Go to a store and try them on later in the day. Your feet swell as the day goes on, so morning shoes can feel too tight by dinner. Walk around the store for at least five minutes. Do you feel that pressure lift from your heel? Good sign.
Don't be afraid to buy a pair that looks a little "grandma chic." Remember, nobody is looking at your feet when you’re smiling at a picnic or laughing with friends. They’re looking at you—not your shoes. And if someone judges your supportive sandals? They’ve clearly never felt that 6 AM heel stab. You are the one who has to live in your body, so make it comfy.