Watch : Is ‘The Summer I Turned Pretty’ Returning for Season 4? Here's the TruthTeam Conrad or Team Jeremiah is so last summer. Because with Netflix dropping season three of My Life With the Walter Boys, fans will once again watch Nikki Rodriguez's Jackie attempt to determine if rebellious jock Cole (Noah LaLonde) or his more cerebral brother Alex (Ashby Gentry) is the love of her teenage life. Loosely based on Ali Novak's book series of the same name, the teen drama follows Jackie as she attempts to heal from the sudden loss of her parents and sister. Naturally, a love triangle forms quite quickly.