Brooke and Jeffrey: Second Date Update

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 feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, February 4th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok Brookean...

Part 1 The woman on the phone today got an INTERESTING surprise when she got into her date's car, and that kind of weirdness is something we can all get behind on this show! Part 2 One of our listeners needs our help piecing together his night because he woke up not in his bed, not in her bed, and not even in a bed at all!  See omnystudio.com/listener for privacy information.

One of our listeners did something HEROIC for a stranger, and it got him a date! Meet our hero in today's Second Date Update! See omnystudio.com/listener for privacy information.

12 years ago, things ended between one of our listeners and the man of her dreams. She’s always wondered what happened with him, and in a brand-new Closure Call we’re about to find out! See omnystudio.com/listener for privacy information.

The woman on the phone today was taken on one of the LEAST romantic dates we’ve ever heard of, and she says she CAN’T STOP thinking about the guy! We’ll try to track him down in a Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners found some unexpected fame, and now THOUSANDS of people know his name. And it created a weird issue that only an Awkward Tuesday Phone Call can fix! See omnystudio.com/listener for privacy information.

The woman on the phone today learned the HARD WAY after her date promised to give her a luxurious “experience of a lifetime” that she shouldn’t be so quick to trust. She’s ready to call him out in a Second Date Update!  See omnystudio.com/listener for privacy information.

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 feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, January 28th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok Brookean...

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 in your Second Date Update. Part 2 One of our listeners had not one but TWO opportunities to be a “Knight In Shining Armor” for his date… so why is she ignoring him after...

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 for privacy information.

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 some Textual Healing! See omnystudio.com/listener for privacy information.

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/listener for privacy information.

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! See omnystudio.com/listener for privacy information.

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.

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 feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, January 23rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJe...

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 doesn’t need help getting a hold of the woman he dated… he needs our help to avoid criminal prosecution instead!  See omnystudio.com/listener for privacy information.

One of our listeners unintentionally did something at the EXACT SAME TIME as his date, and he says it’s a sign of something HUGE! Hear what it is coming up in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

It’s back by popular demand and against Brooke’s better judgment: We’re doing an all new edition of Brooke Breaks You Up! See omnystudio.com/listener for privacy information.

The guy on the phone today is a member of the “first timers club.” What’s the first timers club, exactly? Find out for yourself when we do a Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners says the family she babysits for owes her a lot of money... And because they won't pay up, she's ready to confront them in an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners has a unique technique in order to give herself a pick-me-up on a date. And not only did it work for her, it led her to a guy she really likes too! Hear her strategy in your Second Date Update! See omnystudio.com/listener for privacy information.

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 feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, January 14th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok Brookean...

Part 1 A little drawing on a cocktail napkin didn’t go the way our listener planned, and neither did his date night! You’ll understand why in the Second Date Update. Part 2 Just when you thought nothing good happens on airplanes anymore, one of our listeners met a woman on a flight and his story might inspire everyone listening! See omnystudio.com/listener for privacy information.

The guy on the phone today got caught showing up to his date after getting dropped off by ANOTHER WOMAN! We’re readying our battle stations for a contentious Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners asked his date a question that was RUDE, INSENSITIVE, and INAPPROPRIATE… at least we thought at first… Now he’s back for a special Second Date Update UPDATE! See omnystudio.com/listener for privacy information.