Dating him for his money. Remember that no matter how uncomfortable it is, you are better off in the long run knowing where you stand with him.

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The idea of commitment can be intimidating but it is a very important conversation to have with your guy if you have not already discussed it.

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He got caught running up credit cards without my friends knowledge.

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He drops a lot of not-so-subtle brags on himself:

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Then we had a surprise baby on top of all of that.

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Got any to add?

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I think about what my mother would say if she knew, and I cringe.