The episode kicks off with Kate (played by Tina Fey) and Jack (Will Forte) arriving at the charming Lucky Flucker Knox Inn. A diligent concierge attends to their car with meticulous care. As they stand poised to enter the inn's welcoming embrace, a sleek sports car roars into view, skidding dramatically to a halt. Out step Ginny (Erika Henningsen), radiant, and Nick (Steve Carell), exuding charm, who promptly greet their friends. Jack, whispering solely for Kate's ears, labels Nick an idiot, yet their greetings to Nick and Ginny are warm and genuine.
Inside, Ginny unveils an enticing poster advertising the upcoming Lakeside Scooter Tour. Nick, agreeable to considering it, complements Jack and Kate's stylish attire. Jack reveals they're embarking on a dry fall, prompting Kate to elaborate on their alcohol-free diet. The arrival of Danny (Colman Domingo) and Claude (Marco Calvani) is met with hearty applause. Ginny inquires about the local university, evoking Kate's nostalgic tales of black bean-laden meals during her student days. Danny chuckles, recounting how in the late '80s, black beans, sweet potatoes, and R.E.M. music were rumored to cure AIDS. Jack expresses his deep affection for the place.
The desk clerk (Eric Elizaga) informs them that Anne Pagano (Kerri Kenney) has already checked in. Nick insists on booking the prestigious Molly Pitcher Suite, while Ginny, open to compromise, urges him to be flexible. Kate displays a photo received from Anne, inviting her to share some Prosecco. Danny's loud laughter fills the room.
Nick gripes about their assigned room, prompting Ginny to playfully hop onto the bed and start shedding her clothes. Danny apologizes for having to sleep in his car, but Claude reassures him with a hug and a kiss, their affection spilling over as they collapse onto the bed. Jack, hinting at sexual escapades, watches as Kate darts out to visit Anne, declining his offer to accompany her.
The following morning, Claude chuckles at a Grindr profile featuring a rather scruffy beard. Danny warns of age deceit among users and demonstrates how to filter searches by age. Claude, bent on avoiding heavy conversations, insists on keeping the mood lighthearted.
On the university campus, Ginny harbors reservations about accompanying Nick. He claims to have Lila's (Julia Lester) blessing and believes her presence is crucial, now that she's an integral part of his life. Though reluctant, Ginny eventually agrees and plants a kiss on him. Beth (Ashlyn Maddox) warmly embraces Kate, Danny, and Claude, while gently reminding Jack not to shed tears. Claude waves at Lila and Anne, who wave back. When someone attempts to engage Lila in conversation, she responds curtly, if not rudely. She pulls away when Nick tries to kiss her and ignores Ginny's attempts at interaction.
Jack inquires whether Anne and Ginny have met before, to which they offer perfunctory greetings. Anne excuses herself for a massage, while Lila cites a looming project deadline but promises to catch up with them the next day. Jack, noting Kate's disappointment, invites her for a leisurely stroll. As they amble towards the shops, Lila claims to have forgotten about Ginny and never secured a play ticket for her. Nick, reassuring her that Ginny would love it, asks if she can pick one up for her, to which she agrees.
Jack's disappointment was palpable as he witnessed Vape Avenue supplanting Hot Spot, the beloved burger restaurant. Meanwhile, at a furniture boutique, Lila scoured the aisles in search of a bookshelf. Nick, spotting a compact option, inquired whether she fancied it. Both Ginny and Lila concurred that it lacked appeal. Ginny then suggested a sleek white bookshelf, which Lila admired instantaneously.
Outside The Vinyl Room, Jack generously offered to purchase Kate a record, but she politely declined and proceeded to the furniture store accompanied by Danny, leaving Claude in Jack's company. Kate inquired about Danny's well-being, to which he responded confidently, asserting his excellent health. Nick, thrilled to observe Ginny and Lila bonding harmoniously, couldn't help but share his joy, prompting Kate to advise him to keep such sentiments to himself. Nick, however, couldn't resist boasting about his good fortune.
