Second Date Update: Jack and Delilah (Hotel Bar Rendezvous) sarahmac | September 19, 2025 | Brooke & Jeffrey Second Date Update Sep 19, 2025 Photo: Alistair Berg / DigitalVision / Getty Images 5 minutes into his date with Delilah, Jack realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground in a new Second Date Update podcast! Previous
Photo: Alistair Berg / DigitalVision / Getty Images 5 minutes into his date with Delilah, Jack realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground in a new Second Date Update podcast!
