A modern gentleman's refined wardrobe should always include such must-haves as a blazer and dark brown dress pants. Introduce black espadrilles to the mix to effortlessly up the appeal of this look. It's a viable option when it comes to picking out a standout outfit for in-between weather. As a 30-something Millennial gentleman, you want to start dressing like a grown man. If that's the case, getups like this are a fail-safe option.