Gotta keep it vague for privacy but the key details should be enough. We first met through a dating app. It didn’t work out. We remained friends. Became best friends. They fell on terribly hard times. They moved in with me. Sleeping on the couch was not good for the long term. We now share a bed, and eventually went halvesies on a new bigger one. We became very close over the past few years. I love my best friend. Sometimes do non intercourse sexish things but have no interest in a relationship. Hard times are likely to continue due to external problems that despite our best efforts, will not likely go away. I’d never kick them out, it would be on the level of hurting a puppy. What kind of monster would do that? I have been wanting a relationship but it would be awkward to have to explain all this to any new partners. I can’t even imagine how my friend would take it. I wouldn’t want to sacrifice our relationship just so I can start dating again. A room in the apartment is vacant now and they could move into that one but I dread broaching the topic to them. I don’t know how they’re going to react and no matter what happens I want to keep this person in my life. We’re getting older and there’s no guarantee that the “hard times” will go away. It might even last the rest of our lives. I don’t know what to do. I can’t face the reality that they might leave rather than watch me do my own thing. How do I have my cake and eat it too?

  • Technus
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    1 month ago

    You could contextualize the conversation by bringing up how you met and having a retrospective discussion about how and why it didn’t work out romantically.

    Maybe ask them if they’ve considered or are interested in seeing other people. This will let you gauge how they feel about it and the current state of your relationship, and also give you an opportunity to bring up how you feel.

    Then, the conversation isn’t just about you seeing other people but about what’s best for the both of you.