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When longtime friend and costar Jennifer Aniston, clad in a decidedly more swanky naked dress covered in chains, spotted his outfit, she jokingly exclaimed during an ET interview, "What the hell are you doing

Unfortunately, most of these pictures are old and I cant link a lot of the things Im wearing, but hopefully you can shop your closet to recreate these looks

Honorable mention goes to a less transparent turn in a shoot with Patrick Demarchelier for the July 1993 issue of Harpers Bazaar

Lastly, organizational and business skills shouldnt be overlooked

If youre picking out dresses for your besties, consider their individual styles and comfort levels