Second Date Update: Camilla and Rob (Cutecumber Couple)
Nov 28, 2025 Photo: skynesher / E+ / Getty Images One of our listeners says he got his inspiration for his dating “MOVE” by watching on video online and gathering...
Second Update Update: Zach and Bethany (Second Date First Date Redate)
Nov 26, 2025 Photo: mapodile / E+ / Getty Images The guy in today’s Second Date Update has been on the show before, but today he gets the special opportunity...
Second Date Update: Nate and Laurie (Driving Miss Laurie)
Nov 25, 2025 Photo: Erik Snyder / The Image Bank / Getty Images One of our listeners said he changed ONE THING on his dating profile that instantly changed the...
Second Date Update: Nate and Laurie (Driving Miss Laurie)
Nov 25, 2025 Photo: Erik Snyder / The Image Bank / Getty Images One of our listeners said he changed ONE THING on his dating profile that instantly changed the...
Second Date Update: Jordan & Harper (Red Flaggy Much?)
Nov 24, 2025 Photo: Tomwang112 / iStock / Getty Images One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put...
Second Date Update: Jacqueline and Kenny (Barista Foam Job)
Nov 20, 2025 Photo: Weedezign / iStock / Getty Images One of our listeners is a barista and she said she did something she would NEVER normally do… but the...
Second Date Update: Rett and Christina (Date Night Detour)
Nov 18, 2025 Photo: William Andrew / Moment / Getty Images If you asked a million people if they thought the surprise one of our listeners had for the woman...
Second Date Update: Anthony and Olivia (Awkward Hugs and Hot Dogs)
Nov 14, 2025 Photo: Deagreez / iStock / Getty Images Anthony left Olivia alone in his apartment and when he came back she was ready to BOLT away. We’re gonna...
Second Date Update: Ethan and Aria (Claus for Concern)
Nov 13, 2025 Photo: Ridofranz / iStock / Getty Images One of our listeners swears he has a VERY. Good reason that’s totally “not sketch at all” for wanting to...
Second Date Update: May and Doug (Strings of Deceit)
Photo: FilippoBacci / iStock / Getty Images Sometimes just one photo can raise the REDDEST of RED FLAGS and that happened to one of our listeners. She noticed something on...
Second Date Update: Jenna and Peter (Ditch Me No Ditch You)
Photo: South_agency / E+ / Getty Images We have a CONTROVERSIAL Second Date Update today where at some point during the date, somebody DEMANDED to speak to the restaurant manager....
Second Date Update: Randall and Georgina (Philippines or Bust)
Nov 6, 2025 Photo: Joseph Christopher Oropel / iStock / Getty Images The guy in today’s Second Date Update flew across the ocean just to meet someone he think MIGHT...
Second Date Update: Angela & Damon (30 for 30)
Photo: Catherine Falls Commercial / Moment / Getty Images One of our listeners is experimenting in a new dating strategy, all about the YEAR she was born. Find out what...
Second Date Update: Chris and Gina (Seafood Surprise)
Photo: Alexander Spatari / Moment / Getty Images Chris’s date with Gina included a BLINDFOLD, a bit of deception and it turned out even BETTER than he ever plan. Hear...
Second Date Update: Evan & Calista (Halloween Boos and Booze Bar Crawl)
Photo: SrdjanPav / E+ / Getty Images One critical moment told the ENTIRE story of Evan and Calista’s date and now they BOTH can’t stop talking about it. Hear how...