Awkward Tuesday: Baby Monitor Drama

Awkward Tuesday: Baby Monitor Drama

What if a family member overhears something they weren't supposed to, and now the holidays are going to be EXTRA WEIRD unless you make a phone call with our help? It's happening right here in your Awkward Tuesday Phone Call!

See omnystudio.com/listener for privacy information.

Avsnitt(2029)

Second Date Update Classics: Sweet Sixteen Dates+ Be Excellent & Be Thirsty

Second Date Update Classics: Sweet Sixteen Dates+ Be Excellent & Be Thirsty

Part 1 There’s a brand new food item that you should definitely AVOID ordering on a first date unless you want to end up like one of our listeners. We’ll hear what it was and try to help him recover i...

31 Jan 38min

Second Date Update: Bending and Unfriending

Second Date Update: Bending and Unfriending

The guy on the phone today put on a special THEMED DATE for his online match, and it lasted a whole fifteen minutes… Hear what sent her running in your Second Date Update!See omnystudio.com/listener f...

30 Jan 19min

Textual Healing: Fired By Stylist

Textual Healing: Fired By Stylist

The woman on the phone today is being dumped by someone WAY more important than a boyfriend, she got a weird text from someone she THOUGHT was a close friend. It’s a mess and she wants our help with s...

29 Jan 18min

Second Date Update: Corn Dog

Second Date Update: Corn Dog

The guy on the phone today asked out someone that he works with and we DID NOT expect to hear what happened after that! Find out what it is in your Second Date Update podcast!See omnystudio.com/listen...

28 Jan 19min

Awkward Tuesday: British Naughty Nanny

Awkward Tuesday: British Naughty Nanny

You never know what someone is gonna say when they think no one is listening. One of our listeners overheard their employee say something, and now we have an Awkward Tuesday Phone Call on our hands!Se...

27 Jan 19min

Second Date Update: Bachelor Party of One

Second Date Update: Bachelor Party of One

This may be the BIGGEST RED FLAG we’ve ever heard on a first date… yet somehow, they still hooked up afterwords?? See omnystudio.com/listener for privacy information.

26 Jan 17min

FULL SHOW: Jeff’s Plant Daddy Song, Bridal Bounty Date + Most Insane Reality Shows (1/23/26)

FULL SHOW: Jeff’s Plant Daddy Song, Bridal Bounty Date + Most Insane Reality Shows (1/23/26)

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...

25 Jan 1h 4min

Second Date Update Classics: Beauty and the Meh + Getaway Car

Second Date Update Classics: Beauty and the Meh + Getaway Car

Part 1 The guy on the phone today says he managed to pull a woman WAY out of his league, and it's all thanks to ONE move he pulled at the very end of the date! Part 2 One of our listeners says he doe...

24 Jan 37min

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