I wasn't a huge fan of flip flops, but my friends kept telling me to wear them because they are super comfortable. So I went and bought one but today when I was wearing them it seemed to me that I was the only guy wearing them most of the girls were wearing them . So? How do you see a guy that wears flip flops?
It depends on the region in which he lives. If he's wearing them around a warm, beach-y area I wouldn't care at all. If he's wearing it when it's cold and in a concrete jungle, I'd think it's a little weird. This is only if I see the guy's feet. Usually I don't notice them.