Dressing for chilly weather can be quite tricky for someone who's spent a good 70% of her life in the tropics. It gets twice as tricky when I'm trying to come up with an outfit for a night out knowing that I'll still be taking the usual subways and buses (hey, taxis don't come cheap). Comfy walking shoes are a must, and nothing beats my Rag & Bone Newbury boots. I went for the usual all black with this StyleNanda knit dress and covered up with my trusty fuzzy cardigan.