Last Thursday night, in the last home game of his 20-year career as the New York Yankees shortstop, Derek Jeter hit a walk-off single in the bottom of the 9th inning. A storybook ending.
Now I’m not the resident Yankees fan here. That crown belongs to Miriam. In fact, I’m not even a Yankees fan at all. I’m a Mets fan—may God help me. But come on, how could you not love that moment? Jeter, a class act, the last vestige of the old New York Yankees, the embodiment of clutch, comes up with a big hit in the bottom of the ninth to win the game, his last game in pinstripes. You couldn’t write a better ending.
“Where fantasy becomes reality.” That’s what the announcer said after Jeter’s last ever walk-off hit. I must have watched that clip fifty times. And I got goose bumps every time. But I’m not entirely sure why.
Usually I hate storybook endings. For some reason, whenever I encounter a happy ending at the end of a book, I always feel cheated, taken for a fool. Perhaps I’m a pessimist, but I don’t think happily ever after ever really happens. Books that end that way aren’t realistic. Storybook endings just don’t happen in real life.
Except they do. It certainly did for Derek.
So why then do readers often criticize fairy tale endings? Does good literature always need to end in tragedy and despair? And if so, what does it say that a good book must leave you feeling hopeless?
I am curious to learn what our readers have to say about storybook endings. Love them? Hate them? Does it depend on a case-by-case basis, and if so, why do some storybook endings work and others don’t? Sound off in the comments!

September 30, 2014
mhoogland