Every Gossip Girl fan knows the iconic Lily van der Woodsen, played by Kelly Rutherford, as Serena's and Eric's mother. Beyond that, she's a sophisticated, well-spoken woman who exudes glamour and class - and a lot of that is conveyed through her neutral-colored clothing. Van der Woodsen is known for carrying around her Hermès bags, but that's just one piece of her style. The Upper East Side mom can often be seen rocking classic button-up tops and dark-wash jeans. . . when she's not attending a gala in a sleek gown, that is.