Anna Wintour rarely gives more than one facial expression — tight lips, straight stare (you know which one we’re talking about). It’s rare to see the legendarily icy Vogue editor-in-chief emote at all. So when we spotted this photo of her and Charlie Rose on the red carpet at The Hollywoood Reporter‘s event celebrating the 35 most powerful people in media, we were delighted — and decided to turn it into an in-office caption contest.
Wintour’s face is priceless — part terrified, part surprised, part confused. And the grasp between the two is also intriguing. Below, our thoughts on the photo, with a very special appearance from Wintour herself — or rather, Ryan Raftery, who plays her in a one-man musical.