Jessica Szohr, star of the CW series Gossip Girl, attends holiday parties on both coasts and has learned to get decked out without looking fussy. This chunky sweater with oversize buttons (Marc Jacobs) is an unexpected match for a long sequined skirt (Marc Jacobs). "The fabrics are so opposite that it works," says Szohr. And the outfit is as easy to wear as her everyday uniform of jeans. "I'm big on comfort—not just in your clothes, but in who you are."