See how the actress's look has changed throughout the years.
1999
The Jack & Jill star wore her highlighted locks in long layers.
2001
Fun lilac lipstick, fuchsia shadow and auburn lowlights for the Not Another Teen Movie cheerleader.
2002
A choppy, sassy crop matched her spunky personality.
2003
Retro curls exuded Hollywood glamour at the InStyle Golden Globes after-party.
2004
The Torque beauty brought out her light blue eyes with brunet locks.
2006
Back to blond, Pressly received her first Emmy nomination for her role in My Name is Earl.
2007
She picked up an Emmy with her hair swept back into an elegant updo.
2008
A jaw-skimming bob accentuated her stunning smile.
2011
Mini-pigtails were a playful choice for an Art of Elysium event.
2013
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.
2014
Pressly complements her short crop with brow-grazing bangs.
2015
Pressly showed off an impressive braided faux hawk at the 2015 Critics Choice Television Awards.
2016
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.
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