Back when I was doing nothing but hitching,packed/wore the following:
Poncho
High top workboots/tanker boots
Two pair wool trowsers(old US Marine issue were great,but sometimes trouble traveling thru a mil town)
Two black tees
Two union suits(yep,they still make them!)
Four pair heavy wool socks,kneehigh
Four pair cotton socks
One set biballs(work clothes)
Two pair gloves,matching
Two scarves(one wool,one silk)
Six bandanas(usefull for more that dorags and blowing your nose)
One pair leather sandals
One set braces
Two inch wide belt,8" longer than I need(other uses)
"Utilitly belt"(collection of pouches,sheath for knife,hammer ring)
Spare glasses
Wide brimmed hat
Two wool sweaters,heaviest possible
Blanket lined barn coat,button up style