Older coworker (45F) that I'm interested in gave me (24M) her number a few days ago. We're both supervisor level in different departments, and don't get to interact much. Need advice on how to approach this. What do you think? - ATX News Paper

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Friday, December 6, 2024

Older coworker (45F) that I'm interested in gave me (24M) her number a few days ago. We're both supervisor level in different departments, and don't get to interact much. Need advice on how to approach this. What do you think?

I'm just gonna jump into story-mode because I don't know how else to explain the full situation.

Anyways, I've been attracted to a coworker of mine that's a couple decades older than me. We used to be on the same shift, just in different departments, and I'd pass by her on my way to my break. I'd look for little excuses to chat with her between my breaks, and we built a small friendship.

I'd remember small things she said that she likes, and surprise her with them the next day, like her favorite chocolates. I even memorized her exact Starbucks order, and surprised her with it one day. Needless to say, she knows that I like her, even though it hasn't been explicitly stated. And the way she interacts with me, to my best judgement, is that she's at least very flattered, and plays along, if not explicity reciprocative. (But now I'm confused, as you'll see later)

At that time, she was a level above me, and I was entrance level, but was doing the work of a supervisor full-time without the pay. I got a fair warning from a friendly manager about my kind gestures toward the woman, and that it could get one or both of us in trouble, so I backed off for awhile.

Fast forward to the start of this week, I was finally promoted, which happened to bring me to the same level as her (still in different departments). At this point, she's changed shifts and moves around departments more so I barely see her anymore. (We work in a pretty big establishment).

But I ran into her earlier this week and we had a quick conversation again. I told her about my promotion and she seemed very happy for me, congratulated me. We chatted a bit more and went our separate ways.

Later that day, I sent her a work related message, and she followed up asking me for a favor, to pick up food for her during my lunch break. I of course happily obliged and picked up her order.

We met up at her desk and I gave her the food, and she thanked me graciously, and, to my surprise, gave me her phone number.

Now, at that point, I feel like most people would think that that's a clear sign of reciprocated interest, but I just don't want to be wrong, and cause issues at my place of work. I've only texted her a little bit casually, and she's only been friendly, not at all flirty, which only confuses me more.

At this point, I'm not sure of the next step I should take. I want to directly ask her out, but not sure if I should do it over text (feels lousy and unearned to me, like I'm chickening out almost) or in person (I could only do it at work, but I only see her once in a blue moon nowadays, and there's usually always one or two people in earshot). And either method I do choose risks creating an uncomfortable working environment if done wrong. It's a complicated situation.

What step would you take in my situation and what advice do you have?

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