What places are inappropriate to ask Women out?

So, I have a friend that told me the other day that asking women out while there working is inappropriate. He said that it makes them feel trapped, and probably creeps them out as well. I never thought of it that way, but if I see a beautiful women then I think I should say something, right? Are there really any appropriate or inappropriate places to get a womens number? I'm almost in my 30's so I really don't want to waste any opportunities. It's definitely getting harder as I get older, not as many single ladies as there use to be.

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