He won't notice. Most of us guys, myself included, wouldn't realize anything was different. Trust me, if you want his attention, wear something obscenely low cut. Unless that's not the reason you want to look like a surfer, in which case I have no idea.
What Girls Said 1
Have some fun cool waves in your hair
for clothes maybe jean shorts and a nice flowey shirt.
Makeup maybe just go light and have a shimmer and nice lipgloss