For those looking for a sleek, practical boot with an elongated upper, try Marc Fisher’s Ulani Boot. This mid-range ankle boot retails for under $200, and can be found on sale for 15-40% off, which is reasonable for shoes with leather uppers and synthetic lining and outsole. They are surprisingly comfortable (especially with boot socks) for shoes with a 3.25″ heel (the thicker curved heels offer some stability), are available in extended sizes, and come in a number of versatile colors.
The full side-zip closure enables easy-on, easy-on, so try your normal shoe size to start, unless you have wide feet, as these shoes have a point toe. If you plan to wear thick boot socks with these shoes, then consider going up half a size.
Some styling ideas for these endlessly versatile boots: wear them with skinny jeans or wide-leg pants; try them with a micro-mini and an oversized blazer; or pair them with your flowiest pleated maxi dress and a leather jacket.