I decided to keep this outfit pretty simple, though pairing this medium-tone denim shirt with a summer-appropriate tie was difficult given my strict rule that one's shirt shouldn't be darker than the tie. This pair cuts it pretty close, but I'm willing to give myself a pass.

Jacket: Billy Reid (just like this one) | Shirt: H&M (similar here) | Tie: The Tie Bar (also love this one) | Pants: J.Crew | Belt: American Apparel | Shoes: Mr.B's (similar here) | Socks: J.Crew | Handkerchief: Madewell (like this one) | Sunglasses: RayBan | Watch: Omega