Why does he say "you look pretty cool"?

I was wearing a dress and we all had to dress up for a ceremony and when he saw me he was like " you look pretty, no I mean you look pretty cool very pretty cool" I was like "uh thanks" I asked what did he meant by "pretty cool" and he said "oh you look cool but in a good way, like you look cool looking " Lol I get he was trying to compliment me but why say "pretty cool" lol. Ask for more details if you want.
Why does he say "you look pretty cool"?
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