Brooke and Jeffrey: Second Date Update
Episodes
Second Date Update: Kiss GPT
Brooke and Jeffrey check in with listener Aaron about his second date with Carrie, which went sour after he revealed he flirts with his AI, named Pudge Muffin, to get better results.
FULL SHOW: Jeff’s Spider-Man Song, Park Mugging Date + Craziest Pet Owner Demands (7/31/26)
Brooke and Jeffrey discuss studio mishaps, play a Jeopardy-style song game, and share bizarre news stories.
Second Date Update Classics: Soulmate Psychic + Can I Cut In Lime
Second Date Update: My Type of Weird
Brooke and Jeffrey interview Chris, who met Teresa on the meme-based dating app Schmooze.
Second Date Update UPDATE: Does This Smell Like Ur Mom?
Brooke and Jeffrey check in with Denise and Caleb, who met when she worked at a perfume counter.
Second Date Update: Mom Blocked
Awkward Tuesday: Date My Ex PLEASE
Brooke and Jeffrey promote a new YouTube video where Brooke breaks up with a flirtatious listener.
Second Date Update: Nanny No No
Brooke and Jeffrey discuss listener Katrina’s disastrous first date with Raymond, which she claims was ruined by a phone call.