Brooke and Jeffrey: Second Date Update

Imagine getting a text from your ex you haven’t seen in a year and she’s ECSTATIC about the WORST NEWS POSSIBLE… It happened to one of our listeners and he needs our advice in an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners says he got a singular one-word text that let him know he BADLY screwed up his first date.  See omnystudio.com/listener for privacy information.

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: Tuesday, August 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 Cory took a PLANE FLIGHT to hang out with Alison… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast! Part 2 One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later they were inside her place getting familiar. See omnystudio.com/listener for privacy informati...

Sasha is on the phone for today’s Second Date Update and she thinks the guy who left her his number is either her soulmate or a COMPLETE Scum Bag! Lucky for her, we've got a very special way to unveil the truth… See omnystudio.com/listener for privacy information.

Aria and Ryan managed to do the near impossible: start a romance thanks to our show! And now they’re BACK and you’ll find out what’s happened since they were last on thanks to a Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

One of our listeners wanted to show his date he was a fun, outgoing guy, but what came out of his mouth is one of the CRINGIEST moments we’ve ever heard happen on a date!  See omnystudio.com/listener for privacy information.

One of our listeners says she’s dealing with a MONSTER problem with her mother-in law and her ridiculous demands are OUT OF CONTROL! We’ll try to help reel her in when we do an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners says he has the PERFECT question that will tell him whether to STICK AROUND or RUN on a first date. Hear what it is in your Second Date Update podcast!  See omnystudio.com/listener for privacy information.

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: Tuesday, August 11th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners said he did EVERY FORM of communication he possibly could, leading up to his first date…. And something STILL went wrong….  Part 2 One of our listeners left his date with a GIFT that was ONLY supposed to be opened the next day… you’ll hear what it was, and how it backfired coming up! See omnystudio.com/listener for privacy informatio...

We’ve reached a pretty insane milestone with today’s Second Date and it happened with one of the nicest guys we’ve ever had on the show. See omnystudio.com/listener for privacy information.

One of our listeners met the PERFECT person at the wrong time. They went on a date nearly two decades ago that was INTERRUPTED halfway through… Now all these years later she wants to reconnect in a Closure Call! See omnystudio.com/listener for privacy information.

The “move” Sophia pulled at a restaurant on her date with Steve would either get you a second date OR get you kicked out of the building forever. Hear what it was in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

One of our listeners is struggling with the news that his girlfriend wants to get plastic surgery… HOW does he respond and is it better to tell the truth or lie? We’ll help him out in an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners got one of the BEST compliments a guy could get from a girl at the end of the night, but he’s PUZZLED why she’s not calling him back! We’re on the case in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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, August 5th 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners tried out the dating app PLENTY OF FISH… and you’re not gonna believe what happened on her very first meet up! Part 2 One of our listeners WISHES he did a better job cleaning up his car, because his entire night was ruined when his date found something between his seats. Find out what the incriminating item was in the Second Date Update podcast! See omnystu...

One of our listeners went on a beach date and he gets huge props for one thing he DIDN’T DO… what was it? Find out in your Second Date podcast! See omnystudio.com/listener for privacy information.

One of our listeners has a delicate situation on her hands involving STOPPING her best friends proposal. She needs our help so she hit us up for some Textual Healing! See omnystudio.com/listener for privacy information.

A date at the movies went from your typical rom-com setting to an absolute HORROR scenario and now Sienna wants our help getting Evan to call her back!  See omnystudio.com/listener for privacy information.

Today we’re talking to a guy who has been nominated as the spokesperson for all the ticked off moms in his wife’s friend group, and his mission is to CONFRTON another mom about her kid’s birthday party. See omnystudio.com/listener for privacy information.

What’s the best way to get better at kissing? Is it just practice and experience? Or is there an expert out there that’s much closer than you might think? We’re answering that question in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 31st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners had a great first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things… Part 2  A single phone call caused the guy in today’s Second Date Update to RUN OFF on his date with someone he called one of the most beautiful women he’s ever met! See omnystudio.com/listener for privacy information.