Second Date Update: Simone and Jack (High School Holiday Hangout) sarahmac | December 23, 2025 | Brooke & Jeffrey Second Date Update Dec 23, 2025 Photo: Getty Images One of our listeners thought inviting a guy over might save her from spending time with her parents while home for the holidays… but you need to hear how badly it backfired in your Second Date Update! Previous Next
Photo: Getty Images One of our listeners thought inviting a guy over might save her from spending time with her parents while home for the holidays… but you need to hear how badly it backfired in your Second Date Update!
