I'm late, but that underwear looks great!
And MAD props for simply being Herman Toothrot.
(...I actually once tried to make the entire tri-island area in The Sims 2. I started with Plunder Island and planned to have various downtown areas and sub-neighbourhoods for Booty Island, Mêlée Island, etc. Oh man. Want to guess how that turned out? I built half of a Blondbeard's Chicken community lot and then deleted the neighbourhood.
But still. Best game ever.)