In this weekly column, MC/DJ Hesta Prynn pairs pop culture stories with an original playlist.

Once upon a time -- before Channing Tatum danced to "Pony" and Ryan Gosling uttered "Hey Girl" -- we had but one heartthrob, and his name was Brad Pitt. First dreamy (Thelma & Louise), routinely sexy (Fight Club) sometimes arty (Twelve Monkeys), often overexposed (Brangelina) and occasionally insane (those Chanel No. 5 ads), his relevance fluctuated as much as his hair. In anticipation of the Super Bowl trailer for his new movie, World War Z, this week's Five 'n' Five takes a New Wave sonic journey through the many looks of Brad Pitt.


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1. 1990: Tears for Fears, "Head Over Heels"

Hey girl, I'm the hottest guy ever.


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2. 1993: Roxy Music, "More Than This"

It is safe to say that Brad Pitt stole the entire film True Romance as the super-stoner roommate Floyd. He would take hits from the bong while Soundgarden played in the background -- cut to every female born in the '80s swooning. This photo was taken at the film's premiere. More than this? No, there's nothing.


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3. 2002: OMD, "If You Leave"

Fight Club, Se7en, Twelve Monkeys - there were so many amazing movies (and hairdos) in the years that immediately preceded this devastating departure from taste. Looking back at the 'mountain man' look BP was sporting from '02-'03, it is clear that something was not right in paradise. Perhaps this was a cry for help?


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4. 2005: Bananarama, "Cruel Summer"

Proving that there is such a thing as too blond, Brad wore this buzzed do (its technical name is "Cheater Hair") to the premiere of Mr and Mrs Smith. Over the sound of thousands of brokenhearted Friends fans cursing his name, Jennifer Aniston called him out in Vanity Fair for looking like a tool. Well played.



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5. 2013: The Cure, "Pictures of You"

Pitt finally emerges for the fated Chanel ad, the World War Z promo machine begins - and lo and behold! The long hair is back! The insane facial hair is gone! Suddenly Brad Pitt is both hot and relevant again and all is right with the world. Perhaps this track speaks not just to the fact that we read columns about Brad Pitt's hairdos, but to our obsession with celebrities and tabloid culture on a meta level: "I've been looking so long at these pictures of you that I almost believe that they're real."






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