Size and shape: When was the last time you had your foot measured? If you’ve had children/gained or lost weight/or just plain can’t remember, it’s time for a recheck. Too small and your foot doesn’t sit well in the arch. Too big and it slides forward. The best fit will nicely hug and support your arch, and it definitely shouldn't hurt. Also, opt for wider toe boxes for best comfort and less long-term injury.
You need to take regular intervals to save you from the pain of wearing heels, no matter how good the quality of your heels is. You need to bring out your legs from the heeled shoes once in a while. You can take regular breaks after every 30 minutes if you suffer from severe pain because the breaks will let your feet breathe and shoo away the pain.
Consider a lower or more comfortable style. Choose a thicker and more stable heel like a platform, wedge, or chunky heel to provide more support and weight distribution. Shy away from pointed-toe styles if you have wide feet or toes, opting for round or almond-shaped instead. You can also buy heeled boots or heels with ankle straps to help support your ankles.