Front ways. Sideways. Backwards. Rally cap. There's a lot of ways you can wear a hat. But is there an age range where putting your hat on backwards is no longer 'cool'?
I've had this debate before. I'm not sure what the appropriate answer is. But I think there's two different timelines. Timeline number 1 would be the high school/early 20s timeframe, where wearing your hat backwards is really the only direction it can physically go if you're not in sports. Than there's the dad timeframe, where you have the backwards trucker hat. But it has to be a mesh trucker hat.
I tried that for a while last summer. I figured you know what, maybe I can still pull it off. And I did it, with semi confidence for about a month. I got the stamp of approval from my wife. But, I couldn't do it.
If you can pull it off, all the credit in the world to you. I don't know what the age bracket is when wearing a backwards hat changes from "that guy's cool" to "that guy's REALLY trying". But what I can say, is for me that timeframe has come. I can't do it anymore. Because every time I do, all I have is Matthew McConaughey saying "Alright alright alriiiight" in my head, and the hat gets flipped around as quick as possible.