Yesterday

Second Date Update: No Concert For You

One of our listeners says he DOUBLED his response rate from women by making ONE LITTLE CHANGE to his profile pic. Hear how and why in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

18m 30s

Oct 7

Awkward Tuesday: In-Laws Anonymous

One of our listeners needs our help with an IN-LAW INFESTATION. We’re gonna try to assist and get her mother in law out of her home in a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

18m 28s

Oct 6

Second Date Update: Smoke Show Alarm

One of our listeners completely FROZE while on his date and it all happened because of one ominous question she asked… Hear what it was in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

17m 52s

Jul 18

Second Date Update: Randall Is Back For More

After many failed romantic encounters...and a couple of outright scams...one of our most lovable listeners is back! He says this time is different because he finally executed the perfect date night, at least for a few minutes. We'll find out what went wrong this time in your bran ... Show More

16m 54s

Dec 2024

Second Date Update: Happy Shamaversary

One of our listeners tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved lunches. You’ll hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information.

17m 48s

Jun 2025

Second Date Update: Lonely Cannoli

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.

16m 55s

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

Aug 25

Second Date Update: Marathon Date

One of our listeners said his date was a 10/10 and going flawlessly, that's why he couldn't believe what happened when he went in for the first kiss...We're gonna hear it in a brand new Second Date Update. See omnystudio.com/listener for privacy information.

17m 7s

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

Oct 4

Second Date Update Classics: Ex-Aversary + Lady In Red

Part 1 The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went...You’ll hear about the weird message he received coming up. Part 2 An interaction on the dance floor led to one of the most embarrassing situati ... Show More

34m 34s

Mar 2025

Second Date Update: Taco Truckstop Mystery

A listener from of the most popular Second Date Updates from last year is BACK… the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We’re gonna try to find out why in the podcast!See omnystudio.com/listener for privacy information.

17m 14s

Sep 4

Second Date Update UPDATE: Love On The Rocks

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 with an UPDATE!See omnystudio.com/listener for privacy information.

17m 5s

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

Second Date Update: Randall Is Back For ...