Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, and now we’re trying to get her to say “Yes” to a Second Date!
Brooke and Jeffrey
10,696 clip(s)
FULL SHOW: Couch Crush Date, Ultimate Cat Lady Message + Missed Connections (12/29/25)
Win Brooke's Bucks (12/29/25)
Missed Connections (12/29/25)