I wear them until I know when I’ve stepped in liquid.

I can replace insoles, I can mend the uppers, but once the soles start letting water in, then it's time for retirement.

Guess that's a skill I should learn.

Protip: E6000 craft adhesive works magic.

Till a toe pokes out.

If I can't see the floor through them, I'll keep wearing them.

Until they leak in the rain. If my feet get wet walking across wet pavement, either through the sole, because the sole and upper are separating or a hole in the side, I retire them.

My winter boots is during its 7th winter now. The last one.

Leather is still good, but upper part has not decent look. But the worst part is it not warm enough anymore for russian winter.

Laces was changed, heel counter was patched, sole was glued.

Until they break, then they're yard shoes

No shoe thrown away

Where it gets really crazy is where you have a few pairs that you rotate through for "daily wear". A whole decade can slip by before you go "how long have I had these?"

I don't care a whole lot about fashion so "until they stop working correctly" is about the best answer I can give.

I wear them until they reach zero on the comfort scale:

• 10 - The most comfortable thing in the universe. You don't even know you're wearing them
• 0 - It actively hurts your feet

I wear leather boots, ankle high. The shoe store fixes em when the bottom wears out. Had em 11 years and they're still fairly pristine. Just gotta oil em every winter. Probably should do that more often.

It was $600 and $50 or so every couple years. Figure I've gotten it amortized down.

Usually until I have a hole in the bottom or they start to stink that even washing them doesn't help.

Way before they reach that state.

I go barefoot whenever it’s feasible, so if I’m wearing shoes, they better do shoe things. They last a long time because I don’t wear them, which helps from a financial side .

Those look good to me. I wear the shit out of my shoes.

Fresh clean shoes are lame. I like looking down at my feet and seeing all the life and work I've worn into my shoes. I've a pair of boots for snow, a pair of sneakers, and one pair of sandlas. That's it- if you invited me to something fancy, well, I won't be invited anywhere fancy I assure you. I'm 38 and never even been to a single wedding. Ha.

Had for two years, use mink oil, leather has however degraded.

Also worth mentioning, these are soon to be replaced. Not worth resoling as got for £60

Why is that picture of an almost new slipper? No duct tape ?!

People think I am nuts, but I only have 1 pair of sneakers and I try to make them last at least 2 years, if not 3, before getting a new pair. I know its time if they are failing apart or I start to realize my feet hurt and its most likely due to the worn out shoes that have no more comfort or cushion.

When they start getting wet when it rains. Currently my favorite pair wears out in less than a year.

I stopped wearing disposable shoes several years ago. So when they start to where out, I bring them to my cobbler to get repaired.

I buy Ecco brand, they last for eternity. These are 15 years old but I stopped wearing them every day 4 years ago and got new Ecco shoes with a modern styling....4 years ago so not anymore :) I keep the old ones around for painting the house or whatever.

I think the leather orthopedics have fused with the shoe and have shrunk drastically, so if I try to remove them it'll kill the patient.

One of two things, which ever happens first. The tread wears and a part goes all the way to the sole or the tread wears and I fall down on the hill by work when it is raining or snowing.

I walk a lot and I use them until they are no longer comfortable to walk

I have flat feet and I usually wear down the soles in an angle and I start walking "funny", creating more issues.

These are the EVA birkenstock sandals

They ended up ripping through and not really usable anymore because the whole front flops.

Work boots - Redback - until they split at the bridge and water gets in - ~4 years.

Runners - Asics Trail Running shoes - until the foam in the sole has worn down. 1500km (8km/day dog walking).

Crocks - Until they're fucked. Had them two years now.

Birkenstocks - Until they're fucked. Had them six years now. Self replacing the sole was a waste of time for me. I'll but another pair sometime but I only wear them a few months of the year.

RM Williams dress boots - Had them twenty years but rarely wear them. I got them in thrift. They're my suit shoes.

Usually until they physically fall apart or there are holes in the soles

As long as I can is how long I wear mine out. At least until they start to become a real problem, like starting to really fall apart. If possible, that is. I just enjoy wearing my shoes to the max to ensure I get the most out of them.

Here's the one on my right foot right now.

Not this much, at least not daily. I have some old pairs that i use for doing things that I don't want my nicer shoes to do.

That looks like the Emerica G6 Wino slip-ons.

I wore those out in about a year just from walking. The bottom isn't very good, which is a shame, because they're otherwise very comfortable and durable.