Second Date Update: The Long Game

Part 1 The woman in today’s Second Date has to defend her one weird habit that she swears is NATURAL, but it left all of us shocked. Part 2 One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all about this bold new strategy in your Second ... Show More

FULL SHOW: Friday, August 22nd, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok 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. 

One of our listeners invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL trying to process. Hear what she went through in a new Second Date Update!See omnystudio.com/listener for privacy information. 

You won’t believe how the guy in today’s Second Date managed to score a date with a Perfect 10! He got the first date, but now he needs our help trying to wrangle another…See omnystudio.com/listener for privacy information. 

Part 1 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 Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all ou ... Show More

The guy in today’s Second Date tried to come up with a cool date idea, and he did. But once they were there he had to CONSTANTLY say “NO” to his date. Can we help get a “yes” back from her?See omnystudio.com/listener for privacy information. 

Part 1When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Part 2The guy in today’s Second Date Update was brave enough to ask out a CUSTOMER from his JOB! It ended up being a great time, but w ... Show More

The woman in today’s Second Date Update is trying online dating for the first time after leaving a long term relationship. Her first try went so well she’s reaching out to us for help!See omnystudio.com/listener for privacy information.