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I was raised by my parents that there is no excuse for a grown man to not have a job and to be able to take care of himself. That includes me not giving him money because he is grown and can work. And if one job isn't cutting it, then he should get two jobs if needed (or improve his skills sets to get a better job).
I'm not against helping or being supportive while dating. But I personally would have a problem if someone I was dating was asking me for money to help pay his bills or for spending money so he can go hang out with the guys.
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"I don't know the key to success, but the key to failure is to try to please everyone."
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