Second Date Update: Tyler and Veronica (How Dare You Chat Me Up)
Jan 20, 2025 Photo: Getty Images Tyler gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figure...
Second Date Update: Darin and Erin (Standup Standoff)
Jan 17, 2025 Photo: Vershinin / iStock / Getty Images We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot...
Second Date Update: Josie and Benjamin (Train Game)
Jan 16, 2025 Photo: Compassionate Eye Foundation/Morsa Images / DigitalVision / Getty Images There’s no EASY way to approach an attractive person on public transportation, and that was exactly the...
Second Date Update: Cynthia and Aaron (Update My Dino Profile)
Jan 14, 2025 Photo: Westend61 / Westend61 / Getty Images One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to...
Second Date Update: Janelle and David (I’ve Dated My Date Before)
Jan 9, 2025 Photo: Sean Anthony Eddy / E+ / Getty Images One of our listeners had the SHOCK OF A LIFETIME after being set up on a blind date...
Second Date Update: Mark and Lisa (Forbidden Love)
Jan 8, 2025 Photo: Getty Images One of our listeners contacted us saying he risked one of his closest friendships in order to KISS someone he’s been pining after for...
Second Date Update: Justine and James (Due the Math)
Jan 7, 2025 Photo: MoMo Productions / DigitalVision / Getty Images We promise you that you’ve never heard of anything like the move James pulled to ask out our listener...
Second Date Update: Gail and Jonathan (Senior Moment Slip Up)
Jan 3, 2025 Photo: Getty Images One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too! Hear...
Second Date: Brandi and Evan (Triple Six Rule)
Oct 3, 2024 Photo: Deagreez / iStock / Getty Images There’s a new unofficial rule for dating that involves 3 simple numbers. We’ve never heard about it before today til...
Second Date: Daniel and Meghan (Love Me A Lengthy Lady)
Oct 1, 2024 Photo: MarianVejcik / iStock / Getty Images Meghan asked Daniel an important question and in a moment of panic he thinks he may have given the most...
Second Date: Laura and Franklin (Him At the Gym)
Sep 27, 2024 Photo: skynesher / E+ / Getty Images One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work...
Second Date: Scott and Kenzak (Mr. Tea and the Not-So Secret Drop)
Sep 26, 2024 Photo: jhorrocks / E+ / Getty Images One of our listeners did something SO STRANGE to try and impress his date but it all came crumbling down...
Second Date: Asha and Clipton (Spoiled Rotten)
Sep 24, 2024 Photo: Damir Khabirov / iStock / Getty Images After Asha found Clipton on a unique dating website she swears she CAN’T let him slip away! We’ll help...
Second Date: Mandy and Mark (Bumping Carts)
Sep 23, 2024 Photo: g-stockstudio / iStock / Getty Images A new trend involving GROCERY carts has been uniting singles all over the world. We’re intrigued and we’ll tell you...
Second Date: Bonnie and Grant (1027 Dates)
Sep 19, 2024 Photo: fizkes / iStock / Getty Images We were SHOCKED when Bonnie told us HOW MANY dates she’s been on in her life in her quest to...