Yesterday

Second Date Update: Family Dinner Drama

One man was stuck in the friend zone for 20 YEARS until he got a call that changed his life...You’re gonna hear what he did on the date he waited two decades for in a brand new Second Date Update!See omnystudio.com/listener for privacy information.

16m 58s

Jul 15

Awkward Tuesday: Stepmom Thirst Trap

One of our listeners is freaking out over what his new stepmom just posted online...He says it has potential to ruin their entire family dynamic UNLESS he can convince her to take it down. That's why he's come to us for help in a brand new Awkward Tuesday Phone Call!See omnystudi ... Show More

19m 19s

Jul 14

Second Date Update: Red Light Green Light

In today’s Second Date Update there was one moment that brought the evening to a SCREECHING HALT! Hear what it was in the podcast!See omnystudio.com/listener for privacy information.

17m 49s

Jun 25

Second Date Update: CSI Dinner Investigation

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.

17m 9s

Jan 2025

Second Date Update: Fetching Feelings

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information.

16m 5s

Mar 2025

Second Date Update Classic: Secret Mission

One of our listeners was DITCHED on a date in a BRAZEN way and so today we’re on the hunt for ANSWERS in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

16m 2s

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

Aug 2024

Second Date Update: Dine For One But I'm Not Done

The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast!See omnystudio.com/listener for privacy information.

17m 15s

Sep 2024

Second Date Update Classic: Someone's On The Naughty List

After today’s Second Date Update happened we almost DIDN’T AIR IT, but Jeffrey said “the listeners deserve to hear this.” Judge for yourself after hearing the Second Date Podcast!See omnystudio.com/listener for privacy information.

15m 49s

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

Jun 13

Second Date Update: Two Word Whisperer

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 f ... Show More

18m 1s

Jan 2025

Second Date Update Classic: Update My Dino Profile

One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to dating… Hear what she learned in your Second Date podcast!See omnystudio.com/listener for privacy information.

15m 58s

Jul 2024

Second Date Update: Barwreck

Today’s Second Date Update includes probably the MOST AWKWARD 20 minutes of a first date we’ve ever had on this show. And it’s all because of an embarrassing run-in that happened at a bar!See omnystudio.com/listener for privacy information.

17m 25s

Second Date Update UPDATE: 5 Second Holi...