Brooke and Jeffrey

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.

One of our listeners found out what his girlfriend has been SECRETLY planning to give him for his birthday and he says he needs to STOP her IMMEDIATELY. Hear why in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners asked up to set up her FUTURE daughter-in law right before her wedding. Now there’s a few EXTRA activities on her upcoming honeymoon that she wasn’t exactly EXPECTING… See omnystudio.com/listener for privacy information.

Today's Masked Speaker has felt guilty for YEARS because he ruined something amazing for a buddy, and his friend has NO IDEA it was his fault... See omnystudio.com/listener for privacy information.

It's a "Born This May” edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Monday, May 11th, 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 scoured the back pages of Craigslist to find the best (or is it worst?) entries from their Missed Connections section! Whether you're a hopeless romantic or just plain hopeless, this might be the place for you! See omnystudio.com/listener for privacy information.

Our listener on the phone thinks that the reason he's not getting a call back is because of an argument he got into with a cashier during their date. He says it’s totally justified but he wants our assistance explaining! We'll do just that in the Second Date Update Podcast! See omnystudio.com/listener for privacy information.

In your Phone Tap, we call a guy who is away on business and has a history of missing flights if he doesn’t have a wake up call. That’s not gonna be an issue today when we call with the Wake Up Call of all Wake Up Calls! 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.

It's a “Meal Team Six“ edition of Plenty Of Twenty! See omnystudio.com/listener for privacy information.

Part 1 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! Part 2 We promise you that you’ve never heard of anything like the move a guy pulled to ask out our listener outside a coffee shop. See omnystudio.com/listene...

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis! See omnystudio.com/listener for privacy information.

FULL SHOW: Friday, May 8th, 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.

Dennis wrote a SONG for Taylor after their night out and he’s not getting a call back. In exchange for our help with a Second Date Update he’s gonna let us PLAY IT on air too! See omnystudio.com/listener for privacy information.

In your Phone Tap we call a woman who works part time at a senior home, and for all her hard work, she’s getting a commendation from our resident senior Alan Winterbottom! See omnystudio.com/listener for privacy information.

A clip is going viral of a wild KAREN losing control at a gas station, and we have the audio… Plus, maybe America’s #1 comfort meal that millions buy at the grocery store has been put into question after what one woman saw on the instruction list… Hear it all in a brand new TikTok Click Shock! 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 talking Sitcom Moms in today's Shock Collar Question of the Day! See omnystudio.com/listener for privacy information.

FULL SHOW: Thursday, May 7th, 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 sent Jose into to the bars full of amateur drinkers and over sized sombreros to ask" whatcha doin' on Cinco De Mayo?" See omnystudio.com/listener for privacy information.