By: Quinn Que
Sylvia (Rose Byrne) and Will (Seth Rogen) are car shopping and discussing how Sylvia’s new venture as an event planner is progressing. During their outing Will receives a call from his fiancée Jenna (Rachel Rosenbloom) and Sylvia observes something off in their interaction. She notices Will’s awkward use of pet names and his apparent difficulty including Jenna in group conversations. The situation becomes more complicated when it’s revealed that Sylvia has been tasked with planning Will and Jenna’s upcoming wedding. Their car shopping adventure takes a comedic turn when Sylvia finds an attractive sports car but struggles with the test drive due to it being a manual transmission.
Back with her family Sylvia discusses her wedding planning job, including her husband Charlie (Luke Macfarlane) and their children Frances (Sophie Leonard), Simon (Max Matenko) and Maeve (Sophia Kopera). The conversation shifts to Frances learning to drive, with Frances expressing nervousness about her daughter taking lessons with Charlie. During a family driving lesson, the parents discuss Will’s current state, noting that he seems to have lost his edge and appears more awkward and lame than before. The apple doesn’t fall far from the tree as Frances’s driving lesson proves just as disastrous as her mother’s earlier manual transmission attempt.
Sylvia’s first official visit with Jenna as wedding planner takes place at the bride-to-be’s palatial home, leaving Sylvia shocked and impressed by the opulent surroundings. During this meeting Sylvia experiences discomfort as Jenna repeatedly compares herself as an equal to Sylvia, despite the obvious disparity in their professional situations – Jenna being a high-powered corporate executive while Sylvia runs a part-time, one-person operation.
During a private tour of the house Jenna asks Sylvia to help convince Will to allow her father Hank (Sam McMurray) to perform a cheesy toast as part of the wedding festivities. Sylvia agrees to broach the subject with Will. However, when Sylvia finds herself alone with Will he drops a bombshell by confiding that he has developed a crush on someone. Sylvia immediately shuts down the conversation, insisting this is not the time for such complications. Will appears nervous but agrees to drop the subject.
That evening Sylvia discusses the situation with Charlie, who suggests she was too harsh and hasty in her response to Will. Charlie argues that Sylvia shouldn’t let her commitment to the wedding planning job override her friendship, emphasizing that she needs to prioritize being a good friend and listening to Will during this vulnerable period. Sylvia considers that her husband might be right.
The next day at a wedding rehearsal Sylvia meets with Will and suggests he reconsider allowing Hank’s toast. Will strongly declines and when Sylvia probes whether the toast might be problematic, rattling off increasingly outlandish possibilities, Will clarifies that it’s simply extremely lame rather than offensive.
Things at the rehearsal take an unexpected turn when Will’s friends, revealed to be high on acid, accidentally contaminate one of the champagne bottles with a tab of LSD. Will and Sylvia quickly devise a plan to prevent guests from consuming the spiked champagne by pretending that pouring it out is a Jewish tradition. They retreat to a storage room to brainstorm solutions, initially considering mixing hard liquor with Sprite to create a makeshift exotic cider.
Instead they decide to make an emergency trip to Bevmo to find replacement bottles. At the store they discover that the only matching bottles are reserved for another customer. Through a series of deceptive maneuvers involving different store clerks, they manage to walk out with the reserved wine. The manager angrily catches on at the last minute and shouts about the store’s no chase policy as they make their escape.
On their way back Will insists on stopping at a café for a sandwich where he introduces Sylvia to Hannah (Grace Dumdaw), a young barista who is clearly the object of Will’s crush. After initially denying his feelings, Will admits his attraction explaining that he thinks Hannah is “more his speed” because he feels nervous about Jenna’s family being so different from him. He describes them as very Waspy and lame, unlike his hipster self-image, though he acknowledges barely knowing Hannah. Sylvia helps Will recognize that he’s engaging in his typical self-sabotaging behavior. He agrees and they depart from the café.
Their return journey hits another snag when they brake hard to avoid a robotic golf cart, causing the wine bottles to break. Forced to implement their backup plan, they return with the Sprite cider concoction and proceed with the event. Will ultimately agrees to go along with Hank’s toast, which proves to be an incredibly lame hip-hop inspired song tribute to Jenna.
Despite the various complications, Sylvia and Will congratulate themselves on successfully navigating the challenges. However, tension emerges when Jenna questions where they disappeared together for a long time. Their awkward explanation receives a skeptical “if you say so” response from Jenna, creating palpable awkwardness. The episode concludes with a chaotic scene as one of Jenna’s relatives storms through the dining hall completely naked, clearly under the influence of the acid-laced wine that somehow made it to him despite their efforts.