As "My Life with the Walter Boys" Season 1 Episode 5 unfolds on the eve of Thanksgiving, Katherine graces Jackie with the revelation of the Walters' cherished Thanksgiving tradition, inviting her to lend a hand in preparing a few delectable dishes alongside the rest of the family. Yet, Jackie declines the offer outright, citing obligations to the student council that will keep her away until late.
Undeterred, Alex and Cole Walter devise a plan to elevate Jackie's spirits with a gesture tailored just for her. Alex ponders over a thoughtful act that could resonate deeply with Jackie, while Cole dives into repairing a cherished teapot belonging to Jackie's sister, one that holds sentimental value for her.
Determined to steer clear of the Thanksgiving festivities, Jackie opts instead to participate in a food drive delivery. Erin, similarly indifferent to the holiday, accompanies her. As they traverse their route, Jackie and Erin forge a connection over their mutual misfortunes, finding solace in each other's company.
Meanwhile, Uncle Richard, who has been invited by the Walters, arrives later that day. Katherine promptly informs Jackie of her uncle's presence and urges her to return home. Jackie, however, insists that Erin join her at the Walters' celebration, and Erin agrees.
Upon her return, Uncle Richard broaches the subject of Jackie potentially living with him in New York. He assures her that he will pursue custody if she so desires. The Walters are taken aback by this revelation, and Jackie finds herself in a quandary. Nevertheless, swayed by their insistence that she is their chosen family, she decides to remain with the Walters for the time being.
In the episode's closing scenes, Alex takes Jackie on a horseback ride through breathtaking landscapes that mirror a beloved view from her New York days. Upon her return, Cole eagerly awaits to present her with the meticulously repaired teapot. However, his gesture is interrupted when he catches sight of Jackie sharing a tender moment with Alex, leaving the episode on a cliffhanger.
