Most Iconic Ugly Duckling Transformations in Movies

5. Miss Congeniality (2000)

"Miss Congeniality" features one of the most perplexing casting choices in cinema history. The idea of making Sandra Bullock appear unattractive without heavy makeup or prosthetics seemed like a tall order. Nevertheless, Gracie, the tomboyish FBI agent, undergoes a complete transformation into a "supermodel" to go undercover at a beauty pageant and thwart a bomb threat.