How gearless is *gearless*- the clothes on the back and the wits in your head? Most would advise against it, for good reason, but there is a certain freedom to be had by not encumbering oneself with gear. You will, for sure, find either A. You are incredibly resourceful B. You are incredibly personable C. It sucks...Possibly more than one, or all three. The less you have, the more you are reliant on your environment to provide- be that society or the wilderness.
FWIW, a few EDC items will go a long way- a knife, lighter, lamp, spoon, fork, cup, space blanket.