Millionaire George Wade (Hugh Grant) doesn't make a move without Lucy Kelson (Sandra Bullock), his multi-tasking Chief Counsel at the Wade Corporation. A brilliant attorney with a strategic mind, she also has an ulcer and doesn't get much sleep. It's not the job that's getting to her: it's George. Now, after five years of calling the shots, on everything from his clothes to his divorce settlements, Lucy is calling it quits.
Although George makes it difficult for Lucy to leave the Wade corporation, he finally agrees to let her go – but only if she finds her own replacement. After a challenging search, she hires an ambitious young lawyer (Alicia Witt) with an obvious eye on her wealthy new boss. Confronted with the fact that Lucy is literally sailing out of his life, George faces a decision of his own: is it ever too late to say I love you?
理想家肌のできる女性弁護士ルーシーは、ひょんなことから、大富豪でハンサムだが軽薄なジョージの下で働くことになる。半年もたたないうちにルーシーは、優柔不断なジョージのネクタイ選びから離婚訴訟調停まで面倒見ることに・・・。「こんなことのためにこの会社にいるわけじゃない！」とキレたルーシーは、２週間後に辞めると宣言。ところが、後任の女性弁護士が採用されると、なぜかルーシーの心はざわつく。一方ジョージも、ルーシーにこれまでにない感情を抱いていた。自分の気持ちに気づくのが遅すぎた二人は、愛をつかむことが出来るのか？
