I bought these shoes to attend a formal military function. I wore them for 3 hours and my feet were hurting at the end of the evening. If I had used inserts, it probably would've been much better. The shoes are very cute and would look good with jeans or dress pants too. Rocket Dog makes very cute shoes and I own another pair of their more casual shoes that are quite comfortable. I believe the discomfort is partially because the heel is a lot higher than what I've worn in the past.