I’ve never really liked boots with a wide shaft… until now. These fashionably rugged Burberry Prorsum Lace-Up Flat Boots have a slight slouch at the ankle and the calf area is wide enough to easily tuck in jeans. Retails for $795 from Saks.
Taller in height but lower in price, these 7 For All Mankind Olivia boots are just too cool & unique. Can be worn slouchy or fitted, depending on how tight you want by using the long tie laces. Pair them with a knit tunic, tights and trench coat. Get them at a more budget-friendly price of $316 $395 from Zappos. And as always, Zappos offers free shipping both ways!