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I mean if you want to TEST the guy's tolerance for "casual" do it. If it's OK with you if the guy dresses that way no matter where you're going, then why not? But, I've seen so many people slopping around in sweats, I'd prefer to never see them again!!! I've got pullover hoodies that qualify, but I end at the tops. They're for work around the house or grocery shopping. I like to feel and look pulled together. Not formal, but casual chic.