Brooke and Jeffrey

FULL SHOW: Wednesday, October 14th, 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.

What’s the most embarrassing thing your date could catch you doing? David got caught at a bad time RIGHT as his date was meeting up with him and it happened AGAIN later on. We’ll help him try to recover in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

In your Phone Tap, Brooke calls a nail salon and tries to get under the skin of the receptionist in the nicest, most oblivious and hilarious ways possible!  See omnystudio.com/listener for privacy information.

Tinder is fun, but the dates don’t always work out and can sometimes be really… really bad. Two of our listeners battle HEAD-to-HEAD to see who has the most tragic dating life in our segment, Battle of the Tinder Dates! 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 is shocked by Jeffrey's recent behavior, Jose's timely joke sent a delivery person running, Alexis got stuck in an elevator, and Jeffrey has a BIG surprise for Brooke! It's time to go around the room and share What's On Our Minds! See omnystudio.com/listener for privacy information.

We're celebrating the 100th anniversary of Winnie The Pooh with a “Pooh’s Your Daddy?” edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Tuesday, October 13th, 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.

Meeting your girlfriend’s parents can be stressful! It happened to Simon over a month ago, so why NOW does he need our help “fixing” what he says went wrong? Find out in a new Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

Have you ever been in a fantasy league where you don’t quite know EVERYBODY in the group? That happened to today’s Phone Tap victim, who is joining a football league with a new group and he’s never met the commissioner until we call him! See omnystudio.com/listener for privacy information.

Today's Masked Speaker says he’ll never forget the night he picked up the sexiest woman he’s ever met... But he's never been able to tell anyone about it, not even his best friend who was at the bar with him.... And there’s a VERY good reason he’s kept this secret all this time... See omnystudio.com/listener for privacy information.

It's a "Jerry-Rigged” edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Monday, October 12th, 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.

In today’s Second Date Update we found ourselves in the middle of a problem that is WAY out of our price range, even Brooke’s!  See omnystudio.com/listener for privacy information.

In your Phone Tap, we call a woman who enrolled her son in the Big Brother program, and we’ve got the perfect big brother for him: ex-special ops soldier, CLOVER!  See omnystudio.com/listener for privacy information.

Don't give that creep at the bar your number! Slip 'em the Loser Line number instead and we'll play their 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 playing "Tourist Trap or FULL OF CRAP!" See omnystudio.com/listener for privacy information.

Part 1 5 minutes into his date with Delilah, Jack realized he forgot something MAJORLY important. Hear what slipped his mind and how we’re helping him gain back ground! Part 2 The listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER that he’s been rejected by a woman!  See omnystudio.com/listener for privacy informat...

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, October 9th, 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.