Celebrity Transformations Jaime Pressly's Changing Looks By InStyle Editors InStyle Editors Facebook Instagram Twitter Our editors and writers comprise decades of expertise across the beauty, fashion, lifestyle and wellness spaces in print and digital. We prioritize journalistic integrity, factual accuracy, and also having fun with every story we share. InStyle's editorial guidelines Updated on July 30, 2017 @ 08:00AM Pin Share Tweet Email Trending Videos Photo: JB Lacroix/WireImage See how the actress's look has changed throughout the years. 01 of 13 1999 Lisa Rose/Globe The Jack & Jill star wore her highlighted locks in long layers. 02 of 13 2001 Jean-Paul Aussenard/WireImage Fun lilac lipstick, fuchsia shadow and auburn lowlights for the Not Another Teen Movie cheerleader. 03 of 13 2002 IPOL/Globe A choppy, sassy crop matched her spunky personality. 04 of 13 2003 Jon Kopaloff/Getty Retro curls exuded Hollywood glamour at the InStyle Golden Globes after-party. 05 of 13 2004 Clinton .H. Wallace/Globe The Torque beauty brought out her light blue eyes with brunet locks. 06 of 13 2006 John Paschal/Jpistudios Back to blond, Pressly received her first Emmy nomination for her role in My Name is Earl. 07 of 13 2007 DAVID LONGENDYKE-GLOBE PHOTOS She picked up an Emmy with her hair swept back into an elegant updo. 08 of 13 2008 Jean Baptiste Lacroix/WireImage A jaw-skimming bob accentuated her stunning smile. 09 of 13 2011 Amy Graves/WireImage Mini-pigtails were a playful choice for an Art of Elysium event. 10 of 13 2013 David Livingston/Getty Images As summer neared, the actress chopped her locks into a stylish bob, which she first showed off on Twitter. "We chopped it off and I luv it!!," she tweeted. 11 of 13 2014 Cindy Ord/Getty Images Pressly complements her short crop with brow-grazing bangs. 12 of 13 2015 BroadImage Pressly showed off an impressive braided faux hawk at the 2015 Critics Choice Television Awards. 13 of 13 2016 JB Lacroix/WireImage With bright blond locks and a subtle smoky eye, Pressly looked flawless at the 23rd Annual Race to Erase MS Gala in Beverly Hills, Calif.