It’s not so hard. You could reach out with a message that says something like, “As we prepare to graduate, I keep thinking about how important you’ve been to me. I’d love to catch up in person. No pressure.”
You could even skip the “getting together” part. As in, “I can’t believe graduation is a week or so away. I just want you to know your friendship has been a huge part of this experience. I’d love to keep in touch.”
The note could go to one or both of them.
That highlights the bigger question here. You’ve been thinking about your former roommate, but do you really want to keep in touch with her boyfriend? If not, the message goes to one person. Leave him off the list.
Really, before you hit send on anything, please acknowledge that graduation is a nostalgic, wonderful, and messy time. You’re wrapping up an experience, and you have a ton of feelings about it, I assume.
But it doesn’t mean you have to make peace with foes, reunite with former friends, or hug everybody goodbye. I’m all for gratitude and telling someone you care about them, but if life got easier when these two people walked away, you can let them go.
You can appreciate their place in your history without saying a word.
– Meredith
Readers? Is it now or never for reconnecting? Would you reach out, and if so, how? Is this about wanting the friendship or feeling graduation feelings?
Tell me what’s on your mind about relationships. Breakups? Friendships? Exes? Send letters to [email protected] or use the anonymous form.

