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Hi Meredith,
I am 26 and was just blindsided by a breakup from my boyfriend of two years. I’m sure you get these questions all the time, but I’m really struggling with healing from something that was so unexpected.
I didn’t think anything was wrong and expected to spend the rest of my life with him, but he “felt unsure” of the future of the relationship – something I only discovered during the breakup.
Is it silly to hold out hope for a change of heart? It seems like he is also sad, which makes it harder for me to understand. I am not the type of person to reach out or beg him to change his mind, but if one day he does, how do I risk being blindsided again if we get back together down the line? Or should I just come to terms with it never working out?
We are living in the same city and also from the same hometown, so I feel like he will be around forever, and I don’t want to spend my life hoping he’ll want to be with me.
– Grieving girl
I’m sorry. It’s awful to lose something without warning.
This is why I think it can be good to talk about doubts along the way, even if it winds up being a different kind of hurtful.
To be clear, there’s no great way to break someone’s heart. It can just be just as awful when someone drops 1,000 hints that they’re unsure. But maybe after two years, it would have been better if he’d told you – at least once or twice – that he was feeling less certain about the relationship than he was at the beginning. At least it would have been out there, and you would have been part of the conversation.
That’s what you might tell him if he shows up again – that there’s some middle ground between tormenting someone by sharing doubts, and keeping everything to yourself. You’d have to talk about how he communicates and whether he understands why you might have trouble relaxing in the relationship again.
For now, though, let’s assume he has no plans to come back. It’s easier to move on if you’re not scripting possible conversations and reconciliations.
In real life, it’s a great time to expand the way you use your city. New coffee shops. New walks. You don’t want to feel like you’re avoiding your favorite places; it’s more about making discoveries. It might feel awful for a while, but new these new routines will be all yours.
I wish there was a magic way to know he’s not one block away at any given moment, but after some time, you might forget to wonder.
Also, yes, it’s confusing that he’s sad too, but of course he is. He broke up with you, but that doesn’t mean he stopped caring for you. He probably thinks you’re wonderful. But that’s not enough to promise forever.
This is all about giving yourself time, and balancing grief with plans that make you happy. If you need some kind of breakup playlist … well, maybe we can put that together in the comments section today.
– Meredith
Readers? Thoughts on a possible return? Can you leave a song for this LW for a breakup playlist?
Going through it? Send your own question about relationships (dating, divorce, breakups, singleness, and friendships) to the anonymous form or email
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“I was blindsided by a breakup once, and it was the absolute worst. He, too, right after the breakup said he was ‘sad’ and couldn’t sleep, which made it all the more confusing why he had broken up with me in the first place. Please know that you are allowed to grieve the loss; people in my life at the time felt like I just needed to move on and were not supportive, and well, I ended up having a ‘breakup’ with those people too. I did hold out hope for a bit that he would come back, but in my case he never did. I continued to try and talk to him for a good few months after the breakup and I wish I could have been strong enough to go all in on no-contact earlier. Hindsight being 20/20, I am of course glad that we didn’t ever get back together because I did end up meeting the love of my life a little more than a year later, which during that time I went to therapy and also took some time for myself. There is of course no crystal ball for you on how this is going to work out, and I wish I could go back and tell my post-breakup self how wonderful my life would become in due time. Take this time for some self-care, surround yourself with supportive friends, and don’t do anything too crazy. Someday this part of your journey WILL all make sense, I promise!”
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