Hat Fail Share definition Flag When someone is wearing a hat backwards and shielding their eyes with their hand. Bro: dude why are you struggling with the sun right now? Dude: @#%$! i forgot bro! Bro: hat FAIL Hat Fail by FIOHtj December 23, 2009 0 0 Get merch Get the Hat Fail mug. Buy Now — $32.95 See more merch