Thoughts: The importance of proper boot fit (especially for the bigger rider)

Often times, and rightfully so, people are drawn to various boots due to design, color, graphics, or something else aesthetically please.  It's pretty much human nature to admire pretty, shiny, hip things.  So do you then choose the boot that fits properly and perhaps isn't what you want, or go for the boot that looks insanely great, but is a tighter fit?  The answer really should be the better fit. No matter how good you look in a pair of boots, if your feet are cramping, or perhaps you're having nasty heel lift, your riding day is probably not going to be fun.  In fact you'll probably stop early, and go sit down for beers or something.