After something went awry at a kid’s birthday party ONE YEAR AGO something is STILL causing a rift… and we’re being asked to settle it with a brand new Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.
Jul 08, 2025•19 min
One of our listeners planned a first date to last 5 full days with a woman he had never even met before! We’ll hear what happened in your Second Date Update podcast! See omnystudio.com/listener for privacy information.
Jul 07, 2025•17 min
Part 1 One of our listeners had a very awkward and puzzling fact about himself get exposed on the show, but is it an instant deal breaker? Part 2 The guy on the phone today might have set the world-record for “Quickest Time To Ruin A Date” and he did it in under a minute! See omnystudio.com/listener for privacy information.
Jul 05, 2025•37 min
Little mistakes are okay on a first date, but today's Second Date had one BIG mistake and we're hoping it didn't happen on purpose... See omnystudio.com/listener for privacy information.
Jul 04, 2025•18 min
One of our listeners is having a CODE 9 emergency, which is why she stole her roommate's phone, and is now sitting in her car outside her apartment WAITING for us to help with some Textual Healing! See omnystudio.com/listener for privacy information.
Jul 03, 2025•19 min
It’s SHOCKING to learn where the listener on the phone met a new love interest today, and it’s even more shocking that he somehow swung that interaction into a date! Hear the where, why and how coming up in your Second Date Update! See omnystudio.com/listener for privacy information.
Jul 02, 2025•18 min
Is there a way to BETRAY a friend… but POLITELY? One of our listeners wants to do that, but she has a good reason for it and wants our help with an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.
Jul 01, 2025•19 min
One of our listeners got a woman to come home with him thanks to a unique skill that was so bizarre it had Brooke asking for PICS! See omnystudio.com/listener for privacy information.
Jun 30, 2025•19 min
Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all our listeners will agree… it was Brooke’s fault. See omnystudio.com/listener for privacy information.
Jun 28, 2025•36 min
One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for you too? Find out what it is in your Second Date Update. See omnystudio.com/listener for privacy information.
Jun 27, 2025•18 min
This segment might be one of our most difficult tasks we’ve faced this entire year! It’s an all new “SAY YES TO THE EX” and boy, is our work cut out for us! See omnystudio.com/listener for privacy information.
Jun 26, 2025•19 min
One of our listeners warned her date that there’s ONE THING he HAD to do before she would see him… and he was shocked to find out she was SERIOUS. Hear what it was in a new Second Date Update podcast! See omnystudio.com/listener for privacy information.
Jun 25, 2025•18 min
One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.
Jun 24, 2025•20 min
One of our listeners is worried her gratitude for a gift was BADLY misinterpreted as rude and now she wants our help with a Second Date Update! See omnystudio.com/listener for privacy information.
Jun 23, 2025•18 min
Part 1 One of our listeners described their dinner date as the most IMPRESSIVE thing that they had ever seen. We HAD to know more so we contacted them as part of today Second Date Update. Part 2 One of our listeners admits he struggled to keep his cool on his date once he saw something on her Instagram. We couldn't believe it when we heard it either! See omnystudio.com/listener for privacy information.
Jun 21, 2025•37 min
One of our listeners DEFINITELY regrets a story he told on his date, and you’re gonna want to hear how he tells it in the Second Date Update podcast! See omnystudio.com/listener for privacy information.
Jun 20, 2025•19 min
If you had to choose, would you pick your family or a life-changing amount of money? A listener was faced with that choice and today he’s discussing his decision on our show in a Closure Call! See omnystudio.com/listener for privacy information.
Jun 19, 2025•20 min
The kiss that happened at the end of our listener's date was either the cutest, most spontaneous thing ever, or the cringiest, most awkward interaction of all time. Decide for yourself after the new Second Date Update! See omnystudio.com/listener for privacy information.
Jun 18, 2025•19 min
For one of our listeners, there’s ONE MAJOR THING standing in the way of the perfect graduation party for her son… and that’s her neighbor. See omnystudio.com/listener for privacy information.
Jun 17, 2025•19 min
One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be… You’ll hear what happened in your brand new 2nd date update podcast! See omnystudio.com/listener for privacy information.
Jun 16, 2025•19 min
We've got a special new episode you this weekend! We’ve got two hopeful singles, ready to meet for the FIRST TIME on our show… and Brooke’s glasses are already on PRE-FOG…. In anticipation of BLIND LOVE IS! See omnystudio.com/listener for privacy information.
Jun 15, 2025•18 min
Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in the most DRAMATIC and UNCOMFORTABLE situation of her entire career. Part 2 There’s some topics you just don’t bring up on a first date. One of our listeners didn’t follow that rule and now it’s no surprise he needs our help in a brand new Second Date Update! See omnystudio.com/listener for privacy information.
Jun 14, 2025•36 min
The woman on the phone today says her date decided to switch booths HALFWAY through their dinner… And all of us were stunned when we finally learned the actual reason he demanded to move locations...Hear for yourself in a brand new Second Date Update! See omnystudio.com/listener for privacy information.
Jun 13, 2025•19 min
Two plant parents became one of our sweetest Second Date Update calls we’ve done all year, and even better we’ve got an update on their situation coming up in the podcast! See omnystudio.com/listener for privacy information.
Jun 12, 2025•19 min
Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, and now we’re trying to get her to say “Yes” to a Second Date! See omnystudio.com/listener for privacy information.
Jun 11, 2025•18 min
Is it ever okay to date your friends EX? Don’t ask us, in fact, just get ‘em on the phone for an Awkward Tuesday Phone Call instead! See omnystudio.com/listener for privacy information.
Jun 10, 2025•20 min
A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WILDLY OFF TRACK. Hear how it went down in a brand new Second Date Update! See omnystudio.com/listener for privacy information.
Jun 09, 2025•18 min
We've got a special new episode you this weekend! Normally on this show we try to HELP make a romantic connection but coming in today’s Textual Healing one listener wants us to make it clear she wants NOTHING to do with a guy that’s supposed to come over to her house later! See omnystudio.com/listener for privacy information.
Jun 08, 2025•18 min
Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DIDN’T DO… what was it? We're going to find out! Part 2 Today’s Second Date Update might involve one of the GREATEST SCAMS we’ve ever heard on a first date… Hear for yourself in the podcast! See omnystudio.com/listener for privacy information.
Jun 07, 2025•38 min
One of our listeners invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL trying to process. Hear what she went through in a new Second Date Update! See omnystudio.com/listener for privacy information.
Jun 06, 2025•20 min