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I think to accurately answer this I need to know how old you are.  I'm 27, and so I change my pants everyday, and sometimes more than once a day.  If you are in your teens though, every few days as long as you're changing your underwear everyday.  Don't wear underwear more than once unless you are desperate.  And rotating pants might be a good idea, no problem if you dont wash them after every wear, but wearing something for days in a row can make it smelly, let those pants breath a little.  

Personally I like to wear fresh clothes everyday, I feel clean and, more importantly, the ladies notice if you wear the same clothes multiple times.  As I like to play the field, I need to stay fresh.