011 Getty Images
Will.i.amWhere: At the Premiere of Rio in Los Angeles, April 10, 2011
Photo: John Sciulli/2011 Getty Images
Simon DoonanWhere: At the NYC & Company Foundation Leadership Awards Gala in New York, December 1, 2010 Photo: Mark Von Holden/2010 Getty I...Simon DoonanWhere: At the NYC & Company Foundation Leadership Awards Gala in New York, December 1, 2010 Photo: Mark Von Holden/2010 Getty Images
Russell SimmonsWhere: At the Happy Hearts Fund's Land of Dreams Thailand in New York, November 20, 2010
Photo: Roger Kisby/2010 Getty Images
James FrancoWhere: At RxArt's 10th Anniversary Party in New York, November 15, 2010
Photo: Dario Cantatore/2010 Getty Images
Jason MrazWhere: At the Andre Agassi Foundation for Education's 15th Grand Slam for Children Benefit Concert in Las Vegas, October 9, 2010
Phot...Jason MrazWhere: At the Andre Agassi Foundation for Education's 15th Grand Slam for Children Benefit Concert in Las Vegas, October 9, 2010
Photo: Ethan Miller/2010 Getty Images
Samuel L. JacksonWhere: At the BLUE Scholarship Gala to Benefit Spelman College, October 4, 2010
Photo: Bryan Bedder/2010 Getty Images
Jack BlackWhere: At the Premiere of Year One in New York, June 15, 2009 Photo: Bryan Bedder/2009 Getty Images
Chris BrownWhere: At the American Music Awards in Los Angeles, November 18, 2007 Photo: Frederick M. Brown/2007 Getty Images