$310, the outnet

If you're going to go big, go all the way, I say. This dress would take me there, just like that.

1. Issa print dress, $310, theoutnet.com
2. Topshop leather moto jacket, $370, topshop.com
3. Michu embellished clutch, $335, modaoperandi.com
4. Aquazzura peep-toe booties, $595, shopbop.com