All of you did wrong! Your brother did wrong by mishandling his finances to the point of having to ask for money. You did wrong by giving it to him, thinking he would pay you back (he will be in the exact same position next month, I suspect, and he will come to you again), and your girlfriend did wrong by getting upset and not speaking to you. It's a bad situation caused by your brother. You get out of it by telling your brother he will not be getting any more money from you UNLESS he pays you back in the time frame I hope you gave him(otherwise, you're just an enabler), you apologize to your girlfriend, and then the ball is in her court. I would suggest couples counseling for you both, because you both need to communicate better. You were put into a bad position by your brother. I hope it's a one-time thing, but I doubt it. I wish you luck!