Now That We Live Closer, Should I Ask If He Wants To Get Back Together?

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Q.

Dear Meredith,

I met a man online and we dated a few months, and then he got a job transfer and moved out of state. We decided to stay friends. He’s had many job transfers within the last five years, and we’ve stayed in touch the whole time.

I had dated a man for a while and this ex seemed to be hurt by that (sent me the song ” I Found Someone” by Blake Shelton). One night when he was drinking, he said that he wished that I lived closer so we could try again. Now I do live closer but he doesn’t seem like he wants that … and I don’t know how to bring it up. He says he’s never stayed friends with any of his exes, but here we are, five years later, talking every day.

Does he still keep in touch because he has feelings for me? Should I bring up us trying again?

– Confused in CT

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A.

I’ve done a lot of listening to that Blake Shelton song for this letter and … well, if we are to take this song as a very literal, musical version of how your ex felt the moment you told him you were dating someone new … maybe he was OK with it? Maybe not.

The song seems to be about him (Blake Shelton) making peace with his ex finding someone new because he (the aforementioned Shelton) is learning to spend time by himself. Similar to “thank u, next,” by Ariana Grande.

Not to be confused with Cher’s “I Found Someone,” a song I still love, one that is very good for karaoke. (Young people who’ve never heard of it, please listen to that song.)

This analysis proved that communicating by song doesn’t say much (assuming it’s not your own song), and that yes, you should absolutely ask this man if he wants to try romance again now that there’s less distance between you. Say the words, even if it feels awkward.

He will give you an answer (hopefully), one not in song, and then you can make decisions accordingly. If he’s vague about it, consider it a no.

We’ve had a lot of recent letters from people who are trying (and failing) to guess someone else’s intentions. They ask me to guess, even though I’ve never met the person. In some cases, it’s because the ex/crush they care about has ghosted and it’s unclear why. Your person is checking in daily. What a gift – you can ask whatever you want.

Get to it.

– Meredith

Readers? Time to ask? Song thoughts?

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