Awkward Tuesday: Fantasy Fail
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 omnystu...
17 Mar 18min
Phone Tap: A.I. Says STFU
Bot Week rolls on! 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/li...
17 Mar 5min
Masked Speaker: The Ginger Bloodline
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 ...
17 Mar 6min
Shock Collar Question of the Day (3/17/26)
It's a St. Paddy's Day edition of Plenty O' Twenty! See omnystudio.com/listener for privacy information.
17 Mar 8min
FULL SHOW: Stranger Hijacks Date, Getting Burrito’d Loser Line + AI Karen Prank (3/16/26)
FULL SHOW: Monday, March 16th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information...
16 Mar 1h 5min
Win Brooke's Bucks (3/16/26)
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...
16 Mar 5min
Missed Connections (3/16/26)
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 p...
16 Mar 6min
Second Date Update: Ghost Date Hijack
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/...
16 Mar 19min
