Jon Hamm
While we’re all used to seeing Jon Hamm wearing suits because of his role as Don Draper in Mad Men, he doesn’t look so formal all the time. Here, he’s all decked out in a tux, and his bashful smile helps us forgive his messy hair.
We’re surprised that his date had a red carpet style with her black, scoop neck dress and white choker. The couple looked very glamorous. Honestly, their outfits look straight out of Mad Men, even though the series wasn’t on air back then.
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