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Isn't this kind of a personal question? Or do you mean clothing?

Once it gets so crunchy you can't fold it, it is time to wash it.

I find a good rinse in the shower is often adequate. I wash my jersey when it begins to smell so bad that my wife threatens to withold ..... dinner. (I ride with an under-shirt as well. That gets washed after one use.)
 

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One ride one wash. I've read scary things about bacterial infections from chamois not often washed. I like my man bits in optimal condition. I might wear a jersey twice if it was a cool, short ride. Not the shorts though...
 

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One ride, one wash--except the outer layer jacket in winter...

Touring tip--wash your kit in the shower with you when you finish the day's ride--always clean and dry by morning.
 

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I wash jersey, bib shorts and gloves after each ride..and I shower too.

I'll even clean the dried salt from sweat off my helmet straps.
+1 regarding the Helmet. I rinse my helmet (as a whole) & sunglasses after every ride.

Bibs / Shorts / Jersey...1 use. If it's a cool weather ride, and fairly short, I'll get 2 rides out of my Jersey.
 
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