The Sex Talk (Situational Irony)
One of the more comedic and ironic moments in the film occurs when Jennifer explains to her Pleasantville mother, Betty, what sex is. The irony of a child giving her parent "the talk" is fairly self-evident, and has to do with the strange logic of Pleasantville, in which sex doesn't even exist.
Bud and Mary Sue are from the Future (Dramatic Irony)
Throughout their time in Pleasantville, no one there learns that David and Jennifer have actually been transported there from the 1990s. This creates some dramatic irony in that the viewer knows that these two teenagers are not the wholesome high schoolers they are perceived to be, but to everyone in Pleasantville, they are "Bud" and "Mary Sue."
TV Time (Dramatic Irony)
In the beginning of the film, we see David and Jennifer planning their nights around watching television. While we know that they are both planning to watch television at the same time and will likely encounter conflict, they believe that they will have the television all to themselves. Each of them has a very important reason for wanting to use the television: David has been looking forward to the Pleasantville marathon for weeks, and Jennifer has a hot date.
Jennifer stays in Pleasantville (Situational Irony)
At the end of the film, David elects to go back to the modern world, but Jennifer wants to stay and pursue an education in Pleasantville. This is ironic because David started out being the one who was more enthusiastic about Pleasantville, given that he was a longtime fan of the sitcom. It is unexpected that Jennifer, who experienced the town with skepticism and annoyance in the beginning, is the one who in the end wants to remain there.
