Paul Wesley is the kind of guy to show up to a photoshoot 30 minutes early and offer to carry catering inside. Pulling up with an easy smile and ultra-humble attitude, we were treated to an afternoon of quiet laughter and casual conversation with this actor-turned-bourbon-mogul. With a shoot location in a magnificent Beverly Hills compound, we found ourselves surrounded by ornate chandeliers, impossibly high ceilings, and sprawling views of Los Angeles. Paul fit right in.

For Ryan Phillippe, life in the spotlight started early. With an unimpeachable status as one of the original heartthrobs, Phillippe has been famous for quite some time, and to our surprise, you would never know it.