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

Page: https://stenobird.com/podcast/the-jtrain-podcast-431210/going-on-a-date-with-an-old-hookup-how-do-i-make-it-real-this-time-monday-mailbag
Text version: https://stenobird.com/podcast/the-jtrain-podcast-431210/going-on-a-date-with-an-old-hookup-how-do-i-make-it-real-this-time-monday-mailbag.md
Podcast: [The JTrain Podcast](https://stenobird.com/podcast/the-jtrain-podcast-431210)
Published: 2026-04-20T04:00:00+00:00
Episode link: https://pscrb.fm/rss/p/dts.podtrac.com/redirect.mp3/clrtpod.com/m/mgln.ai/e/354/rss.art19.com/episodes/1288f0fd-2baa-4b2a-9267-06700958cf7e.mp3?rss_browser=BAhJIg90cmFuc2NyaWJyBjoGRVQ%3D--952c5701c84ad333c69d5faa668f8177091704f0
Audio file: https://pscrb.fm/rss/p/dts.podtrac.com/redirect.mp3/clrtpod.com/m/mgln.ai/e/354/rss.art19.com/episodes/1288f0fd-2baa-4b2a-9267-06700958cf7e.mp3?rss_browser=BAhJIg90cmFuc2NyaWJyBjoGRVQ%3D--952c5701c84ad333c69d5faa668f8177091704f0
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Duration seconds: 2562

## Resource

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 https://www.nutrafol.com   & use code FEATHER Get up to 80% off this Way Day, with fast & free shipping on everything @ http://Wayfair.com

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## Transcript

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