Brooke and Jeffrey

Today's Masked Speaker says he found a VERY CREATIVE & SNEAKY WAY of flirting with the moms of kids in his class when he was a teacher decades ago... He'd never get away with it now but he'll tell us how it did work! See omnystudio.com/listener for privacy information.

Can you tell which Mall Stores are still around and which ones have closed forever? See omnystudio.com/listener for privacy information.

FULL SHOW: Wednesday, June 3rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See 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’ve heard some strange dealbreakers before on this show, but NOTHING has us as confused as the dealbreaker Kai had for Amy in today’s Second Date Update! See omnystudio.com/listener for privacy information.

Today’s Phone Tap victim just had a HUGE tech upgrade at his office so today Jose's calling as IT to let him know he's been paying VERY close attention to his computer activity, and he’s gonna have to answer for his behavior! See omnystudio.com/listener for privacy information.

Cheaters have gotten away with things for too long! In BUSTED, you tell us the ways you've caught someone cheating and then we can laugh through the pain together! See omnystudio.com/listener for privacy information.

Weird news stories from around the world… with a healthy dose of lasers added in. Does it make sense? Not really, but it doesn’t have to… it’s Laser Stories! See omnystudio.com/listener for privacy information.

Brooke's dad got the whole town on red alert, Jose unearthed a traumatic childhood memory, Alexis is preparing for the onslaught of "Dirty 30s" and Jeff tried to take "Bagel" golfing to mixed results! It's time to go around the room and share What's On Our Minds! See omnystudio.com/listener for privacy information.

It's a LARGE & IN CHARGE edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Tuesday, June 2nd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See 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.

Our listener, Juliana, let something slip at the WRONG moment and now she wants our help getting her situationship back on track! We’ll do our best in the Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

In your Phone Tap, we’re pranking a woman who just wants to add her mom to her cell phone plan. Should be simple enough, but on this show NOTHING is as simple as it seems! See omnystudio.com/listener for privacy information.

Today's Masked Speaker is an AirBnb host, and she says she got a VERY strange guest request and she still WISHES she never granted it because it has haunted her for two years... See omnystudio.com/listener for privacy information.

It's a Fearsome First Ladies edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Monday, June 1st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See 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've got a list of the STRANGEST THINGS students have ever been gifted for graduation! See omnystudio.com/listener for privacy information.

Blake didn’t spend ANY money on his date with Ashley, in fact, he actually MADE money in a way that’s 100% legal. You’ll hear how in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

In your Phone Tap, we’re stirring up some office drama thanks to a gullible guy named “Doug” and our state of the art "AI" Pranking software! See omnystudio.com/listener for privacy information.

Don't give that creep at the bar your number! Slip him the Loser Line number instead and we'll play his awful voicemail on the air! See omnystudio.com/listener for privacy information.

Weird news stories from around the world… with a healthy dose of lasers added in. Does it make sense? Not really, but it doesn’t have to… it’s Laser Stories! See omnystudio.com/listener for privacy information.

We're bringing back Boys vs Girls $100k Pyramid for the Shock Collar Question of the Day! See omnystudio.com/listener for privacy information.

Part 1  One of our listeners realized she’s been approaching dating apps the wrong way… and one piece of advice completed shifted her romantic life. Part 2 The kiss that happened at the end of our listener's date was either the cutest, most spontaneous thing ever, or the cringiest, most awkward interaction of all time. Decide for yourself after the Second Date Update! See omnystu...