Brooke and Jeffrey

Part 1 How can you parlay one night of fun with a person you met at the club into something more meaningful? We're going to help one of our listeners try to do exactly that. Part 2 One of our listeners got their 15 seconds of fame DURING A DATE and it included tv cameras recording EVERYTHING he said… See omnystudio.com/listener for privacy information.

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, March 20th, 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.

James came on our show a few months ago and actually USED his previous experience to change for the better?? Hear how he’s worked to become a better DATER in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

We've reached our grand finale of BOT WEEK! Today, Jose calls a guy who is already frustrated with an airline for losing his luggage, but not to worry: we have an AI assistant to make sure no funny business happens on this call!  See omnystudio.com/listener for privacy information.

A survey found the most RIDICULOUS excuses people have ever told the cops after being pulled over...And you definitely should NOT try any of these yourself… 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? No not really, but it doesn’t HAVE TO… it’s “Laser Stories”! See omnystudio.com/listener for privacy information.

We're playing "COASTER or HOAX-STER" in the Shock Collar Question of the day! See omnystudio.com/listener for privacy information.

FULL SHOW: Thursday, March 19th, 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.

A reporter is going viral for what was behind her in the LIVE SHOT...Plus, a 92-year-old man set a new world record... and if I gave you a million guesses you’d never come up with what he’s achieved. Hear it all in a brand new TikTok Click Shock! See omnystudio.com/listener for privacy information.

After “Brooke Breaks You Up” was such a controversial, but rousing success, we’re trying a NEW segment for the first time ever today..... See omnystudio.com/listener for privacy information.

Bot week continues! In your Phone Tap, we call a car mechanic and our challenge is to get him to stay on the phone as long as possible as we “argue” with our futuristic new AI Girlfriend! See omnystudio.com/listener for privacy information.

Today's Masked Speaker figured out a simple hack that helps her AVOID dealing with annoying people in public... and all it took was ONE TRIP to Kinko's to give her total peace of mind when she leaves the house.. See omnystudio.com/listener for privacy information.

March Madness is here! In honor of it, we're doing a Bracket of Bad Decisions edition of Plenty of Twenty!     See omnystudio.com/listener for privacy information.

FULL SHOW: Wednesday, March 18th, 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.

One of our listeners REGRETS being honest about his favorite hobby… he knows it can be a red flag for some women and he’s hoping we can help smooth it over in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

We hope you’ve been enjoying BOT WEEK! And the AI Phone Taps aren’t stopping, today we’re conducting a job interview with an old-school type of guy who is struggling with how FUTURISTIC the onboarding process can be with a new job!  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? No not really, but it doesn’t HAVE TO… it’s “Laser Stories”! See omnystudio.com/listener for privacy information.

Brooke finds herself in a SNACK WAR, Jose had a run-in with a HUGE fan that didn't go how he expected, Alexis has a new FOOL-PROOF pick-up line, and Jeffrey has a problem with his car's horn. 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 WALK OF FAME or WALK OF SHAME edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Tuesday, March 17th, 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.

A survey asked wedding guests to share the cringiest wedding moment they've witnessed...That had everyone questioning whether the bride and groom would last... and we're going over the best responses! See omnystudio.com/listener for privacy information.

One of our listeners managed to ruin a LONG TIME friendship with ONE single sentence… He’s ready to risk anything to take it back so we’re setting him up with an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

Today’s Phone Tap victim just wants to know when he can pick up his order, but thanks to Artificial Intelligence, that has literally never been more impossible! See omnystudio.com/listener for privacy information.

One of our listeners says it's hard to forgive his older brother for a childhood prank that went too far... Because it had him believing something INSANE about every redheaded person he saw... and he believed it for THREE FULL YEARS. See omnystudio.com/listener for privacy information.

It's a St. Paddy's Day edition of Plenty O' Twenty!  See omnystudio.com/listener for privacy information.

FULL SHOW: Monday, March 16th, 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 says his date got totally derailed by an anonymous stranger and if he doesn’t find out WHO the veiled figure is, he may never get another shot to take Mysty to dinner!  See omnystudio.com/listener for privacy information.

All this week we’re celebrating “BOT WEEK” with some of our favorite AI-voice generated Phone Taps! In today’s call, Brooke lets her AI agent do all the “karen” complaining for her! 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? No not really, but it doesn’t HAVE TO… it’s “Laser Stories”! See omnystudio.com/listener for privacy information.

It's a BILLIONAIRE BLITZ edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

Part 1 The guy on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly realize she was relationship material! Part 2 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.  See omnystudio.com/listener for privacy information.

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, March 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.

One of our listeners ended up in the bathroom alongside her date and NOT in a good way… You’ll hear why she had no choice but to bring him with her in a Second Date Update! See omnystudio.com/listener for privacy information.

In your Phone Tap, we call a guy and tell him what he thought was an innocent exchange with a sidewalk “side spinner” actually might have put him in mortal danger… See omnystudio.com/listener for privacy information.

Every song in today's Riffin' Around has to do with superstitions, bad luck or Friday the 13th! 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? No not really, but it doesn’t HAVE TO… it’s “Laser Stories”! See omnystudio.com/listener for privacy information.

How many Coca-Cola slogans can you name? See omnystudio.com/listener for privacy information.

FULL SHOW: Thursday, March 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.