I have been wondering the same thing about bike shorts. Right now I only have a pair of PI shorts that I wear for spinning, and a pair of knickers (also PI) for my bike. Obviously the time is coming when the knickers will have to be set aside for cooler things.

The shorts are great for spinning, but I have lost enough weight that the leg grippers are no longer gripping anything. Is this fine, or could it cause chafing if the legs start rising up during riding? The rest of the short still seems to fit...well...at least basically. The padding seems to be getting bigger all of the time. I really need to purchase a smaller pair but with the new bike coming I don't have the money right now - but am hoping to get some in April.

My LBS has some nice baggy shorts that have inserts with chamois - they are about $60. I am thinking about trying those to see how they work.