What’s something from the 2000s internet era you desperately miss?
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What’s one app you’d delete from the world if you could?
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What’s the most polite way you’ve ever ended a terrible date?
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What’s a lie you told so well that you sometimes forget it was a lie?
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What’s something you found on someone’s phone that they never knew you saw?
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What’s the darkest thing someone has ever casually confessed to you?
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What’s something creepy that happened to you that still makes no sense?
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What do you envy in people you’d never admit to admiring?
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What smell takes you back to a moment you wish you could relive forever?
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What’s something that everyone else seems to love — and you secretly hate?
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What non-sexual part of your body gets the most attention — and why?
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What’s the most unexpectedly hot thing someone ever said to you?
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What’s something you’ll never forgive yourself for — but nobody else knows about it?
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You have 10 seconds to change your entire life. What do you say, and to whom?
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What’s a “last time” you didn’t know was the last?
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What’s something someone did that wasn’t sexual — but was incredibly hot?
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What’s a compliment that felt like an insult — but still stuck with you?
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What’s an oddly specific fear you have that makes no sense?
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What’s the scariest way someone ever made you feel small without raising their voice?
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What’s something you realized about your family that you wish you hadn’t?
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What would your room say if it could talk — honestly?
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What’s a decision that felt small at the time, but changed everything later?
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What’s a “you had to be there” moment that still makes you laugh alone?
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If Google auto-complete exposed your deepest thoughts, what would your last 3 searches be?
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What’s one truth that nobody wants to hear, but everyone should?
r/AskReddit is the place to ask and answer thought-provoking questions.
