Overnight Delivery

Overnight Delivery is a 1998 romantic comedy film directed by Jason Bloom and was rated PG13 by the MPAA and released directtovideo. It featured Reese Witherspoon and Paul Rudd, prior to both becoming considerably bigger film stars.

One day when Wyatt calls Kim, her roommates reply leads him to believe that Kim is cheating on him with some guy named The Ricker. Heartbroken, he goes to a strip club, gets drunk and becomes acquainted with one of the clubs dancers, Ivy Miller Reese Witherspoon. She suggests to Wyatt that he get back at Kim by sending her an abusive letter and a topless picture of himself with Ivy. Wyatt complies by sending the package through Global Express, an overnight delivery service.The next morning, Wyatt discovers that The Ricker is, in fact a dog whom Kim had to dogsit. Regretting his actions, he realizes he hashours to retrieve the package before it gets to her. Wyatt and Ivy go to the Global Express office where, by chance, they encounter a spiteful classmate of Wyatts Sarah Silverman who refuses to help them. Wyatt tries to talk the deliveryman Larry Drake into giving him the package, but he thinks Wyatt is a spy for the company, and refuses to break the rules. ........

Source: Wikipedia