Dear KOURTESS-ANN

Have a burning question, a messy feeling, or a situation only a puppet can handle?
Write to Kourtess-Ann, our one-woman advice column (with questionable morals and excellent taste). If she likes your letter—and it’s not hateful or dangerous—it just might be answered right here.

How Many Swipes Does It Take to Get a Clue?

Dear Kourtess Ann, There’s this guy I went on a date with a year ago. It was awkward. No sparks. Six months later, he matches me again—not because he’s interested, but because he wanted to complain about online dating. Cool, fine. Then he disappears. Fast forward to now—he’s matched me AGAIN. And then he super swiped me. But here’s...

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Is He Into Me, or Am I Just His Emotional Support Human?

Dear Kourtess-Ann, I need some advice. There’s this guy—sweet, charming, always texting me first—but I swear, it’s like he only reaches out when he needs to vent. He tells me all about his problems, asks for my advice, and barely ever asks about me. But the second I need something? Crickets. We’re not dating, but sometimes it feels like we are—except...

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