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comment by thenewgreen
thenewgreen  ·  4146 days ago  ·  link  ·    ·  parent  ·  post: Lil's Book of Questions: Should I Lend My Boyfriend Money?

Great post because many of us, male or female have dealt with this question. I feel like you hit on the proper litmus test here:

    Will my loan genuinely get this person through a temporary bad patch, or am I setting up a long relationship of dependency?
I once had a girlfriend lend me $1500 to put a down payment on a car so I could get a higher paying job that required a reliable automobile.

She's now my wife and I've more than reciprocated financially (she may disagree :))

Point is, there can be situations that warrant it. My guess is that they are few and far in between. I would also guess that the guy/gal asking the question already knows the right answer but realizes its a difficult one.

9/10 times ------- just say "no".

Good luck

Edit: I just read cgod's comment here and it's fantastic advice.