Yesterday

Second Date Update: A Slip of the Ex

One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.

17m 46s

Jul 8

Awkward Tuesday: Kids Party Problem

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.

19m 15s

Jul 7

Second Date Update: Vacation No No

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.

17m 4s

Jan 2025

Second Date Update: Plane In The Neck

We might have had one the most awkward “jump to conclusion” moments we’ve ever had on this show and we’re just shocked we didn’t screw it up for the guy. Hear it in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

17m 42s

Jul 2024

Awkward Tuesday: Party Saviors

One of our listeners says it took her less than 12 hours from meeting a guy to completely ruining her chances. Find out how she did it coming up in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

16m 55s

Jun 20

Second Date Update: Brunch Yuck

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.

17m 29s

Jan 2025

Second Date Update: Standup Standoff

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.

17m 1s

Jun 16

Second Date Update: Doodle Worthy

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.

18 m

Jun 24

Awkward Tuesday: Prenup or Pre-NOPE

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.

17m 30s

Apr 7

Second Date Update: Age Is Just A Bummer

Imagine being on a date and the server points out your BIGGEST insecurity… It happened to one of our listeners and you can hear what it was coming up in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

16m 46s

Apr 26

Second Date Update Classic: Ross Mess For Less

We had to try our best to get the woman on the phone to tell us the TRUTH about what happened on her date… and it might be the most embarrassing story of the year! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for privacy information.

15m 48s

Mar 2025

Second Date Update: Dragon Thumbs and Aroma Chumbs

One of our listeners made her date laugh so hard that something embarrassing slipped out and she’s worried it’s the reason he’s not calling back!See omnystudio.com/listener for privacy information.

17m 35s

Mar 2024

Second Date Update: Book Club Snub

One of our listeners secretly contacted her date’s MOM before even meeting up with a guy. You’ll hear her devious plan in a new Second Date podcast!See omnystudio.com/listener for privacy information.

17m 52s

Awkward Tuesday: Invisible Girlfriend