What would you wear if you were dressing up as Willie Nelson, especially as far as footwear goes?
Boots? Nothing clean or new.
I mean, if you can’t tell from the top half that you’re Willie Nelson you’ve already failed. One year Farm Aid played here at the same time as the State Fair and you got into the Fair free if you dressed like Willie Nelson. It was awesome.
Cowboy boots? Also, make sure you have a bandana and plenty of pot.
This is better suited for MPSIMS, so I’m moving it over here.
He seems like a tall moccasin kind of guy to me.
And a folded, out-of-date tax return in your back pocket.
I could see him wearing a beaten up version of these:
GPS ankle bracelet?