Four Past Midnight

Roman Giordano leads a charmed life. At the age of twenty-four, he's the editor-in-chief of a prestigious New York newspaper, wealthy playboy, and a well-respected man about town. His life is perfect. The only thing that makes it better is having his best friend, Alexandra Martin, to share it with.
Alexandra is his complete opposite: shy, soft-spoken, and pure as the driven snow, but for some reason, their decade-long friendship has stood the test of time. Until one fateful day, life takes a turn for the worse, throwing him into a never-ending loop of experiencing his best friend's death. Thankfully, the powers-that-be have other ideas, allowing him to save her life and find their shared destinies.
Maybe even love?