The trend uncovered This season's flat boots are urban but very chic with a classic edge hitting the fashion headlines. Referred to as cavalier or biker boots, they're the ideal choice if you're after comfort and practicality as well as elegance. What to wear them with Casual and very comfortable, flat boots suit all shapes. They can be worn with a jersey dress or jeans, though be careful with your choice of jeans as they might end up getting squashed. Go for a big boot with a square heel with jeans or a dress to slim your legs.