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Plot Summary


High school senior Walter Gibson and his best friend Lance are in high spirits as they prepare to embark on their college journeys. However, Walter is consumed by the realization that he has forgotten how to interact with women. As Lance heads off to UCLA, Walter transitions to a college in New England. Despite their efforts to maintain their friendship through letters, Walter’s romantic luck continues to plummet. In an ill-fated attempt to attract the attention of the ambitious and introspective Alison Bradbury, he devises a plan to trick her into tutoring him. Unfortunately, this only serves to frustrate and distance her further.

One day, Walter receives an unexpected phone call from Lance, who invites him to California for Christmas break, promising that he has arranged a meeting with a beautiful girl, declaring her a “sure thing.” Eager for a change in fortune, Walter finds a ride through a ride-share board with Gary Cooper and Mary Ann Webster. However, his trip takes an unfortunate turn when he discovers that he will be sitting next to Alison, who is heading to UCLA to see her boyfriend, Jason.

As the tension escalates between Walter and Alison, their bickering frustrates Cooper, leading him to abandon them on a deserted road, leaving an infuriated Alison behind. When Alison hitches a ride with a middle-aged man who makes unwelcome advances, Walter arrives just in time to rescue her. The two decide to stick together, trying to navigate their way to a train station.

However, the situation grows dire when Walter realizes he lacks the funds to cover bus fare, forcing them to seek refuge in a motel. Jealous after overhearing Alison chatting with Jason, Walter drowns his sorrows at a local bar, where he drunkenly joins in a round of Christmas carols. The following morning, in a bid to secure a ride, Walter hurries Alison out of their motel, even suggesting she stuff her shirt with scarves to mimic a pregnancy, hoping for better luck with hitchhikers.

Despite their efforts, they find themselves caught in a rainstorm until Alison recalls her father’s emergency credit card. They use it to spend a luxurious night at an upscale hotel, indulging in drinks and dinner. The next morning, Alison feels a touch of warmth as she finds Walter holding her, but that comfort quickly fades as he distances himself upon waking up.

As they continue their journey through Arizona hitchhiking with a truck driver, Alison overhears Walter share his intentions of meeting his “sure thing.” When they finally reach UCLA, Alison seethes in anger as she parts ways with Walter. Meanwhile, Walter arrives at a Christmas mixer where Lance has arranged for him to meet the anticipated girl. Alison, feeling listless at Jason’s place, decides to join the same party with him.

The air is thick with unresolved feelings as Alison and Walter confront their jealousy. Walter attempts to engage with his “sure thing,” but his thoughts remain preoccupied with Alison. Returning to campus after the break, the tension between them is palpable. During English class, Professor Taub reads aloud an essay by Walter that recounts his night with the “sure thing.” The essay reveals profound truths as the protagonist grapples with love, causing Alison to realize the depth of their connection. After confessing her breakup with Jason, a passionate kiss unfolds between the two, leaving their futures uncertain yet hopeful.

Timeline


Walter and Lance's High School Farewell

As high school seniors, Walter Gibson and his best friend Lance are buzzing with excitement about their upcoming college adventures. They cherish their friendship and look forward to new beginnings, but Walter secretly struggles with his ability to interact with women.

Walter's College Transition

After Lance departs for UCLA, Walter begins his new chapter at a college in New England. Despite their attempts to keep in touch through letters, Walter finds it increasingly difficult to connect romantically, leading to a sense of loneliness.

New England College

The Attempt to Attract Alison

Walter devises a plan to get close to Alison Bradbury, a girl he admires, by pretending to need tutoring in English. However, the ruse backfires, resulting only in frustration and distancing between him and Alison.

Invitation to California

Walter receives an unexpected call from Lance, who invites him to California for Christmas break. Lance claims to have set up a meeting with an attractive girl, sparking Walter's hope for a romantic interest.

The Ride-Share Incident

Walter connects with Gary Cooper and Mary Ann Webster through a ride-share platform, eager to join Lance. To his dismay, he discovers that he will be sitting next to Alison, who is also headed to UCLA to visit her boyfriend.

Deserted Road Dilemma

Tensions rise during the ride as Walter and Alison bicker, prompting Gary Cooper to drop them off on a deserted road. Alone and frustrated, they must figure out how to get to their destination.

