if you follow any of the hat tips, you're a bate a piece of shit who calls himself a nice guy and wonders why he's a perpetual virgin. bottomline: don't.
Hey, "man", I mean no disrespect, but I perceive within you a hilarious irony. As your name and pattern of bold statements seem to imply, you adhere to the traditional definition of masculinity (so do I!). However, it may escape your notice that in the older days masculinity in Western culture was very much expressed through integrity, chivalry and gentlemanliness (not to mention, intelligence and confidence). Also, watch any crime drama from the 40's or 50's. What is on the head of the manly protagonist with whom all the ladies fall in love? I do believe, sir, that is a hat. Fashion has changed, and even I cannot take a fedora with t-shirt and shorts seriously, but my right to wear what I choose to (provided it is culturally appropriate) has not. And hats are still very much accepted in society.
No mention of a flat cap (a.k.a bonnet)? It is arguably one of the most gentlemanly semi-formal hats (or more accurately, caps) out there, and looks great whether you are in a jeans and jersey, or a suit and tie (but it may not be recommended to wear it with shorts and a t-shirt...). Though it does not quite fit into the same category as those pictured here, it is still worth a mention.
Guys don't wear fedoras. Wear top hats. The op hats are the bomb. And sadly these days if you tip your hat in respect to anyone you will be associated with being a "neckbeard". Unless you tip your top hat
*tips hat*