Second Date Update: 3rd Times A Yawn

FULL SHOW: Tuesday, September 15th, 2026 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. 

We're bringing it back... simply guess the song and artist from a sample played backwards and you get a point! Most points at the end wins!See omnystudio.com/listener for privacy information. 

The guy on the phone today told us he’s fed up with being friend-zoned, and he wants to get ahead of things with a bizarre new plan we’ve never tried before! Catch what it is in a new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener ... Show More

The guy on the phone for today’s Second Date Update says we need to get him ANSWERS, not just for his sanity, but for his FRIEND GROUP, who played a strange role in his date… Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

The most annoying part of dating apps is all the wasted energy you put in, only to never actually meet up in person… But our listener on the phone says he has a method to eliminate that headache!See omnystudio.com/listener for privacy information. 

One of our listeners says HIS DATE asked him to do something UNUSUAL shortly after they sat down, and he thinks its part of why he’s not getting a call back. Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information. 

One man was stuck in the friend zone for 20 YEARS until he got a call that changed his life...You’re gonna hear what he did on the date he waited two decades for in a brand new Second Date Update!See omnystudio.com/listener for privacy information. 

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!See omnystudio.com/listener for privacy information. 

The guy on the phone today ended up SCREAMING on his date, but not for any of the good reasons you’d expect. Find out why in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 

One of our listeners swears he has a VERY good reason that’s totally “not sketch at all” for wanting to make sure his date location was EXTRA PRIVATE… We’re gonna hear him out in a brand new Second Date Update!See omnystudio.com/listener for privacy information. 

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information. 

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.