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Wedding Woes

Without speculating, you can break up if it's not working for you

Dear Prudence,

I’ve been casually seeing a guy for about two months now. He’s an all-around green flag—funny, kind, and really handsome—except for one thing.

He lives with his openly gay male best friend of about 10 years, which is pretty impressive given that we’re both in our early 20s. I guess he and his best friend trauma-bonded during high school, and it’s made them close. REALLY close. Whenever we go on dates, he keeps his phone on alert to make sure nothing bad happens to his best friend. When we’re over at my place, he shows me pictures of him and his best friend in high school. Once, he even brought up his jealousy over his best friend and his ex-boyfriend WHILE WE WERE ON A DATE. I’m also fairly sure that his best friend has feelings for him, and that he’s aware of that.

I’ve tried asking him about it, and if their friendship might get in the way if we decide to take our relationship more seriously, but he insists that he’s not gay. I’d love to be friends with him even if he decides to pursue something with his roommate, but I don’t want to get too involved if I’m always going to be a third wheel!

—Third Wheeling My Own Relationship

Re: Without speculating, you can break up if it's not working for you

  • He might not be gay, he might be bi and hasn't figured it out yet.

    It's been 2 months.  Does LW want to deal with this for years?  It's okay to say no and back out.
  • Honestly, it doesn't matter to me if he's gay/bi and eventually going to end up in a romantic relationship with the friend or if he's straight and they're just always going to be BFFs before anyone else. I'm still not interested in pursuing a long term relationship with anyone where I know I'll never be their #1. Hell, I'd say the same thing if it was his twin or mother or whatever.
  • They’re pretty close- how close? Can’t say. But if you’re not up for this it’s okay to say this relationship isn’t for you. 
  • Honestly, it doesn't matter to me if he's gay/bi and eventually going to end up in a romantic relationship with the friend or if he's straight and they're just always going to be BFFs before anyone else. I'm still not interested in pursuing a long term relationship with anyone where I know I'll never be their #1. Hell, I'd say the same thing if it was his twin or mother or whatever.
    Yeah.  There's something off if you're always on alert to the point that you cant 'give a partner your undivided attention. 
  • Whether he has unresolved, unidentified feelings for BFF, or if it's just codependency, you don't have to stick around to find out. Either way it sounds like it's veered into unhealthy territory, or at the very least territory that doesn't bode well for your relationship.


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