For backpacking or hiking I might wear the outer layer for more than one day. Underwear and socks get rolled in per day sets. Tshirts get rolled in the "ranger roll" sometimes with a fresh set of socks and underpants in the roll.
Outer layers get packed per item. All layers go into one pack.
Worn clothing goes into a seperate pack sack.
The roll is no extra work as I usually do it with my laundry anyway.
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