Surprise Ending

Not all of us love a surprise party, but most of us probably enjoy a well-crafted and unexpected turn of events in the stories we read (be they fiction or nonfiction) just when we thought we had the whole thing figured out. I'm not talking about those playful-but-clever O. Henry kind of endings, but endings that feel organic and right--satisfying on every level. How do writers come up with those great endings? I wish I knew. I wish there was a simple formula for that -- or even a complicated one. 

Needing a break from my novel and the slow, seemingly never-ending progress I've been making on my third rewrite,  I thought I'd tackle something new for a while -- a project I could start and finish in a month or two -- a short story, maybe, just a few thousand words.  A piece of cake, or so I thought. 

It wasn't difficult to come up with a premise right away. A week later I even had what I thought was a pretty decent rough draft of the first two-thirds of the story.  So far so good, but as always, the final third of the story had my brain tied up in knots.  How do I find that perfect surprise ending, the kind of ending that resonates and sends the reader back to the beginning to see how in the heck I pulled it all off?  An ending that's totally unexpected, but feels in retrospect like the story was working up to that final moment all along...?  

To pull off a surprise like that, we need to really know and understand our characters, especially those who'll be surprising us with their unexpected and seemingly unpredictable actions.  We need to know who they are and what they're capable of.  What motivates them to behave the way they do? Have they shown through past action that they are capable of such behavior?   What are their secret and not-so-secret yearnings and fears? 

In Writing Fiction Step by Step author Josip Novakovich suggests that in order to avoid the sense of "foregone conclusion" when creating and defining our characters we should look beyond simple "character traits" that tend to pigeonhole our protagonists and other characters into behaving in predictable ways:   

When we do what Novakovich suggests above, we need to make sure that we've prepared the reader ahead of time. We don't want to spoil the reader's surprise, but we want the ending -- and the character's unexpected behavior -- to ultimately make sense. 

Brandi Reissenweber, author of the “Ask the Writer” column for The Writer magazine (and my all-time favorite online writing instructor at Gotham Writers Workshop) explains in the following three snippets (from one of her many in-depth lectures on craft) the importance of carefully setting things up so that when the surprise comes it doesn't feel forced:

My favorite bit of advice on "endings" and "surprise" comes from author and creative writing professor John Dufresne in his enthusiastic and inspiring book on craft, The Lie That Tells A Truth.  It comes from his chapter on plot titled "The Queen Died of Grief." I find myself returning to this passage every time I approach the ending of a new story, and I imagine that you will, too:

Below the exercise I've listed a few of my favorite short stories with surprise endings that work really well. I'd love to hear about some of your own favorites. The more we read stories with good surprise endings, the closer we'll get to actually pulling one off ourselves.  Oh, and hey -- if, during your travels and studies, you happen to come across a simple formula for generating the perfect surprise ending, be sure to let me know, would you?

Maass notes that in his workshops, "nearly three-quarters of participants find that they prefer the approach to the scene that this exercise yields.  Why is that? First choices in writing a scene often are the easiest: the ones that make sense and feel safest.  But safe choices make a scene predictable. Reversing motives shakes up a scene.  It makes its course less expected, yet no less logical since the action still comes from your character's true, deep motives." 

Seems to me that you could use this same exercise for the "endings" of stories as well. Or the endings of novels.  Or the endings of chapters in novels. What is it your character yearns for? Make a complete list of his reasons for wanting it.  Come up with several new and surprising "endings" based on each of the motivations on your list and write a brief summary of each.  Do any of these new endings surprise you more than others? If so, find places earlier in the story to show that your character is capable of such an unexpected action. Can you convince the reader through your character's past experiences that his surprising action later in the story is not only plausible, but right? 

A few of my favorite short stories available to read online:

"Neversink" by David Benioff  

"Twin Study" by Stacey Richter 

"The Wig" by Brady Udall (transcript from "This American Life", NPR) -- my favorite flash fiction piece (only 372 words!)

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Josip Novakovich: Writing Fiction Step By Step

Donald Maass:  Writing the Breakout Novel Workbook

John Dufresne:  The Lie That Tells A Truth

Brandi Reissenweber: writing instructor for Gotham Writers Workshop and author of the "Ask the Writer" online column for "The Writer" magazine