I like a lot of different looks but my favorites are:
1) Tight torn and worn 501s with holes; flip flops; tight white crew neck t shirt tucked in - no belt.
2) State Trooper uniform; crisp & starched shirt open at the neck to reveal a super white t shirt with just a hint of upper chest hair poking out; sunglasses; leather gloves; boots; and helmet with strap hanging down.
For me it would be a guerrilla or jungle fighter (especially Viet Cong) wearing various items he has stripped off his prisoners or victims. Barefoot, camo pants rolled up just above the ankles, shirtless, with loose oversized combat webbing, and maybe a helmet on an angle.