The number one reason for wearing more than one outfit in your session is variety! I typically recommend 2+ outfits, one more dressy/unique and one more casual/traditional. This gives you two distinct looks from your session. By having a traditional/casual outfit, you will get the traditional solid pictures everyone wants. Then by adding in a dressy or more unique outfit, you will get images with a different feel that might even show off an extra bit of your personality.
Another reason to bring with more than one outfit is certain outfits might look better in different environments and some outfits photograph better than others.
Here are a few examples of what others have done.
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