I Want Another Chance

Still looking for updates from letter writers on Thanksgiving. If you are a former letter writer, please send a note about how you’re doing and what happened with your problem. Send the update from your original email address (or include it in the note) so I can confirm that it’s really you. Also tell us whether the advice helped.

Q.

Hi Meredith,

I recently broke up with a wonderful man whom I dated for about five months. I started dating him too soon after my last relationship — well, before I was ready. Unfortunately, I let that have a negative effect on my new relationship and now I’m regretting it. This breakup was fairly mutual and actually initiated by me, but I feel terribly about it now.

For the purpose of background, we broke up because things felt uncomfortable and bland at times. However, for most of the relationship I was closed off, gave many mixed signals, and basically never really gave it a chance to get off the ground. His interest in me had always been more than mine in him, and I was aware of that. But I really liked this man and I still do.

Unfortunately, I think he is OK with the breakup because he was never really getting what he needed from the relationship. I would love to start fresh and but I think it’s too late. Aside from that, I think I also sent him running into the arms of a female friend who has always been very interested in him. The lines of communication are open but I don’t think I’ll be hearing from him again. I did reach out to him to explain what happened but I got what appeared to be a disinterested response. I deeply regret having ever initiated breaking up. I’d rather have explained things and worked through it.

I guess my question is: What can I do to get another chance? Should I just give it some time and see if he contacts me? From what I know of him, he tends to rebound quite quickly, and I’m afraid if I wait, I’ll lose the opportunity. However, I don’t want to push him farther away by pressing to try again right now because I don’t think that’s what he wants at the moment, nor is desperation an attractive quality. What I really want is another real chance with him. Any advice would be greatly appreciated.

– Regretful in Boston

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A.

If you told him during your last conversation that you’d like another chance and he didn’t respond with interest, you have to let this go. If you weren’t clear about your intentions and you simply explained the breakup, you’re allowed to send him a note asking him out for coffee.

Just know, if he says yes, that you might have been right the first time around. Sure, you probably started dating this guy too soon after your breakup, but maybe you were right about things being uncomfortable and bland. Maybe you’re rethinking your decisions because you’re suddenly single and not sure what to do with yourself.

Accept that you don’t what’s possible with this guy, and see if you can get a quick outing — coffee or lunch. Manage your expectations and make no assumptions about what you lost.

Readers? Should she reach out? Was she right the first time?

– Meredith

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