At 77F it's still just mild enough to wear jeans, usually 85F is where I start drawing the line. Ditch the jacket though. If you want to keep up your rugged look, opt for henleys (long or short sleeved) preferably in earth tones. If you wear long sleeved, pushing the sleeves up can look pretty good, and serves you well if it gets too warm.
Crew neck regular T-shirts also keep up the image, but try to get them in either off white (more of a cream color) or charcoal. The key is to never go straight up black or white, because then it looks like babby's first "manly fit".
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