What questions has a woman asked you that is a “no-win situation” question?

20 comments
  1. “Would you still love me if I had an accident and messed up half my brain?”

    I mean, sort of? How tf do I even answer that?

  2. “Who’s that bitch?” “Let me see your phone” “do you think my homegirl is cute?”

  3. When I ask her “Where do you want to eat?” And she says “You pick”

    There is no correct answer.

  4. My best friend is wearing my jeans. Who’s ass looks better in them?

  5. Is she prettier than I am? If the answer truly is yes, you can’t say it without feeding an insecurity. If it’s an obvious yes, she’ll know you are lying. Generally women don’t ask this question about people they feel more attractive than, so an honest no is rare.

    The only way of answering is to point out pretty features of the woman who asked, but you’re still then risking her feeling insecure about the parts you don’t mention. It’s a horrible question and very little good can come of it.

  6. Potentially anything coming from a mediocre/shitty woman or just a bad psychological place. I aim to sidestep that kinda bullshit by not dating such people. If she asks me something that I answer honestly (but respectfully) and it turns into a fight, that’s grounds for termination.

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