Is it okay to be conservative with flirting?

I've always been pretty conservative when it comes to flirting. I might go up and chat, but not make another move unless she gives me a signal, whether it's verbal flirting back or body language, or whatever.

A few people I know once told me that I have to be less conservative so I tried for a while to just go for it without waiting for signals and I have to say, I got burned so many times and it just made me look like a buffoon, so I went back to being conservative.
Yes, it's fine as long as you recognize signals when you see them, and act on them
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No, it's not fine to be conservative
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Is it okay to be conservative with flirting?
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