Girls, How should I ask her out?

[SuperMarioMan]

So I'm starting to think about dating again after a relatively long time of healing from a horrendously toxic relationship. So I'm rusty is what I'm trying to say. Here's my situation.

I find myself interested in a coworker. But, im having a hard time casually making conversation because our job descriptions do not overlap greatly. So going to speak to her is me going out of the way to do so (which isn't a problem for me but does give away my interest), in response to which she acts pretty shy and tends to maintain eye contact for very short periods and blushes. Seeing her interact with other coworkers I can tell she is shy by nature. But moreso with me.

Ultimately I cannot tell how she feels towards me. I've kept our interactions light and completely casual so she hopefully shouldn't have any reasons to feel uncomfortable with me. But she's probably picked up on that I go out of the way to talk to her so maybe that makes her uncomfortable? But nonetheless, her shyness might indicate that she's not interested, or the exact opposite. Or it might just mean neither if she's just socially awkward. Also, she might feel intimidated because my position in the workplace is higher than hers (she is a subordinate to my subordinates). There is also, unfortunately, a time limit that I'm working with. My contract ends with this company at the start of March. I am open to stay longer and extend my contract if I had a reason to do so. But otherwise I have plans elsewhere.

So, do I just go up and ask her if she'd like to grab a coffee sometime? (I can't realistically imagine her opening up. We have worked together for 3 months now and she's always been shy). Do I see if she opens up a bit and shows signs (other than shyness and blushing) that she might be interested? Do I change my approach? Or do i just drop it because i also dont want to force anything and it would feel that way. How should I go about it ladies?

Thanks! 😊

[SueShe]

There are multiple reasons why she is shy or acts shy.

She could have been the target of other men trying to pick her up in the past and therefore, she does not want to give the impression that she is an easy prey or she is shy by nature or even, she does not want anything to do with the males in that company.

Now, if there is something that you never do is to date co-workers, even more if those are subordinates. You are placing yourself in a very delicate position because if co-workers find out that a boss is flirting with a subordinate, that will create tensions and jealousies, which is very bad for the work climate.

Finally, you state that you will be leaving in 2 months and therefore, most likely not see her again. Personally, I would not try anything with that woman because too many things speak against it.

[Anonymous]

You say you want to go out?

It's not complicated.