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[quote=Anonymous]If a parent who had a gambling debt asked you their only child (having 2 kids and living comfortably but no real extra income) for money would you give? This is the second request having lent $5k first time that was repaid in a timely manner.  It was made clear it was a one time favor though.  He's borrowed from everyone else and really doesn't have any viable sources (although there are several other distant relatives that could help but he won't ask out of pride).  It's not a life/death situation, it's also not something that is clear on what this money is needed for could be a past or current debt nor to whom.  But it is true he probably feels compelled to ask me as a last resort.  There is a question of whether his wife is aware of the situation and/or whether he truly needs to borrow (in reality) or just wants to borrow so as to not spend his own.  He's not a great person and the history of the relationship has been tumultuous.  Nevertheless there's no other immediate family - mom or siblings - by not lending the money the relationship will end from his perspective as he "will remember it."  So - is a relationship worth saving with someone like this and 2. If so, how many times do you lend the money - what happens next time if he asks? And 3. Even though I like to be repaid if not we will be ok - is it really helping him?

He's still my father - is there a line drawn with family?

Husband supportive and the amount asked for is similar to first loan amount.  Wwyd?[/quote]

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