Why does my manager act weird just because I asked her out on a date as an employee?

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You screwed the pooch. She was just having fun and you went and made it serious. The problem wasn’t that you made a move, it’s that you made a big move. You asked her out on a date. Just about anything else you could have done would have given you the answer you wanted without the potential for extreme awkwardness. You could have tried kissing her. You could have tried holding a hug longer than normal. You could have tried holding her hand.

But you had to ask her out. And the way you asked it indicates that you were quite clueless about it. Now it’s super awkward and the whole fun interaction thing you had is now gone. Is it ever going to come back? Not if you keep acting as clueless as you did when you asked her out.

There’s an art to asking women out on dates. Some women will date for fun, they look at guys asking them out as no big deal. Other women are way more careful about how they spend their time. These are the ones you have to pay a LOT of attention to when and how you ask them out. You said she didn’t respond, and you just assumed rejection. That was your mistake. Likely she just wasn’t quite sure about how you wanted to date her. Were you asking her to a movie or to dinner? Is this going to be an extension of your current energy or are you all of a sudden going to be way different?

These are the sorts of things that go through a girl’s mind when you ask them out. Guys never pick up on this and just assume rejection when they don’t respond in precisely the way you want them to respond.

Now she’s being awkward because she’s not quite sure what to think about you anymore. If I were you, I’d talk to her about it. I’d be like “look, I asked you out the other day and ever since then it’s been weird, can we talk about it?”

It will probably repair your friendship, and you may even get a date out of it, though I wouldn’t hold my breath. The really really sad thing about modern dating is that even though two people are attracted to each other and like spending time together, many times they can’t actually date, and the reasons often boil down to total silliness.