I need some help restarting with this girl

So, I(22M) went out with my coworker(20F), after nearly 2 months of flirting, and a few weeks of non-stop texting. Stopped after 1 date, but left it open in case one of us left since I was her supervisor, and she didn't want someone to find out and get me fired. Fast forward to mid-December, she goes on unofficial leave(immigration stuff). Manager would rehire her if she wanted to come back. I reached out to her today just to ask how her new year went and see how her immigration stuff is going. Anyway, she tells me that due to current US political issues, her case got delayed again, indefinitely. And, I figure that by the time everything is done(could be months), my manager will hire someone new to replace her. I want to ask her out again, but if feel like a douche to use her situation for my benefit. If i wait too long, i think she might grow disinterested.

I had originally decided that by next week, she would have decided to come back if she wanted to, assuming everything had gone according to plan(clearly it didn't).

We have only texted a few times since she left 3 weeks ago, but a few of them were full day conversations, including yesterday when she told me all of this., along with some random conversation. I’m pretty sure she still feels the same way about me, otherwise she wouldn’t spend all day texting(she had said on our date that she wouldn't have texted me all day if she wasn't interested in me). But now, i don’t know if she just feels bad about ending it before, but i also don’t think she would lead me on. I just don’t want to seem like an asshole trying to capitalize on her situation.

Like I said above, should I wait a week or so when I was originally planning to ask her out again? Or should i just go for it now? I was pretty confident that she would've said yes(judging by our text interactions, it was sort of the same prior to our date) because I was about 99% sure she wasn't going to come back.

I was also thinking possibly asking to just hangout sometime this week, and see where that goes. She seems pretty bored at home(babysitting her sister and watching netflix all day, can't work atm), but I think I might get "friendzoned" if I do that. I'm just not sure how to approach this. Any help?



Submitted January 07, 2020 at 12:17AM

So, I(22M) went out with my coworker(20F), after nearly 2 months of flirting, and a few weeks of non-stop texting. Stopped after 1 date, but left it open in case one of us left since I was her supervisor, and she didn't want someone to find out and get me fired. Fast forward to mid-December, she goes on unofficial leave(immigration stuff). Manager would rehire her if she wanted to come back. I reached out to her today just to ask how her new year went and see how her immigration stuff is going. Anyway, she tells me that due to current US political issues, her case got delayed again, indefinitely. And, I figure that by the time everything is done(could be months), my manager will hire someone new to replace her. I want to ask her out again, but if feel like a douche to use her situation for my benefit. If i wait too long, i think she might grow disinterested.I had originally decided that by next week, she would have decided to come back if she wanted to, assuming everything had gone according to plan(clearly it didn't).We have only texted a few times since she left 3 weeks ago, but a few of them were full day conversations, including yesterday when she told me all of this., along with some random conversation. I’m pretty sure she still feels the same way about me, otherwise she wouldn’t spend all day texting(she had said on our date that she wouldn't have texted me all day if she wasn't interested in me). But now, i don’t know if she just feels bad about ending it before, but i also don’t think she would lead me on. I just don’t want to seem like an asshole trying to capitalize on her situation.Like I said above, should I wait a week or so when I was originally planning to ask her out again? Or should i just go for it now? I was pretty confident that she would've said yes(judging by our text interactions, it was sort of the same prior to our date) because I was about 99% sure she wasn't going to come back.I was also thinking possibly asking to just hangout sometime this week, and see where that goes. She seems pretty bored at home(babysitting her sister and watching netflix all day, can't work atm), but I think I might get "friendzoned" if I do that. I'm just not sure how to approach this. Any help?
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