May almost cancelled on their first date. She was driving back to Athens from Chattanooga when she realized she'd overcommitted when she agreed to get drinks on a work night. Calling to let him know the situation, they agreed to hang out on the porch and have a hot chocolate for an hour or so before calling it an early night and possibly rescheduling. Neither of them suspected they'd be up until 3:30AM talking and laughing together. As they spent more time together and their friendship and interest grew, Tyler remained on the fence until May had a run-in with an SUV. After a long night in the ER, phone calls with her family, and keeping track of her paperwork, Tyler said, "You don't have to let me know now; you have a head injury, but I loved being the person taking care of you today and would like you to be my girlfriend." A few years later, they decided to get married. She begged him not to propose; she had a master plan. Then, in April 2024, giddy from a bike ride and impatient as heck after several failed plans, May popped the question on those same back steps. He said yes!