Fashion

Jon & Jennifer's Best Red Carpet Looks

by Marc Cuenco

The sad news that Jon Hamm and Jennifer Westfeldt have split up after 18 years together truly sent shockwaves that were were felt even beyond the entertainment industry. It wasn't just because the award-winning actor and the talented actress/screenwriter seemed so in love every time they were out in public, but also because Hamm and Westfeldt's red carpet looks were amazing. Seriously, the couple style game that these two brought will be missed come awards season.

Hamm and Westfeldt began their relationship in 1997 and worked together in the 2001 film Kissing Jessica Stein, which she wrote and co-produced. The couple co-starred a few years later in Westfeldt's directorial debut Friends with Kids. But it was Hamm's critically acclaimed role on AMC's Mad Men that made them red carpet regulars, whether it's the Emmys, the Oscars, or for the show's season premiere.

Clad in bespoke suits for various events, Hamm often channeled his Mad Men character Don Draper's cool and classic style. Meanwhile, color and texture played a key role in Westfeldt's red carpet looks through the years. Her evening gowns ranged from rich jewel tones, to delicate lace, to asymmetrical bodices. Westfeldt always completed her outfits with statement shoes and a clutch.

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It's hard to top the glamour and sophistication that Hamm and Westfeldt brought to Hollywood, but while it's unfortunate that they decided to part ways, the couple still delivered some amazing red carpet style together.

Green With Envy

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Yup, that's how so many of us felt every time these two walked the red (or green) carpet.

Retro Glam

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There was something so retro Hollywood about these two, but never dated.

Going Dark

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The couple still radiated even while wearing a darker palette.

Red Carpet Royalty

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For a brief period, the couple gave George and Amal a run for their money.

Navy & Neutral

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Minimalist chic at it's finest.

Purple Reign

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Westfeldt's pop of purple complemented Hamm's classic tux.

True Blue

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She's seriously fierce in royal blue and he is working that tux.

Sunny Days

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They are the King and Queen of Hollywood prom.

Leather Lovers

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His and hers leather? I die.

Smiling in the Rain

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OMG this is too much.

Wedded Bliss

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They would have made such a handsome groom and bride.