Told mostly in flashbacks, the film tells the story of Pamela Digby Churchill Hayward Harriman, one of the greatest and probably most famous courtesans of the twentieth century. While not showing her childhood, first marriage to Winston Churchill's son, or most of her affairs, we do get to see her affair and eventual marriage to Broadway producer Leland Hayward, and then her marriage to politician Averell Harriman, with whom she had an affair while both were married to others in World War II. We also see her as ambassador to France during her last years, and her death in 1997. While some (mostly her lovers) adored her, others (mostly her son and her husbands' children) hated her.
Geeky teenager David and his popular twin sister, Jennifer, get sucked into the black-and-white world of a 1950s TV sitcom called "Pleasantville," and find a world where everything is peachy keen all the time.
Jeffrey "The Dude" Lebowski, a Los Angeles slacker who only wants to bowl and drink white Russians, is mistaken for another Jeffrey Lebowski, a wheelchair-bound millionaire, and finds himself dragged into a strange series of events involving nihilists, adult film producers, ferrets, errant toes, and large sums of money.
Having never fully recovered from a prom date that became a total disaster, a man finally gets a chance to reunite with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.