‘I’ve never invited a coworker out since’: Employee has nightmare meal with coworker, who then demands to be driven home

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    "The time I tried to take a coworker out for a post-work meal'

    She lived downtown, I lived in the city but about twenty minutes away. The plan was, I'd take her to this deli/butcher that I really liked, and since she didn't drive, I'd drive her there,
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    and she'd take an Uber home, which is what she usually did and wouldn't be a significant difference in cost to her, per her own report.
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    At first everything's going fine. We arrive at the restaurant and there's a line since it's very popular, but it's not a long line. It's a deli,
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    so you'll wait a few minutes at most. She's immediately put off, but picks up a menu and looks at it studiously.
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    We get to the cashier, I order my sandwich, and she announces she wants a bacon grilled cheese.
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    There is no bacon grilled cheese anywhere on the menu.
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    When the cashier explains this to her, she says that well, she can tell by the menu that they have bread, and they have cheese, and they have bacon, so why can't they make her a bacon grilled cheese? This went on
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    for too long and got just a touch heated, so I didn't hear most of it, as I wandered away with the realization that I had made a mistake.
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    She catches up with me and proceeds to complain about how they won't make her d bacon grilled cheese for her, and she had to order something off the menu (the horror, I guess?),
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    and I'm just sitting there thinking that this must be the first time she's ever been in a restaurant of any kind. When we start eating (I paid for both sandwiches, btw) she starts hinting that
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    she wants to go home right now. We've been there about fifteen minutes, but I guess the bacon grilled cheese deprivation was getting to her. So she tells me I need to drive her home.
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    I said I thought she was taking an Uber, and she starts pretending that she has no idea what I'm talking about. She insists that I have to drive her home,
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    now. The fact that I'm not done eating is irrelevant. She then admits that she can take an Uber home, if she "has to", but I have to pay for it.
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    I sent her $25 over Venmo because at this point, I just want it to be over, and she's still p because now she has to wait seven minutes for the driver to arrive.
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    Once she's picked up, she goes home, and then once she's there, I get a text telling me that the traffic was so smooth it was no time at all, basically giving for not driving her me home.
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    We remained cordial at the office but I've never invited a coworker out since.
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    Edit for clarification: This wasn't a date; we're both straight women and we have about forty years between us. She'd always been very sweet and normal at work, and even
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    brought me a sandwich for lunch once that she'd made, so I wanted to return the favor.
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    As to why I "enabled" her - it was one of those times when you're in such a bizarre situation that you don't really know how to respond, and after you've
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    had enough of the weirdness, you're willing to part with $25 just to get it over with, because you don't want to try to reason with someone who's already
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    demonstrated a lack of reasoning. And I didn't want to deal with going into work again and dealing with her if I'd argued with her.

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