Second Date Update UPDATE: Jolly Old Mess

FULL SHOW: Tuesday, August 25th, 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 the type of show that will do whatever it takes for our listeners. Even if it means putting on awful British accents. We did it for a couple and today they are back for a Second Date Update UPDATE!See omnystudio.com/listener for privacy information. 

A little while ago Abraham and Charlotte were on our show to talk about one of the most EMBARRASSING (but hilarious) first dates ever and now that story has a Chapter 2 because they are back with updates!

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Get your 2nd Date Update Merch For A Cause HERE! Not everyone is wired to be ultra-romantic… that was an issue for one of our listeners months ago when they were on our show. Today he’s back and we’ll see if anything has changed since then in a Second Date Update UPDATE!  See omn ...  Show more

The couple on the phone today had one of the most hilarious miscommunications for a date night EVER! It’s led them here to our show for a Second Date Update!See omnystudio.com/listener for privacy information.