OH MY GOD beyond comfortable. I love good leather boots, these are my favorite short boots ever. I have been looking for these for months. I wanted the denim ones, but couldn't find them in my size. They were all sold out everywhere. I found the black & love them. Would buy the denim if i could find. But I'm guessing that's a long shot. I just want people to know that if you want good comfortable boots you will pay more $$. But well worth it. I'm 55 and will never give up my boots. Nothing beats good well made real leather boots.