One fateful day, Karson slid into Caitlin's DM's, he was promptly ignored. A few weeks later they ran into each other at a Cold Soda Club show; Karson's second oldest brother (Klayton, friends with Weston, Caitlin's brother) was trying to persuade Caitlin to get him a drink on Karson's tab. After some negotiating she offered to get Karson a drink, but he had just gotten one; he politely declined. A little while later she was still at the bar and Karson needed a drink, he made his way over there just in time to find out what was taking Caitlin so long. As he strolled up he saw Caitlin rip a shot with a group of guys she didn't know. After that Karson tapped her on the shoulder, Caitlin turned around, seeing Karson she said "I thought you had a girlfriend". When he said no, her face lit up with joy; the rest is history.