This pairing of a white and black crew-neck t-shirt and black skinny jeans is the perfect base for a casually stylish look. In the shoe department, go for something on the more elegant end of the spectrum and complement your outfit with dark brown leather chelsea boots. Naturally, it's easier to work through a hot hot weather day in a summery look like this one. This ensemble is probably exactly what you've been looking for as a 30-something Millennial guy.