The premiere of Season 2 of "My Life With The Walter Boys" kicks off with Cole picking up Alex, freshly returned from his summer camp escapade in Montana. Despite the reunion, an icy demeanor persists among the boys. Alex, noticeably tanned and more muscular than ever, exudes a changed aura.
Back in bustling New York, Jackie embarks on her internship, only to be pleasantly (yet unexpectedly) interrupted by Katherine. Katherine's visit stems from Jackie's dispatch of enrollment forms for a boarding school in Vermont. Jackie confesses her desire to flee Silver Falls and reclaim her hometown, yet acknowledges that home feels hollow without her family, leaving her disoriented and out of place. Katherine reassuringly tells Jackie that her rightful place is amidst the Walters, pledging to mend whatever rifts have arisen.
Convinced, Jackie returns to Silver Falls alongside Katherine. The reunion is anything but heartwarming; silence reigns between her and Alex, Cole, and even Parker greets her with a chilly demeanor. That night, Cole offers solace to Parker, who's distressed by Jackie's absence of a farewell.
The following day, Jackie attempts to mend fences with Alex, but her efforts are brushed aside. Over breakfast, a pressing need for additional drivers becomes apparent, crucial for transporting the younger children, such as Parker, to their various commitments. When Jackie ventures to the barn to gather eggs, Cole seeks to engage her in conversation, only to be subtly evaded.
Meanwhile, Haley makes preparations to embark on a semester-long journey to Chile. She invites Will to accompany her, but he declines, citing a lack of purpose there and his preference to focus on ranch duties.
School presents a whirlwind of events. Jackie reconnects with Grace, unloading her troubles and expressing her desire to reconcile with Alex, a task complicated by his newfound popularity among the girls. During a visit to Tara to select her elective for the year, Jackie discovers that woodshop is the only class with an available spot.
Elsewhere, Erin confides in her friend, revealing that she has been exchanging texts with Danny throughout the entire summer. Nathan strides over to Skylar, who is engrossed in her duties as a school newspaper staffer, and politely requests to join her team, citing his desire to pad his extracurricular resume. To his delight, Skylar warmly welcomes him on board.
Back at home, Will and George collaborate on the ranch development project, which appears to be a daunting task for George. Elsewhere, Nikhil shares with Tara that he is still jobless and fears unemployment looms on the horizon, given his recent resignation from his school post.
That evening, the Walter family embarks on a dinner outing. At the restaurant, the school football coach corners Cole and informs him that the assistant coach position remains vacant should he reconsider his interest. Cole politely declines. Amidst the lively conversations, Jackie suddenly feels overwhelmed and excuses herself from the table. Kiley, who happens to be working as a waitress, checks on her and they bond over their mutual observation that Alex has undergone an unwelcome transformation.
Later that night, Katherine expresses her concern for Jackie, who expresses a desire to learn driving to assist with transporting the younger siblings. Katherine reassures her that her worth does not hinge on being useful. The following day, Kiley kindly agrees to switch electives with Jackie, enabling her to enroll in driver's education instead of woodshop.
In the tranquil confines of the library, Erin and Danny's paths cross, culminating in a tender kiss. Meanwhile, Jackie attends her first driver's ed class where fate conspires to seat her beside Alex. She attempts to initiate conversation, but he succinctly ends any hopes of reconciliation by officially breaking up with her. Later, Alex approaches Kiley, only to find her furious because despite enrolling in driver's ed together, he spent all his time flirting with other girls.
As Kiley and Dylan spend more time together in woodshop class, their bond deepens. That night, Danny confides in Cole about Alex and Jackie's official breakup. The next day, Cole seeks out Jackie and, with a真诚 gaze, urges her not to run away this time. She turns to face him, her expression a mixture of confusion and hope.