Advice needed on a fling at work in Scott and Sadie's Life Court

Here is Wednesday's Life Court...

Scott and Sadie,

Help, I may have gotten myself into a "situation" with my boss and I need advice on what I should do. Our office has been working remotely since last March. A couple months ago there was a presentation I was preparing for my boss to deliver to a bunch of higher-ups in the company. Over the course of several weeks, she and I spent a lot of time on it... mostly on the phone and Zoom.

Well, when it came time for the presentation, she invited me to be on the Zoom meeting with her and we KILLED IT! The higher-ups loved it, she and I got a lot of praise and left the meeting feeling 100! As I said that was a couple of months ago. So after the big presentation, I get a text from her (my boss) congratulating me on my work, and that we should celebrate the big win.

We meet at a restaurant, have some dinner and drinks, and this whole time, it felt a little like we were on a date. But everything was completely professional... until it wasn't. One drink led to 2, led to 3 and 4... and we wound up getting an Uber and going back to her place for a nightcap.

Well, we wound up celebrating the big win all night... and the next night... and for several more nights. We've been "seeing" each other casually for the past month or so.

We get a notice from our company, that we're all going to go back to the office beginning NEXT WEEK! I'm freaked out because now I'm kind of seeing my boss and I'm worried it'll get out once we go back to an office setting. It was easy to keep everything quiet when we were remote, but now.... what should I do? Please ask your listeners in Life Court.



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Advice needed on a fling at work in Scott and Sadie's Life Court

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