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Will He Regret Losing Me? (9 Signs He May Or May Not)

Last updated on June 6, 2022 by Sonya Schwartz

Often when we break up with a person, we will harbor some regrets. However, that does not necessarily mean that we regret losing the person we broke up with. There are times, though, that a relationship breaks up and the two individuals regret it so much that they want to get back together

It can be hard to know on those occasions whether your ex regrets what happened. Here, in this article, we look at how you can figure out if he is missing what he lost or whether he really does want to move on with his life. 

How Do You Know If He Will Regret Losing You

Not all of these suggestions need to be present in your ex’s behavior to show that he regrets losing you - just one or two need to be displayed for you to perhaps suggest a time when you get together to talk things through with one another.

1. Constant Messaging

constant messaging

If your ex is constantly messaging you, it is a clear sign that he does not want to move on with his life yet and could well want you back. This is even more so the case if he is sending you flirty messages. 

On occasion, some guys may constantly text their ex as a form of confidence-boosting and a way to feel wanted, so do watch out for that possibility. But it is highly likely that he wants you back in his life in some form if he is seeking out contact with you. 

2. Nostalgic Phone Calls

Something else that is a good indication of a guy who regrets losing you is if he calls you up to talk about the good times you had together. Again, this can be a guy’s way of feeling wanted and not quite being able to let go of what you had. However, speaking with you is more often than not a behavioral act of someone who wants to get back with their ex. 

3. Not Moving On

If you know that your ex has not moved on from you and is not even in a place where he wants to start seeing other people, it could be a good time to talk to each other about the possibility of getting back with one another. Not moving on can be shown by not taking pictures of you down in his home or constantly looking back at past times you had together.

4. His Friends

If you are lucky enough to have some mutual friends, simply ask them how your ex is getting on without you. If they say that he talks about you a lot, it can be a good sign that he wants you in his life. His friends will have a good idea about how he is really feeling and coping since you both broke up. 

5. He’s Not Dating

he's not dating

Of course, one of the biggest signals that a guy shows he regrets losing a partner is if he doesn’t date anyone else. This shows that he has no want or intention to find another person with which to have a romantic relationship. The inference is, that no one else will be able to match what you had. 

6. He Apologizes 

A big way that men show regret for the breakdown of a relationship is if they apologize for anything that happened between them. If he accepts the blame for what caused you to break up, he has obviously spent a lot of time thinking about what happened to such an extent that he now regrets it. 

Saying sorry is a big thing for anyone when it comes to a relationship. Give him the courtesy of listening to him, even if you do not want to accept his apology. 

7. He’s Always On His Own

If you see your ex around a lot, ask yourself whether he always seems to be on his own. Often, if a person is regretting the breakdown of their relationship, they won’t seek out the company of others. 

Instead, they will simply want to wallow in their thoughts about what went wrong and why. They will be spending so much of their time thinking about you that it doesn't even occur to them to meet up with friends, let alone date anyone else. 

8. He Wants To Talk Over What Happened

he wants to talk over what happened

If your ex calls you to talk about what happened between the two of you, he may want to start your life together again. It could be that enough time has passed that he is ready to either apologize or at least accept what happened and move on. Make sure that you know what you want to say before meeting up with him. 

If you have missed him, you could run the risk of accepting a lot of the blame for what happened between you. While this is understandable and very common, it does not always pave the way for a healthy and balanced relationship if your needs are not being met or heard. 

9. He Asks You How You Are

A big clue that a guy regrets breaking up with you if he asks you how you are - even more so if it is out of the blue. At the very least it indicates that he misses you and wants to catch up with what has been going on in your life. If you still have feelings for him, do proceed with caution until you know exactly what his intentions are. 


How long does it take for a guy to regret losing you?

It will take different guys different amounts of time to regret losing you and want to get back together. If he broke up with you quickly and out of the blue, he is more likely to regret losing you more quickly than an ex-boyfriend who had been considering ending a relationship with you for a while. 

How do I make a guy regret losing me?

Making a guy regret losing you is hard. When a man regrets losing a partner, it is totally dependent on the two people involved. Some women find playing hard to get help, while you may find being around them as much as possible one of the most effective ways to get your ex back. 

Will he miss me if I stop contact?

If you want your ex to come back to you by missing you, you need to be sure that he is the type of person that responds to playing hard to get. If he regrets losing you in the first place, it can also be helpful to stop contact with him for a while so he can figure out how best to get you back

Do guys ever realize what they lost?

Guys absolutely do realize what they have lost in their life - particularly when they see an ex getting on with their own life quickly. This doesn’t have to mean dating other people, but simply making a success of themselves and being happy. 

How do you know if a guy is really sorry?

It is down to the guy you are thinking of as to how to know if they are really sorry. Some guys so rarely say sorry, that you can be sure if they do say it, they mean it. However, others say sorry all the time to get what they really want whenever they want - even if they do not mean it. 

When A Guy Regrets Losing You - The Bottom Line

When a guy regrets the breakdown of a relationship in his life, it can manifest itself in many different ways. To stop either of you from playing games with one another, it can be a good idea to keep an eye out for any or all of the above signs, but also try to talk about your relationship with him if it hasn’t ended how you wanted it. 

He may well want to start up with you again, or he may want to keep things as they are. Either way, talking with him will give you the closure you need. 

Do you feel like all you think about is him, but he only thinks about himself?
This doesn't mean he doesn't like you. You have to understand how he is wired. Once you do, you'll find there is a subtle thing you can say that to him that will drastically change how he shows his emotions towards you.

Take this quick quiz that looks at whether he actually likes you or not!

Sonya Schwartz
A hopeless romantic that struggled for many years to find her Mr "Right" and made all the mistakes you could think of while dating. Known for always choosing the wrong guys or messing up relationships, Sonya was finally able to change her approach and mindset when it came to dating which helped her eventually find the man of her dreams and become happily married. You can read more about me here...

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