I once threw away a fast food bag that contained our checkbook, $100 in cash, plus the title and registration paperwork for our new car! We didn't realize until a few days later, but fortunately we found the bag before the trash pickup came :)
Next morning after more than ~1 hour of turning my apartment upside down I, out of desperation and thanks to intuition, dove into container and recovered my trash bag. Everything apart from cash survived.
Fire damage.
Then I read your comment and realized I've done this like 6 times in last year...
Exception: When I'm out running, if cell phones are forbidden (certain locations at certain customers), or if I wear a suit (things like weddings, funerals and when I celebrate 17th of May.)
If a pair of trousers cannot hold these items I don't buy them.
Sticking to these invariants makes for less frustration. Not sticking to them means frustration twice a month or so.