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Second Date Update – “Obsessed with the Ex?”

CALLER BACKGROUND: SHANNON’S SIDE

  • Shannon confident the date went well.
  • No kissing or overt romantic moments, but the vibe felt good.
  • Craig said, “Hit me up” at the end — Shannon took that as an invitation.
  • She didn’t want to seem desperate, so she turned to the show for help.

REACHING OUT TO CRAIG

  • Kevin calls Craig, who agrees to talk (a little reluctantly).
  • Hosts explain the segment and Shannon’s perspective.
  • Craig shares he’s not interested in a second date — “not a fit.”
  • Hosts probe: “What happened?”

CRAIG’S REASON: RED FLAGS

  • Craig says Shannon was fixated on his ex.
  • Asked many questions: Who she was, what she looked like, why they broke up, did he cheat, etc.
  • Felt like it lasted 15+ minutes.
  • He wants to focus on the present, not dwell in the past.
  • Said it gave him “a weird vibe.”

THE CONFRONTATION: SHANNON JOINS THE CALL

  • Shannon joins the line — surprised and confused.
  • She argues that asking about an ex is normal for getting to know someone.
  • Defends her questions as trying to understand Craig’s background.
  • Craig stands firm — felt like interrogation, not conversation.
  • Shannon insists it wasn’t “trauma dumping,” just curiosity.

DEBATE: WHO’S IN THE RIGHT?

  • Craig thinks it was obsessive; Shannon thinks it was reasonable.
  • Shannon accuses Craig of avoiding the topic because he might still have feelings for his ex.
  • Craig disagrees — he just wanted to move forward, not backward.
  • Hosts question both sides: Is it okay to ask about exes on a first date?

CLOSURE

  • Hosts ask Craig if he’d consider another date if the ex talk was off the table.
  • Craig declines: “Cat’s out of the bag. It already happened.”
  • Shannon disappointed but thanks the hosts.
  • Both wish each other well.

HOSTS RECAP + COMMENTARY

  • Hosts reflect on:
  • The fine line between curiosity and interrogation.
  • Whether it’s appropriate to dig into someone’s past on a first date.
  • Importance of reading social cues and knowing when to move on.
  • Some empathy for both sides: curiosity is human, but timing matters.

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