girl who I think likes me, often wears interesting shoes when I see her (the only time I see her is on Tuesday nights). the first time she worse strappy heels, the next time she worse heels, that appear like sneakers, you couldn't see that they were heels because she was wearing jeans, since she took the dress she was wearing off, before seeing me (no idea why). I commented on them saying that I think they're cool. I'm not sure if I like her, I just know I like her attention. I told a stripper the other day, that I liked this girls shoes as well. the stripper asked me if it was a girl wearing them? I said yeah, of course...why would a guy be wearing heels? (actually, if you didn't know, the heel was originally meant for men, not women), don't believe me, look it up
It depends.If a guy thinks the shoes beautiful or unique,he could also make a comment.I hve ever noticed that in western cultures,if you make a comment on something of others,it means he or she want them.
It really depends. Possibly, but if they were super unique he could possible just genuinely like your shoes. It's sort of about context...if you guys flirt all the time, he could very possibly be flirting. But if you guys hardly talk or talk and just don't flirt, probably not. Either way, I wouldn't make a move off of him just commenting on your shoes...just wait it out and see if he continues flirting with you.