Awkward Tuesday: Bridesmaid Contract

Awkward Tuesday: Bridesmaid Contract

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!

What do you say to your best friend if you know they’re about to make the biggest mistake of their life? Find out what we suggest coming up in a new Awkward Tuesday Phone Call podcast!

See omnystudio.com/listener for privacy information.

Episoder(2027)

Second Date Update Classic: High Stakes Higher Stacks

Second Date Update Classic: High Stakes Higher Stacks

There’s one thing a guy can put on his dating profile that will instantly up his chances of matching by 90%... The woman on the phone today saw it on her date's profile and now she wants our help lock...

5 Jan 17min

FULL SHOW: Anti-Baseball Date, Butter Personality Test +  Worst Company Gifts (1/2/26)

FULL SHOW: Anti-Baseball Date, Butter Personality Test +  Worst Company Gifts (1/2/26)

We're trying out a new idea for our fans of the 2nd Date Update! 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 feedba...

4 Jan 58min

Second Date Update Classics: 401 Not Ok + Offline and Oblivious

Second Date Update Classics: 401 Not Ok + Offline and Oblivious

Part 1 One of our listeners said she added 3 little numbers to her dating profile and it made her matches go through the roof! Find out what it was in the podcast! Part 2 The guy in today’s Second Dat...

3 Jan 36min

#1 Second Date Update of 2025: Don't Take Me Out To The Ballgame

#1 Second Date Update of 2025: Don't Take Me Out To The Ballgame

The guy in today’s Second Date Update made a BOLD REQUEST before we even called his date. Was it fair? Sure! Was Brooke offended by it? Yep!See omnystudio.com/listener for privacy information.

2 Jan 18min

Blind Love Is? Tyler and Shauna

Blind Love Is? Tyler and Shauna

Two of our listeners are taking a big risk by being on our show today... in hopes of reaping the BEST REWARD of all... and they're about to meet for the first time over the phone...See omnystudio.com/...

1 Jan 17min

#2 Second Date Update of 2025: Flirt and Observe

#2 Second Date Update of 2025: Flirt and Observe

One of our listeners says she experienced an intimate moment with a guy she’d never met, when they were in a crowded coffee shop at the same time…and it was definitely more than just flirty eye contac...

31 Des 202517min

Awkward Tuesday: The Prank That Went Too Far

Awkward Tuesday: The Prank That Went Too Far

The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna get messy when we get her on the podcast!See omnystudio.c...

30 Des 202516min

#3 Second Date Update of 2025: Couch Crush

#3 Second Date Update of 2025: Couch Crush

Our listener met a good-looking lady at a FURNITURE store of all places. You don’t hear that one too often! We’ll share his story in your Second Date Update.See omnystudio.com/listener for privacy inf...

29 Des 202518min

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