Overnight Delivery is a 1998 romantic comedy film directed by Jason Bloom and written by Marc Sedaka, Steven Bloom, and Kevin Smith (uncredited). Exterior scenes were filmed in Minneapolis and Saint Paul, Minnesota and at the University of Minnesota.
Wyatt Trips (Paul Rudd) suspects his girlfriend Kimberly (Christine Taylor), who attends college across the country, is cheating on him. To exact revenge, Trips sends her an angry letter, a forged "used" condom, and a picture of him with his stripper friend Ivy (Reese Witherspoon) topless. After he discovers he was wrong about Kimberly's infidelity, he and Ivy go on a cross country trip to stop the letter from arriving at Kimberly's dorm. Along the way, the two encounter a hostage situation, a psychotic delivery man, and a romance blossoming between them.
Joey Lauren Adams was originally going to skip out on her part in Chasing Amy to play Ivy in this movie, but she lost the part to Reese Witherspoon. Kevin Smith, Adams' boyfriend at the time, has a documented grudge against Witherspoon and cited a rumored incident during the movie shoot.