When You Know They’re Not Your Person But Can’t Let Go

Ilana and Jake are coming to you from a rainy weekend in the Hamptons with lots to catch up on: Ilana officially understands football, someone finally offered her a subway seat at six and a half months pregnant, she took her glucose test, and they toured their first daycare. Then, they get into your listener questions about how to stop internalizing rejection as proof that you weren’t “enough,” whether you can really stay close friends with someone who rejected you, wedding etiquette when your ideal date is close to a family member’s wedding, and what to do when you’ve spent three years in a situationship, know he’s not your person, but still can’t bring yourself to let him go.

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