How do you know if he regrets breaking up with you?

It will likely be too extreme to be believable. It's clear that if he can't actually talk about it then he hasn't fully accepted how much guilt and regret he feels. Not being able to process the break-up and the fact it's ended is a key sign that he regrets losing you.

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Regarding this, why does he keep contacting me if he doesn't want a relationship?

He's insecur. A guy who says he doesn't want a relationship but keeps you around anyway is a guy who is most likely insecure. A guy who is insecure has difficulty making clear decisions. He says he doesn't want to be in a relationship, but he then wavers, wondering if he's made the right choice. Why does my ex text me but not hang out? If your ex keeps texting you, he/she wants something from you, which could be: only friendship, if the text are just to "catch up", and clearly stating that there is no intention to want you back. wanting you back, but not really. Your ex is just afraid of being alone.

What does it mean when your ex calls you late at night?

It means: He is lonely. He misses you or what you have and trying to see if you will pick up. He is trying to see if your sleeping with someone. Is it OK to call your ex after a breakup? Even though the methods vary, there is one thing that is universally true in all of the advice columns out there: Do not contact your ex after a breakup. Completely avoiding an ex also means shutting off a vital emotional lifeline; which is frequently the most difficult part of a breakup.

In respect to this, why you should not talk to your ex?

Talking to an ex can create false hope that the two of you could one day get back together. Even if you know your ex isn't right for you, talking to your ex can cause serious problems. After a relationship ends, loneliness, confusion and anger often come in fits and starts.