It all began with a contest and ended up with a listener going on a blind date (sort of) with Jenna from Kidd Kraddick in the Morning! Shawn submitted a video to go on the blind date and in his submission video he called Jenna, "one of the hottest girls in the world" and was doing it to get back at his ex-wife and to show him that she's the one that made the mistake.

Jenna shared her experience on the show, plus Shawn revealed some pretty interesting moments along the way!