You have gout and flat feet. With all the other shoes I own, I also don't like it when my toe rests on the rubber piece at the front. I have very good Asics Gel Kayanos shoes and I swear they are the most comfortable shoes. The only problem is that the brace in the front sometimes cramps my toes. When I put these Nike Tanjuns on I found them to be the most comfortable shoes I have ever worn. The entire forefoot of the shoe is made from loose fabric, while the outsole is made from low-profile memory material. It feels like I'm wearing a very comfortable sock. Now I have bought 5 pairs of these shoes in different colors. I'm the kind of person who buys as many things as possible when I'm concerned that the style or feel will change in the future. Other than that, I'll be wearing Asics for extreme sports and Tanjuns for everything else.
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