 A multi millionaire playboy Thomas Crown steals a priceless painting from an art gallery and finds out an insurance investigator Catherine Banning is onto him. They fall for each other but Catherine is unsure because Anna, a gorgeous young woman is always around him. They go to Martinique to be alone but after they come back Thomas wants them leave together. Catherine still isn t sure, will she trust him and will he be able to trust her and overcome his deepest fears?