My mom calls my feet "little shovels" because they are short-ish & wide-ish. Despite this, I wear pointy pumps 24/7. Here are some chic brands that are comfortable & cool, tho not cheap. (Sorry!)
  1. Fendi
    The brand's timeless pump in tomato red is my secret obsession because it comes with what feels like a super padded insole. All of their shoes do, actually. The one thing I don't like is that many styles have an obvious/not cool logo, but if you can avoid that, your feet (and wardrobe) will thank you.
  2. Givenchy
    The only thing I regret about buying Givenchy's suede, zipper-detailed 80mm pumps is that I only bought one pair. They were my go-to shoes for all occasions until I ran them into the ground. But every style I've ever tried on is pretty damn comfortable and chic too, so the brand gets two thumbs up from me.
  3. Gianvito Rossi
    This is *the* fashion girl shoe brand right now, and the timeless pointy-toe pump isn't crazy-narrow. More comfortable than the Manolo BB Pump (which I need slightly stretched for max/ideal comfort), but similar in style, they're definitely worth checking out.
  4. Sophia Webster
    Particularly the Lola pump, which is one of her classic, redone-each-season styles.
  5. Chloe
    I have owned approximately 10 pairs of Chloe sandals, boots, and wedges over the years and have loved all of them to pieces. The wood-heeled styles hold up very well over time, and the toe box is always comfy, even on a 5-inch wedge.