Today’s contenders:
Uma Thurman: Before last night, we would have said it was impossible to put this woman in an unflattering outfit. But that was then, and this is, well, awful. She’s one goatee short of the Ethan Hawke coffee house aesthetic. Vera Farmiga: Yes, the Up In The Air actress is pregnant, but that is no excuse. If Angelina has taught us anything, it’s that baby bump plus film festival equals fashion gold mine. Emily Hampshire: We’ll begrudgingly hand over best dressed honours to this TIFF 2010 It girl, because a) she’s wearing Canadian (Andy The-Anh), and b) her outfit is slightly more interesting than a nun’s habit. We’re lookin at you, Vera. Julie Ordon: The Henry’s Crime actress is a relative unknown, and with outfits like this, she’ll stay that way. We’re too bored to be catty. Could someone please put on a swan dress already!
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(Images: Thurman by George Pimentel, Farmiga and Ordon by Karon Liu, Hampshire by Jag Gundu/Getty Images Entertainment/Getty Images)
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Courtney Shea is a freelance journalist in Toronto. She started her career as an intern at Toronto Life and continues to contribute frequently to the publication, including her 2022 National Magazine Award–winning feature, “The Death Cheaters,” her regular Q&As and her recent investigation into whether Taylor Swift hung out at a Toronto dive bar (she did not). Courtney was a producer and writer on the 2022 documentary The Talented Mr. Rosenberg, based on her 2014 Toronto Life magazine feature “The Yorkville Swindler.”