There's a nerve that splits between your third and fourth toes that causes pain when pressure is put on it. To relieve some of that stress on your poor little toes, tape your third and fourth toes together (your big toe is #1) with some medical tape or a band aid. Obviously, this trick only works with closed-toed shoes where your third and fourth toes aren't exposed.
Stretch your feet before and after you put your shoes on/off. There are some targeted stretches that will help you get at the front of the foot and ankle (key pain points from heel usage). An example of a stretch like this is pointing your toes down, and pulling your toes up with a strap, this gets the Achilles’ tendon and the calf muscles going a bit. You can replicate this stretch to the inside and outside as well.
I’ve heard people argue that my new, near-daily ritual is ridiculous, that no shoe is worth that much pain or effort. But how different are heels from other small rituals we undertake every day, such as applying makeup? The payoff in terms of the confidence I feel when stomping down the street in a pair of killer heels is worth way more than the extra 30 seconds added to my morning routine.