My list (and in my closet):
- Black cashmere turtleneck
- Black wool trousers that can go from work to cocktails
- Black wool or cashmere dress that's work appropriate
- Pearl studs
- Pearl necklace
- A Patek, Cartier Tank, or Jagaer Reverso watch
- White eyelet or linen dress
- DVF graphic-print wrap dress
- Bernado flip-flops
- Lily Pulitzer or Pucci bright print shift
- Chanel black lambskin 2.55
- Modest, no-logo tote for work, like Longchamp
- Chunky cocktail ring
- Opaque black tights
- Nondescript comfortable pants (like no-logo fleece Juicy Couture pants or Lucy yoga pants) to run errands in
You sound like my fashion twin. I have a lot of these items!