Celebrity Transformations Chris Pine's Changing Looks By Olivia Bahou Published on August 23, 2016 Pin Share Tweet Email Photo: Jason Kempin/Getty See the actor's transformation through the years. 01 of 12 2004 Jesse Grant/WireImage The Princess Diaries 2: Royal Engagement star was captured after getting his big break as Anne Hathaway's royal love interest in the much-anticipated sequel. Between his baby blue eyes and chiseled jaw line, it's easy to see why Pine was a heartthrob in the making. 02 of 12 2005 Getty At the N.Y.C. premiere of Hostage, Pine showed off a shorter, choppier 'do and bolder brows which perfectly highlighted his light blue eyes. 03 of 12 2006 Kevin Winter/Getty After filming Just My Luck with Lindsay Lohan, the leading man buzzed off his brown hair and showed off some scruff for the film's premiere. 04 of 12 2008 Jon Kopaloff/FilmMagic Pine's locks looked noticeably lighter in 2008 for the Cloverfield film premiere. 05 of 12 2009 George Pimentel/WireImage Pine styled his long brown locks into a deep side part for the 2009 Golden Globes. 06 of 12 2010 Barry King/FilmMagic For the Unstoppable premeire, the handsome actor showed off his unique fashion sense, pairing a slightly spiky hairstyle with a wide wale corduroy jacket and paisley tie. 07 of 12 2011 Jon Kopaloff/FilmMagic Pine slicked back his darker brown locks for the 16th annual GQ "Men of the Year" Celebration. 08 of 12 2012 Alberto E. Rodriguez/Getty Pine's signature style is back at the Independent Spirit Awards, with a lighter, choppier 'do. 09 of 12 2013 David M. Benett/Getty Beanie babe! The Star Trek star goes for a skater boy look at a party in London. 10 of 12 2014 Venturelli/WireImage That's some serious scruff. Pine showed off a grey-tinged beard and a shaved-side haircut at Giorgio Armani show during Milan Menswear Fashion Week. 11 of 12 2015 Jason Merritt/Getty The actor looked distinguished with a sleek style and salt and pepper beard at the 2015 Academy Awards. 12 of 12 2016 Jason Kempin/Getty Pine's longer locks were parted to the side at the premiere of his new film, The Finest Hours, in Hollywood. Was this page helpful? Thanks for your feedback! Tell us why! Other Submit