FULL SHOW: Caught Her Cheating Awkward Call, Wild Wingman Confession + Beat Brooke (9/1/26)
FULL SHOW: Tuesday, September 1st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy inform...
1 Syys 54min
Win Brooke's Bucks (9/1/26)
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...
1 Syys 5min
Awkward Tuesday: Accidentally Phone Snooped
One of our listeners was alone and had the urge to open his significant other’s computer, and what happened next lead to possible the most shocking Awkward Tuesday Phone Call of the year!See omnystudi...
1 Syys 18min
Masked Speaker: Wild Wingman
One of our listeners has held a secret since he was 17 years old. He helped his buddy FINALLY hook up with his long-time crush, but it came at a humiliating sacrifice!See omnystudio.com/listener for p...
1 Syys 6min
Shock Collar Question of the Day (9/1/26)
It's a "Clown Around & Find Out" edition of Plenty of Twenty!See omnystudio.com/listener for privacy information.
1 Syys 8min
FULL SHOW: Pay the Fee Date, Worst Groom Ever Loser Line + Missed Connections (8/31/26)
FULL SHOW: Monday, August 31st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy informatio...
31 Elo 1h 3min
Win Brooke's Bucks (8/31/26)
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...
31 Elo 5min
