The third episode of Season 2 of "My Life with the Walter Boys" kicks off with Cole embarking on his new role as an assistant coach, but his journey is far from seamless. Dylan and his cronies choose to disregard Cole's directives whenever Coach Allen is absent, creating a ripple of discord. Confronting Dylan later, Cole emphasizes the importance of respecting him in his coaching capacity, yet Dylan is incensed, believing Cole sides with Allen in every matter.
Switching scenes to the comfort of their home, Danny and Jackie are engrossed in crafting posters for an upcoming fundraiser. Jackie urges Danny to inform Cole about Erin as soon as possible, to which he readily agrees, vowing to do it that very evening.
However, tranquility eludes the Walters as Joanne vents her frustrations about the ranch's new business venture to her daughter, Grace. She then drops Grace off for dinner at the Walters', where Katherine attempts to mend fences with Joanne. Meanwhile, Alex's training sessions with Blake appear to be yielding promising results.
Elsewhere, an emotional discovery unfolds as Jackie and Grace stumble upon a treasure trove of dresses designed by Jackie's late mother. The find stirs deep emotions within Jackie. Grace, sensing an opportunity, proposes selling a few dresses to bolster the fundraiser, but Jackie hesitates, torn between sentimentality and practicality.
Out on the ranch, tensions rise when George reacts with distress to Will's plans to demolish a shed, a structure with rich historical significance built by Will's great-great-grandfather. Will, however, remains focused on the ranch's business prospects over its historical value. That night, Danny gently advises Will to show more understanding towards their father. Subsequently, he ventures to check on Cole but cowers away from mentioning Erin, unable to muster the courage.
Finding Jackie in a quandary about whether to part with her mother's dresses, Katherine enters her room, offering solace. She shares a heartwarming anecdote about how her own mother meticulously dressed Jackie for a fateful night when she was heartbrokenly rejected. Katherine reassures her that whatever decision Jackie makes will be the right one, steeped in her own unique sentiment and wisdom.
The school newspaper trio comprising Skylar, Nathan, and Zach engages in a lively discussion about their piece delving into the school's budget slashes. Amidst the chatter, Zach and Nathan forge a deeper connection through their shared love for music, while Skylar whimsically suggests that Zach might have developed a soft spot for Nathan. Elsewhere, Cole inquiries if Jackie has noticed anything amiss with Danny, subtly urging her to confront Danny directly. When Cole attempts to playfully remove a strand of hay from her hair, Jackie swiftly slaps his hand aside. Transitioning to a more serious tone, Cole confides in George about his coaching woes, to which George reassuringly responds, promising that they will weather this tumultuous phase together.
Later, Will extends an invitation to George for a fishing excursion by the river. There, beneath the tranquil waters, they delve into the topic of the guest ranch, with George expressing regret for appearing distrust towards Will. Upon their return, George discovers to his relief that the shed has been strategically relocated on the ranch, sparing it from demolition.
Meanwhile, Jackie arrives at a vintage clothing pop-up event with an assortment of her mother's dresses, elegantly hanging them up for display. As the dresses start to find takers, however, a hint of uncertainty crosses Jackie's face. Erin commends Jackie for her bravery in bringing the dresses, though Jackie downplays the gesture. In an intriguing twist, Skylar catches Zach snapping photos of Nathan, playfully accusing him of knowing exactly what he's up to.
Cole also drops by the pop-up, where a chat with Ruby unveils that Dylan has excluded Cole from his party invite. Ruby's subsequent dramatic antics, involving tearing a slit in one of Angelica's dresses she's wearing, leaves Jackie visibly upset and seeking solitude outside. It's here that Katherine finds her, offering a comforting embrace.
Elsewhere, Blake and Alex venture out to witness Wylder Holt, another bronc rider in action. Blake remarks to Alex that Wylder lacks the profound connection with his horse that Alex possesses. After Wylder's departure, Alex suggests spending more quality time together, a proposition Blake eagerly embraces.
Unexpectedly, the Walters receive an unannounced visit from Richard, who harshly criticizes George for botching the townhall meeting and insists that the guest ranch project cannot be further postponed. When pressed about how he learned of the townhall, Will sheepishly admits to being the informant.
Following the conclusion of the pop-up event, Nathan eventually receives a selection of photographs from Zach, depicting the vibrant scene. Amidst the assortment, he stumbles upon a surprising number of intimate close-ups featuring himself nestled within the folder. Meanwhile, the fundraiser successfully meets Jackie's target, yet her spirits remain dampened over the dresses' issue. To her delight, Erin presents her with Angelica's crimson dress, which she had thoughtfully set aside just for this moment. Cole then proposes they depart together, their footsteps echoing towards the car. However, just as they near it, an unexpected sight greets them: Danny and Erin locked in an intimate embrace.