How to Date Your Roommate
How to Date Your RoommateUpdate: 2025-09-24
Description
Dating fails, ghosting, and awkward first dates collide in this week’s episode of U Up? with Jared and Jordana. A listener writes in wondering if he was unmatched on Hinge by mistake or if it was just ghosting in disguise? J&J give another listener step-by-step advice on how to ask out a roommate without creating a “half-boyfriend” or awkward living situation. Plus, they dive into a few red flag dealbreakers: Venmo requests before dinner, and first date Groupons. Red Flag? Or just not sexy? Jared also pitches a clever idea for single-person restaurant menus so you can try more food without wasting a full plate!
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