Second Date Update: Beauty and the Meh

FULL SHOW: Tuesday, September 1st, 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. 

The guy on the phone today managed to pull a woman out of his league, and it's all thanks to ONE move he pulled at the very end of the date...Hear for yourself in a brand new Second Date Update.  

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Part 1 The guy in today’s Second Date Update tried a pickup line that was cringey, not just on one level… but on MULTIPLE LEVELS and he quickly realized he needed our help. Part 2 One of our listeners found themselves in the middle of an epic house party and he thinks he found a ...  Show more

Get your 2nd Date Update Merch For A Cause HERE! The guy in today’s Second Date Update has been on the show before, but today he gets the special opportunity for a First Date REDATE!See omnystudio.com/listener for privacy information. 

A potential future celebrity reached out asking for our help in the love department! We’ll find out who they are and what happened during their night out, in today's Second Date Update!See omnystudio.com/listener for privacy information.