Dating my former boss


Dating my former boss

  • Hayley Matthews Hayley Matthews
    July 7, 2020 at 10:29 pm FORUM ANNOUNCEMENT

    Hey forum readers! Just a quick heads up that a few dating sites are offering a FREE trial to DatingAdvice forum readers. Try it now and meet local singles in just a few minutes! Here are the sites:

    Site Who You'll Meet Today's Deal Casual dating for ages 18-65 Get FREE access
    EliteSingles Educated professionals 25 and older Get FREE access
    Adult Friend Finder Hookups, casual encounters Get FREE access

    What are you waiting for? One mouse click could be all that stands between you and your next romance!

    December 26, 2015 at 7:50 pm #90533
    Dating my former boss


    So here’s my situation:
    I met this person when I started my job, and she worked there for about a year before me, she’s a year older than me as well. As time went on, we remained co-workers. She started working in a different department, and I coincidentally moved to that department. After about a year of that, our former boss was leaving, and she ended up taking the promotion to be my boss. However this was after knowing her for over 2 years, as peers. I had been attracted to her before, and when she became my boss I was still attracted. I even switched positions slightly, thinking that someone else would technically be my boss, but she was assigned to still be my boss.

    We’ve had a friendship outside of work, with other co-workers; going to happy hour, and other fun things outside of work. We’ve already gotten along well; hell her supervisor asked her, in a very chill/casual sense, if we had ever “Run off into the sunset together”.

    December 26, 2015 at 7:52 pm #90534

    Anyway, to the present; she resigned a few months back, on good terms. I was previously in a relationship, which has recently ended. (and to be clear, I NEVER pursued/tried anything with her during the time I was in a relationship). Now I’m wondering if it would really be all that weird/wrong to try dating her?