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The Sure Thing

The Sure Thing is a 1985 American romantic comedy road film directed by Rob Reiner and starring John Cusack, Daphne Zuniga, Viveca Lindfors, and Nicollette Sheridan. The film chronicles the cross-country journey of college students Walter Gibson (Cusack) and Alison Bradbury (Zuniga) as they make their way from New England to Los Angeles over Christmas break, each in an effort to meet their ideal romantic match.

Plot

High school senior Walter "Gib" Gibson and best friend Lance celebrate moving on to college, though Gib mostly laments having lost his touch with girls. Lance heads to UCLA while Gib attends an Ivy League college in New England. The two friends regularly communicate with Gib saying his luck with girls is unchanged. Gib attempts to woo the ambitious, regimented Alison Bradbury, his English classmate by tricking her into tutoring him. His clumsy seduction angers her.