“What’s the boldest text you’d send if you knew I liked you back?” is an invitation to stop being quite so mysterious. You can answer with a joke, admit what you have been thinking or finally suggest a date. The fun is in choosing a reply t...
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Your roommate’s clothes are on the floor again. There are cups on the desk, food containers where they should not be, and somehow their belongings keep migrating into your side of the room....
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Living with someone can make you analyze tiny interactions more than you normally would. Your roommate says good morning but spends dinner with other friends. They tell you about their day b...
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You keep seeing the same person in the hallway, kitchen, lounge, or elevator. They seem cool. You would genuinely like to become friends. There is just one problem: every possible opening li...
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A first college date can go from exciting to painfully interview-like in about three questions: “What’s your major?” “Where are you from?” “What do you want to do after graduation?”Those que...
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You leave class together, he asks whether you want to grab coffee and suddenly a completely ordinary beverage has become a relationship-status puzzle. Is this a date, or are two classmates s...
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“If we met in high school, would you have talked to me first?” is not really a question about high school. It is a disguised question about attraction, confidence and who would have made the...
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“Would you rather get a surprise compliment or a surprise invite to hang out?” has exactly the ingredients that make a good low-pressure flirting question: two appealing choices, no obviousl...
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“Are you good at knowing when someone likes you?” is the kind of question that can sound like casual dating conversation while secretly carrying a much more specific message: Have you notice...
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“What’s the best compliment someone could give you?” looks like an innocent conversation starter, but in the right chat it can become extremely useful flirting information. Ask the question,...
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