Too often men either fall into one of two categories: Feeling overwhelmed/disinterested in finding pieces that really suit them; or trying to dress like someone they're not. Guys who genuinely get their own style are always off to a great start.

Err on the side of being slightly over-dressed, because any girl loves to see a little extra effort. This is where great staples come in—pieces that show a solid style constitution: a well-cut blazer, clean and simple dark-wash jeans (No pocket designs, ever!) and some great shoes all show he cares about the details and he's not afraid to invest in something that's worth it.

A watch that he truly loves and maybe one other piece of sentimental jewelry, like a signet ring. But it's gotta be understated.

Pro. Pro. Pro. A bow-tie doesn't have to be worn with seersucker suits. It can honestly be pulled off in a very casual, sincere way, and I'm way into that.