Cute, definitely (No need to size up), I purchased a size up from a 8 to a 8.5 and I definitely could have stayed with my usual size of 8, because it's a bit too loose and long, fits more like a size 9. I have 16" calfs and there's definitely more than enough room in there for wider with calfs with the added pull string so that shouldn't be an issue for most. The Footbed is also wider with friendly, it leaves room for an additional pad because, it has none so if your looking for comfort order a pad too. The silver ones are futuristic looking, but looks cute over dark colored skinny jeans. They were on sale so I jumped on it to add to my shoe fetishism, it has a 3 inch heel so it's not extreme to walk in!