Life expectancy of clothing? (In game)

[AuraSeer]

as long as my players spend their 'maintenance fee' every month there is no problem with clothing. The problem comes up when they spend a significant amount of time in the wilderness. Anything more than a couple of weeks and stuff starts to break down or get holes and needs to be repaired or replaced.

I don't even require that in the wilderness. Characters spend about 8 hours marching and 8 hours sleeping; most of the rest of that time is upkeep. They spend some of that time sharpening weapons, darning socks, patching torn cloaks, and so on. Even the half-orc barbarian can take 10 on Craft(leatherworking) to fix the worn spot in his spare set of boots.