Why You Keep Dating the Same Person episode artwork

EPISODE · Jun 16, 2026 · 27 MIN

Why You Keep Dating the Same Person

from The Realistic Romantic

How long should you wait before dating again after a breakup?In this episode of The Realistic Romantic, Drew explores one of the biggest mistakes people make after heartbreak: confusing moving on with moving over.From rebound relationships and situationships to dating apps and divorce, Drew breaks down why so many people jump into something new before they've had a chance to process what they lost and who they've become.Along the way, he unpacks what Dua Lipa and Callum Turner's book-inspired love story reveals about modern dating, examines Jessi Draper's relationship timeline, and introduces his personal framework for breakup recovery:The One Week Per One Month Rule.You'll learn why breakups disrupt your identity, how reflection helps emotional recovery, and why dating from curiosity creates better outcomes than dating for validation.If you've ever wondered when you're truly ready to date again, this episode is for you.In This Episode:How long to wait before dating after a breakupThe difference between moving on and moving overWhy rebound relationships often failThe psychology of breakup recoveryHow breakups affect identity and self-worthDrew's One Week Per One Month RuleHow to rebuild yourself after heartbreakDating from curiosity instead of compensationDear DrewThis week's question:How do you tell the difference between someone who's good on paper and someone who's actually good in person?Sources & ReferencesDua Lipa & Callum Turner: https://www.eonline.com/news/1432711/dua-lipa-callum-turners-wedding-book-tribute-to-how-they-metJessi Draper & Marciano Brunette: https://people.com/jessi-draper-clarifies-her-relationship-status-with-marciano-brunette-exclusive-11983622Who Am I Without You? (Slaughter, Gardner & Finkel): https://journals.sagepub.com/doi/10.1177/0146167209352250Emotional Recovery Following Romantic Relationship Dissolution (Larson & Sbarra): https://elifinkel.com/s/Larson_Sbarra_SPPS-2015.pdfFacing a Breakup: Self-Concept Recovery and Well-Being: https://openurl.ebsco.com/fulltext/gcd%3A79650636Connect With Drew📧 Email: [email protected]📸 Instagram: https://www.instagram.com/therealisticromantic🎵 TikTok: https://www.tiktok.com/@therealisticromantic▶️ YouTube: https://www.youtube.com/@therealisticromanticIf you enjoyed this episode, follow, subscribe, and share it with a fellow Realistic Romantic.Date without delusion.

Episode metadata supplied by the publisher feed · Published Jun 16, 2026

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Why You Keep Dating the Same Person

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This episode was published on June 16, 2026.

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How long should you wait before dating again after a breakup?In this episode of The Realistic Romantic, Drew explores one of the biggest mistakes people make after heartbreak: confusing moving on with moving over.From rebound relationships and...

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