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What does "COURTING DISASTER" mean?

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Courting is a term used in days gone by that refers to a formal process of dating someone with the intent to eventually become engaged and get married. If you are COURTING DISASTER, it means you are doing things that may not be disastrous at the moment, but you are doing things to please, entice, and gain the favor of having one (a disaster) as your partner.
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"flirting", as it were, with costly consequences.
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That's what I went through before I finally got married to a tornado
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It means you are getting close to being in big azz trouble

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About the same thing as playing with fire. It means to invite the trouble into your life.
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It means you are taking excessive risk where the outcome could be disastrous. It has to do with a high degree of risk.
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means you're asking for trouble.
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