Inside The Vinyl Room, Jack sought Claude's opinion on Austin, to which Claude replied that life had been chaotic and he had postponed the trip. Jack lamented feeling as though he and Kate had been estranged for two decades. Claude confessed his loneliness during Danny's absence but believed it prudent not to burden him with his feelings. Jack, disagreeing, urged Claude to confide in Danny, emphasizing that Danny's happiness stemmed from within. Jack selected a "Violent Femmes" vinyl for Kate.
At a cozy diner, Kate expressed her yearning for some solitude, clarifying that her desire wasn't prompted by Jack. She observed that Nick radiated a happiness unparalleled by the rest. Danny echoed that both he and Claude were content, prompting Kate to suggest that their bliss stemmed from carving their own paths. She reiterated her disinterest in casual relationships and presumed Jack felt similarly. Jack accused Kate of abandoning him, to which she responded that her text hadn't gone through. He criticized her consumption of alcohol during their designated "dry fall" and grumbled about the lemonade stain on his shirt. She handed him their room key, and he left, nursing his disappointment.
Later, at the inn, Anne was engaged in a heated phone conversation with Marlon. Kate found Jack lying in bed. When he mentioned feeling hungry, she muttered about his capability to manage his own diet. He lamented the lack of time for romance and questioned whether she truly saw him.
At the auditorium, Ginny and Nick discovered their seats were separated by rows. Jack offered to switch with Ginny, but she politely refused. Nick took the seat beside Anne as the play commenced. Lila recounted a tale of her father tearing their family apart and embarking on a relationship with someone she deemed unworthy. In a fit of rage, she used a hammer to demolish the bookshelf recommended by Ginny. A blow-up doll served as Ginny's surrogate, enduring Lila's punches and kicks. Ginny, disturbed, exited the auditorium. The actors received thunderous applause. Nick noticed Ginny's empty seat and Claude congratulated Lila, presenting her with a bouquet. Anne reveled in the play's magic. Nick criticized Lila's performance, urging her to apologize to Ginny. She accused him of cornering her, and Anne reprimanded Nick for judging Lila's artistic expression of her pain.
Danny and Claude breathe a sigh of relief at their childless state. In a moment of lightheartedness, Claude playfully flirts with a rugged lumberjack named Jack Buckenmyer, all the while oblivious to Danny's observant gaze. Later, at the cozy inn, Kate politely declines Jack's invitation for a meal, only to be swiftly swayed by the sight of the vinyl records he thoughtfully purchased. With renewed enthusiasm, she dashes to catch up with him.
Nick seeks Ginny's forgiveness concerning Lila's theatrical mishap, acknowledging the weight on her shoulders. Ginny, understanding Lila's struggles, gently advises Nick to mend the situation by truly listening to her daughter's voice. Meanwhile, strolling along a bustling sidewalk, Kate and Jack engage in a profound conversation about the complexities of marital life, reminiscing about their first passionate encounter at 590 Pomeroy—now a bustling construction site. In a playful moment gone awry, Jack accidentally triggers a car alarm, sending them scrambling away from the scene in a fit of giggles.
Back at the inn, the atmosphere shifts dramatically as Claude, Danny, and the lumberjack find themselves entangled in a chaotic mess of kisses and laughter. Claude, in search of protection, instead stumbles upon a pack of cigarettes hidden in Danny's bag. Tears streaming down his face, he confronts Danny about his apparent desire for self-destruction, lambasting him for neglecting his well-being. Danny, overwhelmed, vents about feeling suffocated and the urgent need to escape their codependency.
Their heated exchange catches the attention of Jack and Kate, who stand by, listening intently. Emotions running high, Claude hurls Danny's clothes out the window in a fit of frustration. The lumberjack, Jack, quickly retrieves his shirt before discreetly exiting the scene, leaving behind a room filled with raw emotions and unresolved tensions.