Brooke and Jeffrey

Today's Masked Speaker got into an argument when he was 11 years old that led him to seek the pettiest type of revenge. Unfortunately it turned into a GIANT DEBACLE that he's kept under wraps for almost 30 years... See omnystudio.com/listener for privacy information.

We’re going trick-or-treating thru the decades during a “Ghosts of Costumes Past“ edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Wednesday, September 30th, 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.

Vince is on the phone for a Second Date Update and he says the intimate parts of his relationship with Jamie are great but he want’s our help getting MORE SERIOUS that he’s ever been before! See omnystudio.com/listener for privacy information.

In your Phone Tap we call an office manager looking to get their elevator inspected and let him know the task is as good as complete, as soon as he picks out an elevator VOICE! 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 wondering where all her hobbies went, Jose accidentally went full slob at the store, Alexis found a new dentist SHE LOVES but can't ever see again, and Jeff has gone overboard with food deliveries. 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 Ctrl + Alt + Deceased edition of Plenty of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Tuesday, September 29th, 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.

Last week we promised a guy that we’d help him come clean about losing his job and lying about it to his fiancé… but he snuck in another bombshell we didn’t see coming! Hear what it was during your Awkward Tuesday Phone Call podcast! See omnystudio.com/listener for privacy information.

Are you sick of automated AI customer service like we are? In today’s Phone Tap, we’re calling customer service and demanding a human to speak to, even if we’re already speaking to one!  See omnystudio.com/listener for privacy information.

Today's Masked Speaker was the last line of defense at work when EVERYBODY called out sick one day. It led to a bunch of angry parents, finger pointing and a bucket of "I'm Sorry" popcorn and STILL the truth hasn't come out about what really happened! See omnystudio.com/listener for privacy information.

It's a Colonial Caffeination edition of Plenty Of Twenty! See omnystudio.com/listener for privacy information.

FULL SHOW: Monday, September 28th, 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.

The guy on the phone for today’s Second Date Update isn’t getting a call back, and it’s probably because the woman he’s interested in was on a DATE with ANOTHER MAN! He swears he can explain in the podcast! See omnystudio.com/listener for privacy information.

In today’s Phone Tap we’re calling up a senior citizen and letting them know a small change is happening to their daily routine. Old people LOVE when you mess with their routines right?  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.

Can you name the top 20 things neighbors do that drive you CRAZY? See omnystudio.com/listener for privacy information.

Part 1 The guy on the phone today decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast! Part 2 The guy in today’s Second Date clearly got his idea for a date from listening to our show, and we might owe him an apology, or at least some help trying to get another one!  See omnystudio.com/listener for privacy information.