$39, gap

It took me about a New York minute to decide that this color-block Gap clutch was a winner, but a little longer to figure out which color combo I liked best. See the other options here. I've concluded that the no-fail, easy-to-match camel and red mix is a good place to start.

1. Carven tie-neck blouse, $370, netaporter.com
2. Oasis shaggy blazer, $130, oasis-stores.com
3. Gap color-block clutch, $39, gap.com
4. Madewell leopard print flats, $108, madewell.com
5. J. Crew jeans, $125, jcrew.com