good question
- rain jacket - never
- hi-vis; day-glo; lime-green windbreaker - after it gets dirty from a ride with a bike that has no fenders
- snow pants and rain pants - I avoided washing them since I put expensive reflective tape on them. I'm not sure what to do now. I might hand wash them
my other clothing is more complicated and washed regularly - usually after every ride - just like my GYM clothes.