podcast

Brooke and Jeffrey: Second Date Update

by iHeartPodcasts

Textual Healing: Dog Disturbance

11.12.2025 • 00:18:10

One of our listeners is having a problem dealing with her next door neighbor and it’s slowly ruining her life. We’ll try to help her with some Textual...

Second Date Update: Does This Smell Like Your Mom?

10.12.2025 • 00:18:22

One of our listeners says there's a sneaky spot where you can meet cute guys, and it ONLY happens during the holidays. You’ll find out where that is c...

Awkward Tuesday: Knock Off No No

09.12.2025 • 00:18:49

The woman on the phone today is ready to CONFRONT the person who has been scamming her for the past 3 years. It also happens to be her boyfriend… See...

Second Date Update: He Bought Me A Star

08.12.2025 • 00:17:58

It can be so difficult to find a guy who does the bare minimum, but the woman on the phone today found a guy who is OUT OF THIS WORLD! We’ll let her e...

FULL SHOW: The Last Hopeful Dater, Jeff’s Mom’s High Speed Chase & Alexis’ Car Casino (12/3/25)

07.12.2025 • 01:06:48

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 fee...

Second Date Update Classics: Double Roasted Turkey + 20 Treadmills of Love

06.12.2025 • 00:37:04

Part 1  One of our listeners met a guy in a peculiar way… by SAVING HIS LIFE! But why doesn’t he ever want to see her again? We’ll use a Second Date...

Second Date Update: Never Ask About The Ex

05.12.2025 • 00:18:37

The guy on the phone today has HUGE regrets about asking his date about Ex...Yet he still wants our help getting in touch with her for a Second Date U...

Second Date Update UPDATE: Age Is Just A Bummer

04.12.2025 • 00:18:53

The couple on the phone today got the most AWKWARD comment a server could say to a table when they first appeared on our show a few months ago. Now, t...

Second Date Update: Beer & Butterfly Kisses

03.12.2025 • 00:17:53

The woman on the phone today is CERTAIN that there is a logical explanation for why her date suddenly dropped off the face of the earth after ten days...

Awkward Tuesday: Change Him Back

02.12.2025 • 00:18:32

Our listener says her boyfriend is TOO PERFECT, and it might be all her fault! It’s causing a problem that she wants to fix in a brand new Awkward Tue...