$59, uniqlo

I have a trench-inspired jacket like this that I bought ages ago and what I love most about it is that it's both indoor and outdoor-worthy. Cleverly, this one has buttons on its sleeves so you can roll them up and costs a mere $59.

1. Aerie sweatshirt, $49, aerie.com
2. Uniqlo jacket, $59, uniqlo.com
3. Madewell oxford shoes, $165, madewell.com
4. Jerome Dreyfuss leopard print calfhair bag, $815, shopbop.com
5. Topshop tweed pants, $80, topshop.com