Have you ever heard of "bartering?" okay, I was kidding. I don't think you need to get your ex into financial hock to you, loaning her the money might be a bad idea. If you feel the need to help her, maybe you'd be better off just giving it to her. Still, no matter what you do, you need to tell her why you're hesitant first.

If you're still hurt and thinking by you helping her you will get back together, I would say not. Because it will bring back the old feelings. She should have thought about her financial situation before the break up. Now if she's in another relationship that's between them because if you help her she will still be coming back to you for only money. That's why love hurts. But you really need to move on and so does she.

Did she dump you, or did you dump her? I would think it would be pretty bad if she dumped you, and comes back 2 months later with her hand out. BUT, it's obvious you still care, so if you can afford to help (without doing any damage to your own situation), then I say help her out. Just make sure she doesn't make a habit of "falling-back" on you, when she gets in a bind.

Wow, that's a tough spot. I was about to say let her fix her problems herself but clearly it's bothering you. Give her a token amount and tell her that's your final parting contribution because you sympathize and then end all communication with her. That way you will feel better that you helped, but you will also be able to move on. Financial problems won't go away overnight and if you are on the hook for the entire time your ex has these problems that's how long the breaking up process and the pain associated with it will last, it also means that you won't be able to form another meaningful relationship during this time because the average self-respecting woman will not want to be with a man who has unfinished business with his ex, meaning your life will be on hold and you will be held hostage. The best thing is just to let her fix her problems herself, but this might be difficult to actually pull off given that you cared about each other and you're not a robot, so I think a final token contribution and immediately cutting off communications is the way to go. So you have helped a little but you are not on the hook forever. Remember by hanging on you are also preventing her from moving on - who knows maybe her next boyfriend is a millionaire.

You want to help but you're confused. Confused about what? You really need to keep your feelings out of this if all she is doing is asking for financial help and nothing more. If it is impossible for you to "not" think that there may be some hope in getting back together or helping her out financially may cause you to stir up feelings for her, I wouldn't do it. If you can keep your feelings in check and help her out as a friend, and you are in position to do so, then go for it :).

you wont be helping by bailing her out, when you broke up, she lost that security compfort. Tell her to visit the bank for a loan...