My Life With the Walter Boys viewers have concerns about Ashby Gentry's 16-year-old character, Alex, being romantically involved with an 18-year-old in season 2. Season 2, which premiered on Thursday, August 28, reunited Jackie (Nikki Rodriguez) with Cole (Noah LaLonde) and Alex (Gentry) after time away from her new hometown. After returning from New York, Jackie saw Alex with his new love interest: rodeo trainer Blake (Natalie Sharp). Alex's romance with Blake didn't sit well with some viewers due to their age difference. "Hot take.