Hi Emilia,

He has waited until you are single to ask you this, so perhaps he has been waiting for his opportunity to give things another try? More importantly would you want to go back there? I assume that if you have written in that it might be something you are considering. You broke up before for a reason, could that reason still be present? If so, do you think that you could work through it a second time?

Would you be able to sustain a relationship after one break up coupled with the fact that you were going out with his friend? There is a lot of history there between both men and you and it could be difficult to hang around with them both.

Does your ex know about him asking you out? Men are very competitive when it comes to women, even if you have broken up, so it could cause conflict between the two of them, which could add pressure to the situation.

Perhaps the next port of call would be to talk to him, to best gauge where he is at. You should be able to figure out if he is serious about you and the relationship pretty quickly if you meet up and discuss what you want to do. If he doesn’t commit to a meeting or doesn’t really seem all that interested, then it might be that he is not really up to trying again. If he is, then try to find solutions to work through any possible obstacles that could hinder you as a couple. This will ensure that you are not going into things blindly and both making the best effort you can to sustain it a second time around.

Lucy x