Awkward Tuesday: Mommy Matchmaker

Awkward Tuesday: Mommy Matchmaker

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Second Date Update: Dr. Deb & Yoga Boy

According to her email, one of our listeners NEVER gets ghosted. She never really goes on dates either, but she did this time and one dude isn’t calling her back so we’re gonna help try and find out why in your Second Date Update! Get your 2nd Date Update Merch For A Cause HERE!S ...  Show more

FULL SHOW: Jeff’s Starbucks Parody, Missed Kiss Date + Holy Meal Train Prank (11/6/26)

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, November 6th, 2026 Get your 2nd Date Update Merch For A Cause HERE! Curious if we l ...  Show more

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Second Date Update: Trust Fails
Brooke and Jeffrey

How long should a first date last? The couple in today’s Second Date Update had their date last much, much longer than either one of them either expected.See omnystudio.com/listener for privacy information. 

Second Date Update Classic: Pan-bandoned
Brooke and Jeffrey

The couple in today’s Second Date went on a date to the fair and they left with a big mystery afoot… We’ll help them sort it out and solve their problem in the podcast!See omnystudio.com/listener for privacy information. 

Second Date Update Classics: It's A Costume Dummy + Blackout Drunk Shuttlecock
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Part 1 The guy in today’s Second Date Update tried a pickup line that was cringey, not just on one level… but on MULTIPLE LEVELS and he quickly realized he needed our help. Part 2 One of our listeners found themselves in the middle of an epic house party and he thinks he found a ...  Show more