For me it's a no brainer, the clear ugliest headstock shape and size goes to PRS. They don't look proportionate to the actual guitars. Way too small. The John Mayer model headstock makes me want barf. It just doesn't go with the guitar at all. What say you??? I like blingy looking headstocks. My personal fave is the HS on my Epiphone Les Paul Custom Pro. My second favorite is the HS on my MIK Epi Sheraton II. Overall, my favorite classic HS is clearly the Gibson LP and 335 types. They scream, AWESOMENESS. but I don't own me no Big G's. As mentioned many moons ago, I use to get all hot and bothered by PRS guitars. It's odd how my taste has changed over the years.