Walter's Heroic Rescue

After Alison hitches a ride with a middle-aged man who makes unwanted advances, Walter arrives just in time to save her. This moment marks a turning point in their complicated relationship as they decide to stick together.

Motel Refuge

With no money for bus fare, Walter and Alison seek refuge in a motel for the night. Walter's jealousy flares up when he overhears Alison talking to her boyfriend, prompting him to drown his sorrows at a nearby bar.

Local Motel

The Luxury Hotel Stay

After a rainstorm, Alison recalls her father's emergency credit card, allowing them to enjoy a luxurious night at an upscale hotel. They indulge in drinks and dinner, leading to a moment of closeness that feels promising.

Upscale Hotel

Emotional Distance

The next morning, Walter's initial warmth towards Alison fades as he distances himself. Their emotional confusion deepens as they navigate their complicated feelings for one another.

The Hitchhiking Adventure

As they continue their journey through Arizona, Walter and Alison hitch a ride with a truck driver. Alison overhears Walter's plans to meet his 'sure thing,' which heightens the tension between them.

Arizona

Christmas Mixer at UCLA

Upon arriving at UCLA, Walter attends a Christmas mixer where he hopes to meet the girl Lance mentioned. Meanwhile, Alison, feeling unhappy with Jason, decides to join the same party, leading to unresolved feelings between them.

UCLA

Confrontation of Feelings

Walter and Alison confront their jealousy during the mixer, creating a heavy emotional atmosphere. Walter's thoughts are clouded by his longing for Alison while trying to engage with his intended romantic interest.

Professor Taub's Class

Back at school after the break, Professor Taub reads one of Walter's essays in class that reveals his true feelings. This inadvertently prompts Alison to re-evaluate her connection with Walter, sparking revelations about their emotions.

Classroom

The Passionate Kiss

After Alison confesses her breakup with Jason, the tension reaches a peak, culminating in a passionate kiss between her and Walter. Their uncertain, yet hopeful future is left hanging in the balance as they explore their feelings.

Characters


Walter Gibson (John Cusack)

Walter is a high school senior grappling with his self-image and romantic shortcomings as he transitions to college life. His character evolves from a love-struck teen to someone who learns about genuine connections. Throughout the film, his humor and vulnerability make him a relatable figure for many viewers.

🧑‍🎓 Student ❤️ Romantic 🎭 Comedic

Alison Bradbury (Daphne Zuniga)

Alison is an ambitious and introspective girl who becomes entwined with Walter's journey. Her character is marked by her determination and complexity as she navigates her feelings amidst a love triangle. Alison's development throughout the movie showcases her growth and the realization of her true desires.

👩‍🎓 Student 💔 Heartbroken 🔍 Insightful

Setting


Time period

The film is set in a contemporary time frame, capturing the experiences of high school seniors transitioning into college life. This period often reflects themes of self-discovery, friendship, and the complexities of modern relationships among young adults.

Location

California, New England, Arizona

The movie takes place in several distinct locations, including California, where vibrant beach culture and college life thrive. New England represents the more traditional college setting, offering a contrasting atmosphere for Walter's transition. Arizona features scenic landscapes that present challenges during their journey, emphasizing the unpredictability of travel.

🌴 California 📍 New England 🌵 Arizona

Themes


💞

Love & Connection

At its core, the movie explores the journey of young love and the importance of personal connections. Walter's initial quest for the 'sure thing' leads him to discover deeper feelings for Alison, highlighting the transformative nature of relationships. Their evolving bond encapsulates the uncertainties of love and self-identity during pivotal life changes.

🎓

Coming of Age

The film delves into the challenges faced by high school students as they prepare for the next chapter of their lives. It emphasizes the awkwardness and excitement of growing up, navigating friendships, and romantic dilemmas. Walter's maturation throughout the story reflects the trials of adapting to new social settings and responsibilities.

😒

Jealousy

Jealousy plays a critical role in Walter and Alison's relationship, affecting their interactions and decisions. Walter's insecurities regarding Alison's boyfriend Jason create tension between them, showcasing how unresolved feelings can complicate companionship. This theme highlights the emotional struggles of youth as they deal with competition and self-worth.

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