When we offered to send this couple on another date that WE PAY for, we never expected to get the answer back that we received. Hear one of the most bizarre endings to a Second Date Update ever! See omnystudio.com/listener for privacy information.
Oct 03, 2025•18 min
We LOVE bringing people together, even if they’ve never even seen the other in person before! So today, we’re blindly putting two listeners in the mood for love, into the biggest romantic opportunity of their lives! See omnystudio.com/listener for privacy information.
Oct 02, 2025•20 min
One 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 in your Second Date Update podcast! See omnystudio.com/listener for privacy information.
Oct 01, 2025•18 min
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… or if there’s another explanation… See omnystudio.com/listener for privacy information.
Sep 30, 2025•19 min
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 a kiss in the Second Date Update podcast! See omnystudio.com/listener for privacy information.
Sep 30, 2025•19 min
Part 1 One 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 about to find out what those letters are and what they mean coming up. Part 2 The peculiar thing one of our listeners saw when he picked up his date at the start of the night RUINED his entire evening and you’ll hear what it was in a Second Date podcast! See omnystudio.com/listener for privacy information....
Sep 27, 2025•36 min
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? Maybe we can get her to explain coming up in your Second Date Update! See omnystudio.com/listener for privacy information.
Sep 26, 2025•18 min
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 UPDATE from the person who shares her weird passion! See omnystudio.com/listener for privacy information.
Sep 25, 2025•18 min
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 for privacy information.
Sep 24, 2025•18 min
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 Call podcast! See omnystudio.com/listener for privacy information.
Sep 23, 2025•18 min
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 rejected by a woman! The high stakes call is happening in the podcast! See omnystudio.com/listener for privacy information.
Sep 22, 2025•18 min
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 find out! Part 2 The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but it bonded them together. Now she wants our help putting it over the finish line in a Second Date Update! See omnystudio.com/listener for privacy information....
Sep 20, 2025•37 min
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’re helping him gain back ground in a new Second Date Update podcast! See omnystudio.com/listener for privacy information.
Sep 19, 2025•18 min
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 in a brand new Textual Healing! See omnystudio.com/listener for privacy information.
Sep 18, 2025•18 min
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 a new Second Date Update podcast! See omnystudio.com/listener for privacy information.
Sep 17, 2025•19 min
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 Tuesday Phone Call we’ll find out how it turned into the worst decision she ever made! See omnystudio.com/listener for privacy information.
Sep 16, 2025•20 min
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 romantic gesture! See omnystudio.com/listener for privacy information.
Sep 15, 2025•19 min
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. Part 2 We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help. See omnystudio.com/listener for privacy information.
Sep 13, 2025•38 min
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 the podcast! See omnystudio.com/listener for privacy information.
Sep 12, 2025•19 min
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 and out of his LIFE. He’s on the phone with us now for one more shot in an all new SAY YES TO THE EX! See omnystudio.com/listener for privacy information.
Sep 11, 2025•19 min
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 podcast! See omnystudio.com/listener for privacy information.
Sep 10, 2025•18 min
One of our listeners THOUGHT his girlfriend was planning an epic birthday trip for him, until one text message shattered everything… and now he needs an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.
Sep 09, 2025•18 min
One of our listeners came up with one of the CLEANEST & MOST FUN ice breaker questions we’ve ever heard… Hear what it was in a brand new Second Date Update! See omnystudio.com/listener for privacy information.
Sep 08, 2025•18 min
Part 1 Is it a green flag or a red flag when your date brings BINOCULARS on a first date? Our listener on the phone today said it’s a GREEN FLAG and he’ll tell us more about their magical experience coming up. Part 2 The guy in today’s Second Date knew a WEIRD amount of personal info about his date before they met up. He says it’s not creepy and entirely REASONABLE. Judge for yourself in the podcast! See omnystudio.com/listener for privacy information....
Sep 06, 2025•37 min
The couple on the phone today had one of the most hilarious miscommunications for a date night EVER! It’s led them here to our show for a Second Date Update! See omnystudio.com/listener for privacy information.
Sep 05, 2025•19 min
Two of our listeners decided to go on a HIKE for their first meetup and it turned into one of the most memorable Second Date Updates of the year! Now they’re BACK for an UPDATE! See omnystudio.com/listener for privacy information.
Sep 04, 2025•18 min
One of our listeners had dates with TWO different guys, but could only pick one to pursue. Did she choose correctly? Find out in your brand new Second Date Update podcast! See omnystudio.com/listener for privacy information.
Sep 03, 2025•18 min
One of our listeners is facing a HUGE life moment, and the only person standing in his way is his terrifying FUTURE FATHER IN-LAW. He’ll make a terrifying Awkward Tuesday Phone Call in the podcast! See omnystudio.com/listener for privacy information.
Sep 02, 2025•19 min
Part 1 One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense. So good, she’s desperate to get a Second Date Update with us! Part 2 The woman in today’s Second Date Update might have divulged a little TOO MUCH when she was asked about her career… and while her answer was 100% true… he’s 100% not calling her back. See omnystudio.com/listener for privacy information.
Aug 30, 2025•37 min
After today’s Second Date Update you might agree with us that dating apps can be used for WAY more than just dates! See what we mean in the podcast! See omnystudio.com/listener for privacy information.
Aug 29, 2025•19 min