Not even sure if this is the right place to post this, but I genuinely feel like I’m driving myself insane overthinking this situation.

I’m a 24M and recently I think I’ve started developing feelings for my supervisor (29F).

She started at my workplace in April and we clicked pretty naturally from early on. We joke around a lot, talk easily, and she’s become one of my favourite people to work with. Recently we spent most of a shift together driving between job sites, listening to music, talking and laughing at our own jokes for most of the trip, and I think that’s when I properly realized I genuinely like being around her.

Since then I’ve caught myself thinking about her way more than I expected. She checked in on me after I had a car accident recently, we’ve built up a lot of little inside jokes surrounding the accident, and overall things just feel really comfortable and natural between us.

The problem is I honestly can’t tell whether I’m reading too much into the situation because I haven’t felt this strongly about someone in years. I also really don’t want to make things awkward or uncomfortable at work because she is still my supervisor and I genuinely value the dynamic we already have.

I think part of the problem is that the more I genuinely like someone, the more I start overthinking everything because I become terrified of screwing up or misreading the situation.

Part of me thinks I should just let things happen naturally and stop analyzing every interaction. Another part of me feels like I’m going insane trying to work out whether there’s actually something there or whether I’ve built this all up too much in my own head.

What would you do in my position?


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