fb-pixel Skip to main content
LOVE LETTERS

What was he up to?

An ex from high school reached out ... but for what?

Love Letters

Love Letters


Q. A few years ago I received a surprise letter from a high school boyfriend with whom I’d lost contact after college. He wanted to reconnect with “the wonderfulness of a special friend.” A flurry of e-mails ensued; he’d been divorced and has been with a “wonderful woman” for the past several years. I’d been widowed. Warm and friendly birthday and Christmas cards followed, and then he suggested we meet to celebrate our decades-long “forever friendship.” I arranged for lunch and for the tab to be pre-credited to my card; it’s my town, I told him, and thus my treat.

Advertisement



Our in-person conversation, while pleasant, was somewhat strained and pedestrian, perhaps because the preliminaries had been covered via e-mail. But also ... could it have been that there wasn’t a clear way forward given what he told me about his relationship status? Late in the lunch, he once again, albeit briefly, referenced his “girlfriend.” In other words, I’ve wondered why he reached out to me in such a personal and inviting way to begin with. I certainly wouldn’t have done so if I were coupled. Nor can I imagine my late husband putting pen to paper to deliberately contact an old romantic interest.

I’ve had lunch and dinner with any number of men over the decades, but these were always business meetings that, if and when they blossomed into friendships, would evolve to immediately include our significant others. Similarly, a friend of mine recently got a call from a romantic interest from decades past, but this man was divorced and available. He had reason to believe she was as well. They are now married.

This is different, and I would be interested in what you make of it. Does it seem odd, given that he is involved with someone, that he would contact me, pursue the e-mail exchanges, and suggest that we meet socially without her? Could I have somehow been at fault? I do confess to being somewhat flattered and intrigued by the reappearance of someone I knew and liked back when the world was young and fresh. If he were available, I would have taken the conversation in a very specific direction. But because he isn’t, should I have responded in a different way, or not at all? Finally, and most importantly, where next? In parting, he said for us to be sure to do it again in another five decades. Oddly, he didn’t thank me for the lunch, either verbally or via e-mail. His birthday is coming up. Do I send a card? I don’t want to be obvious about cutting off an old friend who is essentially a very nice guy. But as with our conversation at the lunch, I’m not quite sure where, if anywhere, to take this.

Advertisement



OLD FRIENDS

A. Skip the birthday card. You didn’t enjoy yourself at the lunch, and you know you’re not looking to see him again. He didn’t thank you for your time or the meal (rude), and the “let’s see each other in 50 years” joke (if it was a joke) didn’t land after the awkwardness of the outing. This man is a “forever part of your history,” not a “forever friend.”

Why did he reach out with a “flurry of e-mails” if he’s in a relationship? Well, maybe he’s having trouble with his current partner and wanted to see what else was out there. Perhaps he showed up to the lunch and remembered that he can’t get into a time machine and become a high school kid again.

Advertisement



E-mail and texts leave room for fantasy. An in-person meal forces you to consider what you’re actually trying to do.

I would guess, for the record, that he’s feeling his age, wanted to connect with someone from his past, liked your attention, and then, in person, things felt more strained — and inappropriate. He might have gone home and thought, “Wow, what have I been doing?”

Instead of figuring out what he’s been up to, focus on yourself. You ask a good question: What were you up to when you got deep into this correspondence? I’m not saying the end result is your fault, but I do wonder if this was all practice for whatever romantic relationship might come next.

If this taught you that you’d like to reach out to some single people, go for it. Learn the lesson and seek out those who are available.

MEREDITH


READERS RESPOND:

Spend time with people who make you feel good. It doesn’t sound like he makes the cut. I wouldn’t worry about his intentions or what he does going forward. That’s not your problem.

SUNALSORISES


Sounds like he was having a “moment of memory” and when the face-to-face happened, the bubble burst (and this is NOT a dig at you at all).

Advertisement



FANCYFLAMES


I suspect he’s bored with his current situation and he wanted to see if he could spice up his life with a fling. He isn’t acting like much of a friend. Perhaps he thought you would show up for the lunch still looking like you were 17. He didn’t thank you for lunch and his “let’s see each other in 50 years” is a rude blowoff. Do not send a card, or have any further contact.

HIKERGALNH128


^Wait, could it possibly be that he just wanted to rekindle an old friendship? Just because they had a romantic relationship in the past does not mean he wanted another one. Many people remain friends after breakups because they shared so much of their lives together. Are we really living in a world where the opposite sexes are not allowed purely platonic relationships?

SERVICESRENDERED


^I think his comment about seeing her in 50 years kind of indicates that’s it’s not friendship he was after.

HIKERGALNH128


I suspect this guy is walking down memory lane, exploring the “what ifs.” Live in the present and let this go.

SURFERROSA

Send your own relationship and dating questions to loveletters@globe.com or fill out this form. Catch new episodes of Meredith Goldstein’s “Love Letters” podcast at loveletters.show or wherever you listen to podcasts. Column and comments are edited and reprinted from boston.com/loveletters.

Open the tab and fill out the form and hit submit. That's it! Keep a look out for your question in the next Love Letters.