The JTrain Podcast
The JTrain Podcast
Jared Freid
Going On A Date With An Old Hookup, How Do I Make It Real This Time? - MONDAY MAILBAG
42 minutes Posted Apr 20, 2026 at 4:00 am.
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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” - ewJared is on tour! 👉 jaredfreid.comCheck out his new book! 👉 Preorder Walking Red Flag: Dating Advice from Your Favorite Guy FriendSupport the podcast by supporting our sponsors!Support the show and get $10 off your 1 st month of Nutrafol. Head to https://www.nutrafol.com  & use code FEATHERGet up to 80% off this Way Day, with fast & free shipping on everything @ http://Wayfair.com