logo
episode-header-image
Mar 2025
18m 37s

Awkward Tuesday: Worst Best Man

iHeartPodcasts
About this episode

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey',  that may have even more drama than a Second Date Update. Let us know what you think! 

One of our listeners wants to STOP her future husband’s best man from giving a speech at their wedding. Not only would is ruin the wedding but it would reveal a secret she’s been hiding for 10 years!

See omnystudio.com/listener for privacy information.

Up next
Yesterday
Awkward Tuesday: 40th Birthday Blunder
The woman we call in today’s Awkward Tuesday Phone Call might be the most brutal, ruthless, and vile person we’ve ever had on the show. She’s the sister of one of our listeners and we can’t believe what happened when he called to apologize to her!See omnystudio.com/listener for p ... Show More
18m 33s
Jul 6
Second Date Update: Tap It or Scratch It
Andre managed to cancel plans on Kim NOT ONCE, but TWICE in the same night. Is that too much to come back from? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information. 
18m 22s
Jul 5
FULL SHOW: Undercover Spy Date, Riffin’ Around Summer Edition + Pettiest Neighbors (7/3/26)
Every Sunday, we will be hosting 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, July 3rd, 2026 Curious if we look as bad as we sound? Follow us @Brookea ... Show More
1h 4m
Recommended Episodes
Jun 2025
Second Date Update Classics: Vacation Date Gone Wrong + Old Flame New Burn
Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in the most DRAMATIC and UNCOMFORTABLE situation of her entire career. Part 2 There’s some topics you just don’t bring up on a first date. One of our listeners didn’t follow that rule a ... Show More
36m 7s
Apr 2025
Awkward Tuesday: 15 Minutes of Gurt
How do you tell someone you love that their wildest dream might not be achievable? One of our listeners has that very problem with her boyfriend and she chose to email us for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 
16m 17s
Jun 2025
Awkward Tuesday: Prenup or Pre-NOPE
One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 
17m 30s
Jul 2024
Phone Tap: Help Me Lie To My Wife
A listener wants us to prank his best man, so we’re splitting those best man duties in the worst way possible! See omnystudio.com/listener for privacy information. 
5m 14s
May 2023
Best Man and The Groom
We've covered a lot of awkward weddings on our show... But maybe the craziest wedding moment of all time is making news today, and it definitely wins for being the most CRINGE.See omnystudio.com/listener for privacy information. 
6m 34s
Apr 2025
Say Yes to the Ex Fan Favorite: Dance Battle
We're adding a little extra content to help you get over the Sunday Scaries! One of our listeners called it quits with his ex after the dramatic events of a relative's wedding... It was so bad, her family FORBID him from seeing her again. Now he's just hoping enough time has pass ... Show More
16m 50s
Jan 2025
Masked Speaker: Second Hand Engagement
Today's Masked Speaker played the picture perfect engagement... but there's one small part of the proposal his fiancee doesn't know about and if she ever did it might end the whole relationship!See omnystudio.com/listener for privacy information. 
6m 37s
Jul 2024
Awkward Tuesday: Brooke Dumps A Listener
A woman wants to breakup with her boyfriend and has asked BROOKE to do it for her... Let's find out if this is a good idea...See omnystudio.com/listener for privacy information. 
15m 29s
Oct 2025
Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship
Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ... Show More
36m 4s
Apr 2024
r/Offmychest My Best Friend is Dating My YOUNG DAUGHTER
0:00 Intro 0:08 Arranged marriage 2:19 Comment 3:22 Secret relations 5:19 Final abusive act 8:04 Pity hugging 9:46 Comments 10:59 Bad reaction 13:32 Bad proposal Learn more about your ad choices. Visit megaphone.fm/adchoices 
16m 41s