Second Date Update Classic: In The Air Up There

David made a PACT  with a girl in high school that if they're both single at 30 they HAVE to get married....Well the time has come... He's single, 30, and ready to see if the deal still holds true!See...

30 Syys 202016min

Curtis found his dream woman, but thinks she's WAY out of his league...Our goal is to help the underdog get a victory!See omnystudio.com/listener for privacy information.

25 Syys 202015min

Riding a tandem bike seems romantic... But it never works out like it does in movies. In fact, it went SO bad for Johnny that he needs our help!See omnystudio.com/listener for privacy information.

21 Syys 202015min

Nate's believes his date DESTROYED something of his that he cares about dearly....We all have one question on our minds... WHAT happened to the air mattress??See omnystudio.com/listener for privacy in...

18 Syys 202016min

One woman did the most DESPICABLE thing to a waiter on a date night out that we can't get over... So we're going to call her out and find out WHY!See omnystudio.com/listener for privacy information.

16 Syys 202015min

One woman was on a ZOOM date until "bad wifi" ruined it all...But we're going to help find out what REALLY cause the bad connection that night!See omnystudio.com/listener for privacy information.

14 Syys 202016min

Even PROFESSIONAL athlete's get ghosted sometimes...Not only did a pro golfer call in, but his date included yachts, helicopters, and fireworks... And still NO text back!See omnystudio.com/listener fo...

11 Syys 202016min

One woman is calling about a man she met YEARS ago and hasn't stopped thinking about... She's finally worked up the courage to reach out and get closure!See omnystudio.com/listener for privacy informa...

9 Syys 202016min