-He asked for a $2K loan for Christmas last year, which he used to take his girlfriend to Las Vegas, then paid it back in May with his tax refund. He's asking for a similar amount this year, which he hopes can be repaid by his bonus. Basically, his girlfriend spends future money in advance (refunds, bonuses,etc), but ends up adding to his debt because it never completely covers the cost. It's begun to pile up.
Recently, we've had to help him cover his basic bills. My thinking, if this relationship becomes a permanent arrangement, is that no one will want to help him out at all. He's going to have to maintain their lifestyle on his own.
He has a good job, used to have money to burn (had the latest iphones, PS3, etc), but now he's working overtime all the time, and needs help scraping together money for rent? I think he's taken over her mortgage and car payment; as well as grocery, concert, movie tickets, etc. I've seen girlfriends drain a guy's money before, but this feels extreme.