Oops...I thought the OP was asking if folks wore their brand new shorts before washing, and not if they wore shorts several times between washings. If the question was the latter, then my answer is no - I never wear them more than once between washings. There's just too great a chance to develop saddle sores, at least with my body chemistry. I even make an effort to get out of them as soon after riding as possible just to avoid stuff like that.
YMMV, as they say.
Last edited by CraigB; 10-26-10 at 06:46 AM.