Second Date Update: There's A Chili In The Air
Episode Date: October 1, 2025One of our listeners said probably the #1 thing you should NEVER EVER say on a first date… No wonder he needs our help, but we’re ready i...
Ghosted after a first date? We call the person who isn't calling you back to find out the real reason why and get you a Second Date. Low success rate...high entertainment for the rest of us. Want more? Catch the FULL hour long show over at Brooke and Jeffrey: iHeartRadio: https://www.iheart.com/podcast/1119-brooke-and-jeffrey-110194157/ Apple: https://podcasts.apple.com/us/podcast/brooke-and-jeffrey/id1252608081 Spotify: https://open.spotify.com/show/6wmqpNulHEqJNeR2iqmgyj?si=6cdcc5432d75423f
1864 episodes transcribedOne of our listeners said probably the #1 thing you should NEVER EVER say on a first date… No wonder he needs our help, but we’re ready i...
The guy in today’s Awkward Tuesday Phone Call has had THREE FAILED PROPOSALS. He wants out help finding out what he’s doing wrong…...
One of our listeners got turned down in one of the FUNNIEST ways we’ve heard in a long time… You’ll hear a brand new way to reject...
Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're...
The guy on the phone today says he bonded with his date over their shared HATE for one specific thing… But now she’s not calling back? Ma...
Of all the Second Date Update calls we've done, Brooke has never been more passionate than she was on this one! She was so excited, we got a special U...
We had NO IDEA who we’re dialing in today’s Second Date Update, and of course we walked straight into a trap!See omnystudio.com/listener f...
One of our listeners needs help asking a VERY LOADED question to his girlfriend… We’ll try to help him out in your Awkward Tuesday Phone...
The listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER that he’s been rejecte...
Part 1 One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him?? Time to...
Our listener on the phone today says 5 min into his date he realized he forgot something MAJORLY important. Hear what slipped his mind and how we&rsqu...
One of our listeners got a JUICY text message from a random number, and he HAS to get to the bottom of who sent it. He’ll get that opportunity i...
For one of our listeners, the hottest thing that happened on her date was a game of CHARADES! Yeah, Charades! We’ll dive into that coming up in...
One of our listeners THOUGHT she was doing the right thing lying to her boss and her company to get her friend hired, and in today’s Awkward Tue...
The woman in today’s Second Date Update agreed to meet up with a man before she even knew his name, and it’s all because of one grand roma...
Part 1 The woman in today’s Second Date is for sure one of the most unique and interesting women we’ve ever had on the show...Buckle up. P...
The guy in today’s Second Date Update decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in...
There’s one particular night that one of our listeners wishes he could DO-OVER… and it ended with his girlfriend running out of the bar a...
One of our listeners admits SHE did something stupid, just to MEET a guy. Was it her idea? No. Was it effective? Find out in your Second Date Update p...
One of our listeners THOUGHT his girlfriend was planning an epic birthday trip for him, until one text message shattered everything… and now he...