Second Date Update: Plane In The Neck

A couple that met at holiday work party did a 2nd date with us way back in December. And after the call, we thought there was NO WAY this relationship would work out....but they are back with a very SURPRISING update about what's happened since being on the show!See omnystudio.co ... Show More

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. 

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

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. 

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. 

One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense. So good, she’s desperate to get a Second Date Update with us!See omnystudio.com/listener for privacy information. 

One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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. 

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. 

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. 

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. 

One of our listeners took a weird piece of romantic advice and was SHOCKED when it worked! He says it could work for anyone, and we’ll talk to him in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

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 in the podcast!See omnystudio.com/listener for privacy information.