The Viall Files

E1038 Ask Nick - My BFF Is Pregnant With My Ex

Nov 24, 2025
This time, Kate seeks advice on how to push her boyfriend to propose after seven long years together, while discussing how career fears can impact relationship timelines. Then, Melanie wrestles with feelings of betrayal as her best friend gets pregnant by her ex-hookup. Lastly, Lindsay wonders if a bad kiss is a deal breaker, prompting a lively debate on communication and chemistry in relationships. The show offers insights on commitment, boundaries, and navigating the awkwardness of romance.
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ADVICE

Turn 'When Will You Propose?' Into Goal Talks

  • Have structured conversations about individual goals and how you'll support each other.
  • Ask what he wants, how you can help, and set shared couple goals rather than pressuring a proposal.
ADVICE

Call Out Timeline Vagueness

  • If a partner says they'll be ready 'in two or three years,' probe whether that's a plan or avoidance.
  • Demand concrete actions and timelines rather than vague promises.
ANECDOTE

Friend Pregnant By Your Former Hookup

  • Melanie described discovering her best friend got pregnant by a man Melanie had hooked up with.
  • Nick advised prioritizing her current family and having a supportive conversation with the friend.
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