Since her appearance at Vanity Fair's Tribeca Film Festival kickoff party in the chicest Jil Sander gown, we've been loving Leelee Sobieski's return to the red carpet. While today's look wasn't quite so glamorous, it had that same unique style quality that's made us a fan of Leelee's. With a slouchy crewneck sweater and skinny jeans, the actress crafted a cool and understated ensemble while out and about at the film festival in NYC. We love the easy proportions, but it's her standout footwear that sealed the deal. Her Tabitha Simmons statement heels dressed up her basics and made it a look that easily goes day to night. Feeling inspired? Shop our editors' picks to channel Leelee's effortless mix.