What separates a request from an ultimatum — and why does it matter so much in relationships? Explore how boundaries, communication, and vulnerability shape deeper connections in dating and partnerships. Shane Hewitt and Jen Kirsch examine how adaptability can sometimes backfire, why expectations can lead to disappointment, and the surprising role of keepsakes in love. Learn how to see relationships as a dance rather than a battle, discover the hidden cost of ultimatums, and understand why authenticity is the foundation of lasting connection.

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Originally aired on2025-09-16