Awkward Tuesday: 40th Birthday Blunder

FULL SHOW: Tuesday, July 7th, 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. 

Today’s Phone Tap victim has no trouble with the ladies, but today Jeff's calling as the brother of one of his flings to let him know he might have messed up ditching his sister!See omnystudio.com/listener for privacy information. 

One of our listeners was DITCHED on a date in a BRAZEN way and so today we’re on the hunt for ANSWERS in your Second Date Update podcast! Get your 2nd Date Update Merch For A Cause HERE!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. 

We needed the listener on the phone today to be 100% HONEST about what happened with his date, and that proved to be harder than we realized…See omnystudio.com/listener for privacy information. 

Little mistakes are okay on a first date, but today's Second Date had one BIG mistake and we're hoping it didn't happen on purpose...See omnystudio.com/listener for privacy information. 

One of our listener’s first kiss happened but her second date never did! So we’re gonna do everything in our power to get to the bottom of it in a brand new Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!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. 

<p>A listener from one of the most popular Second Date Updates of last year is BACK&hellip; the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We&rsquo;re gonna try to find out why in the podcast!</p> <p>Get your 2nd Date Update Merch For A Cause ... Show More

Get your 2nd Date Update Merch For A Cause HERE! One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put down the menu. We’ll talk to him and see if it derailed his chances in your Second Date Update!See omnystudio.com/listener for privac ... Show More

One of our listeners THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down. Hear what it was coming up in a new Second Date Update!See omnystudio.com/listener for privacy information. 

After we totally botched a Second Date for a guy a few months ago, he’s back and at this point we’re not sure if he’s trolling us or just likes the punishment. We can't let him down this time!See omnystudio.com/listener for privacy information.