1. Floppy hat. Not just BIG. Floppy, masculine. NOT cheap-looking or vintage.
2. Men's loafer. Make sure it is masculine or it just looks like a modified ballet slipper.
3. When you aren't wearing the loafers, wear chunky heels in flesh tones and blacks.
For me, I just need a new, good pair of dark jeans. (Mine were stolen in Barcelona.)