Second Date Update Classic: Mistah Secure

Second Date Update Classic: Mistah Secure

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FULL SHOW: Dear Diary Date, Brother Got the Loser Line + Small Town Weirdos (3/23/26)

FULL SHOW: Monday, March 23rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 

Win Brooke's Bucks (3/23/26)

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/listener for privacy information. 

Recommended Episodes

Second Date Update Classic: Mistah Secure
Brooke and Jeffrey: Second Date Update

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

Second Date Update: How Dare You Say I'm Sorry
Brooke and Jeffrey: Second Date Update

You won’t believe how the guy in today’s Second Date managed to score a date with a Perfect 10! He got the first date, but now he needs our help trying to wrangle another…See omnystudio.com/listener for privacy information. 

Second Date Update: Finding Nemo, Losing Date (#10)
Brooke and Jeffrey: Second Date Update

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO MUCH, and now wants our help to reconnect with the woman he might have scared away!See omnystudio.com/listener for privacy information. 

Second Date Update Classics: Locked Up In Love + Rent a Car Romance
Brooke and Jeffrey: Second Date Update

Part 1When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Part 2The guy in today’s Second Date Update was brave enough to ask out a CUSTOMER from his JOB! It ended up being a great time, but w ...  Show more