Going On A Date With An Old Hookup, How Do I Make It Real This Time? - MONDAY MAILBAG

It’s Mailbag Monday, and Jared is giving advice on 👇 Am I ruining the romance by not letting him fully handle and pay for the proposal? Reconnecting with a past hookup on Hinge, but I want it to be serious this time Boyfriend in a wild sports group chat called the “Titty Committee” - ew Jared is on tour! 👉 jaredfreid.com Check out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy Friend Support the podcast by supporting our sponsors! Support the show and get $10 off your 1 st month of Nutrafol. Head to & use code FEATHER Get up to 80% off this Way Day, with fast & free shipping on everything @

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Going On A Date With An Old Hookup, How Do I Make It Real This Time? - MONDAY MAILBAG is an episode from The JTrain Podcast by The JTrain Podcast.

This episode is 00:42:42 long.

This episode was published on Apr 20, 2026.

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