Love the image with the skate shoes! That's how I'm riding my DV8 6'1" and loving it, looking to get a 5' 7" too. I wear the wakeskate series from DVS and my old Vans and DC's. I've always been very flat footed, so wearing shoes to ride, boosted my performance 100%. Plus it makes getting around "Stinky's" a little easier on your feet. Looking into the Ocean Minded "Board shorts for your feet" slip on's, they are a comfortable/stylish option for riding shoe'd and strapless, just haven't wanted to get them dirty yet. Also scoping out the O'Neill 3mm Freaksneak high-tops, looking like a sick option for winter wave skating.
Trying to talk Dave into making a DV8'ish twin tip, i.e. a large, LW Wakeskate.