Brooke and Jeffrey: Second Date Update Brooke and Jeffrey: Second Date Update

Awkward Tuesday: Flowers For Who?

Aug 25, 2026 · 18m

Summary

Brooke and Jeffrey help listener Charlie, who accidentally sent romantic roses to his ex instead of a new date. When the ex, Kendra, calls expecting reconciliation, Charlie lies about moving to Ecuador to avoid her. The hosts join the call, escalating the awkwardness as they support his fabricated story. The segment highlights the chaotic consequences of Charlie’s attempt to gently reject his ex.

Topics discussed

Sponsors: Discover, Grainger, Vital Proteins, Ally, EpGliss Intro: Awkward Tuesday Phone Call segment Charlie's story: Great date and accidental flowers The mistake: Ex receives romantic bouquet Advice: How to tell the ex the truth The call: Charlie lies about moving to Ecuador The reveal: Radio hosts interrupt the breakup Outro and Sponsors: Total Wine, Botox, Resorts World
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