I would never wear my feminine stiletto heels to work. That would not go over with upper management. I do wear a pair of men's boots with a 3 inch block heel or a pair of cowboy boots I have with a little over 3 inch heel. I wear them with suits or slacks and polo shirt. You might try to find a pair of boots or even loafers with a higher heel (1 1/2 to 2 inches) and see how it goes over.
Good luck!
