3-5 times before I wash them, depending. I have some that are a nice, cool, hemp-cotton blend, but my washing machine tends to destroy them. So I can wash them like 5-6 times before they start getting holes. Then I have to patch up the holes and start again. So I wear them until I can't stand the smell any more (maybe 5-8 times) and then wash them as gently as possible.
My other riding pants I'd say more like 3-5 times.
I've even started going to the grocery store after riding, wearing those nasty pants.
"Saddle fit -- it's a no brainer!"" - random person