Chester & Kelly - Gotta Be Yourself - 12-17-24

Chester and Kelly went out for a few rounds of darts for their date and Chester feels like he may have scared off Kelly by bringing up his nerdy hobby too quickly to Kelly, who has mostly dated the jock-type. But Kelly gives us a much different view of how the night played out. Was Chester too nerd…

Nicole & Ryan - Self Tanner Beard - 12-13-24

Nicole and Ryan's first date went well...so well they even had some fun after the date. But soon afterwards, Ryan stopped calling. How could a date that ended so well end up as a radio-silence from Ryan? Find out what happened that night that embarrassed Ryan so bad that he didn't want to call Nico…

Mark & Jess - Ugly Christmas - 12-10-24

Mark met Jess at a car wash and they spent their date at a pop-up Christmas bar. Mark thinks he may have bored Jess a bit by venting about work a little too much. Jess wants no part of a second date but why? Is she being too much of a Christmas Grinch or does she have a point? Find out on Second Da…

Brett & Julia - Read The Room - 12-9-24

Brett thought he had a home run of a date with Julia but he hasn't heard back from her since their date. He says they meshed well, they were both laughing so he can't understand where things went wrong. When we called Julia though, she quickly shoots down the thought of a second date. Find out how …

Jolene & Max - Sushi Snob - 12-6-24

Jolene thought she and Max had a great first date when they went out to dinner for sushi but Max got quiet and shutdown after they placed their orders. What did Jolene do during dinner that cooled off Max so much he hasn't reached out since?

Tom & Sarah - Clinger - 12-3-24

Tom tells us that Sarah was very distracted on their dinner date. She was constantly on her phone, withdrawn, etc. And when Sarah handed her phone to Tom to show him some pictures, Tom saw some texts come through from anther man. Is Sarah seeing someone else? Is Tom reading into things wrong? Find …

John & Stephanie - Bugged Out - 12-02-24

John and Stephanie met at a grocery store, hit it off, then shortly after went on their first date. After the date, Stephanie was shocked to find out that John absolutely would hurt a fly after an incident involving a creepy crawly. What was the immediate red flag Stephanie saw? 

Mark & Lily - Sister Wives - 11-22-24

Mark and Lily hit it off on their date, but after the fact Lily discovered a horrifying truth. Had Mark been secretly seeing Lily's sister on the side, or was this a long-buried fling that deserved to stay in the past? 

Jake & Savannah - Chat GPTease - 11-21-24

Jake has been out of the dating game for a while but that didn't stop him from pursuing Savannah. On the date, Savannah discovered that smooth-talking Jake had been using some technological help to win her over. What was the red flag Savannah saw that made her question Jake's authenticity? 

Ken & January - Skim Chances - 11-20-24

Ken and January had an interesting first date at Cracker Barrel, but it was one thing that happened on that date that shocked January. Ken seemed think things were going fine, but according to January there was an immediate red flag. What did Ken do to turn this first encounter sour?