Second Date Update: The Long Game

FULL SHOW: Monday, June 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube InstagramTikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!See omnystudio.com/listener for privacy information. 

The woman in today’s Second Date was in shock once she ended up back at a guy’s place. There was no question she wants to see him again, but the real question is why doesn’t he want to see her?See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO MUCH, and now wants our help to reconnect with the woman he might have scared away!See omnystudio.com/listener for privacy information. 

The guy in today’s Second Date was brave enough to ask out a customer service agent while she was working! It ended up being a great time, but why isn’t she calling back? Find out in a brand new Second Date podcast!See omnystudio.com/listener for privacy information. 

A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your new Second Date podcast!See omnystudio.com/listener for privacy information.