How to Make Characters Uncomfortable

Ted Thompson’s novel, The Land of Steady Habits, has earned comparisons to Richard Yates and John Updike.

Fiction should not be nice to its characters. As soon as a character reveals some preference (I like this but hate that), the story has an obligation to force the character into that hated thing. It’s a tried and true strategy that can produce some of the best moments in a story, regardless of genre (remember snake-fearing Indiana Jones facing a pit of snakes?). So, how do you set up a situation in which a character must face the thing he or she detests most?

Ted Thompson begins his novel The Land of Steady Habits with exactly this kind of moment. The novel was published by Hatchette Book Group, and you can read the opening chapter at Hatchette’s website.

How the Story Works

The first line of the novel establishes the hated thing:

One of the great advantages of Anders’s divorce—besides, of course, the end of the squabbling, and the sudden guiltless thrill of freedom—was that he no longer had to attend the Ashbys’ holiday party. The party, like all the parties he’d attended in his marriage, was his wife’s domain, and he was relieved to no longer have to show up only to be a disappointment to her friends.

The novel wastes no time forcing Anders to confront the thing he thought he’d left behind: “a card arrived from the Ashbys, as if with the season, inviting him once again to their holiday party.”

Of course, the invitation shouldn’t matter. Anders should simply toss it in the trash—the advantage of divorce. This seems to be his plan, and at first he treats it as curiosity—”the only invitation he’d received”—and tries “to decide if it was a peace offering of if they’d simply forgotten to take him off their list.”

But there’s a complication. As part of the divorce agreement, Anders agreed to give his wife the house (with its expensive mortgage), but he can’t afford to retire on what remains of their wealth and has, out of necessity and spite, quit paying the mortgage. The problem with this solution becomes clear with a second piece of mail: a note from his wife’s lawyers also comes in the mail that makes clear that he has “until the end of the year before the bank brought in a judge.”

To solve this problem, Anders must talk with his ex-wife—and that is why he decided to attend the party.

Thus, in the span of only a couple of pages, the novel creates a situation that Anders should absolutely avoid and a reason for him to necessarily confront it. As one might expect, his appearance begins uncomfortably and ends with disaster.

Side note: This novel was recently optioned by director Nicole Holofcener, whose films (Please Give, Friends with Money, Enough Said) excel at putting characters into uncomfortable situations. When you read the opening chapter of Thompson’s novel, its appeal to a filmmaker will make a lot of sense.

The Writing Exercise

Let’s put a character into an uncomfortable situation using the excerpt from The Land of Steady Habits by Ted Thompson as a model:

1. Create a character and a reasonable dislike/hatred. You might actually use Thompson’s first line as a model: “One of the great pleasures of _____ was that he/she no longer had to ______.” Life is full of situations like this. Parents look forward to no longer changing diapers, people in apartments look forward to no longer carrying groceries up flights of stairs, people who’ve changed jobs look forward to no longer commuting or sitting next to So-and-so. And, of course, most of us know what it’s like to expect that something is over—and then it isn’t. So, imagine what life change your character has recently gone through and the annoying things this change has left behind.
2. Create an opportunity to encounter that dislike. Thompson uses an invitation in the mail, which is, in a larger sense, a visit from somebody he used to know but now no longer encounters. So, imagine all the ways that your character’s dislike could return in the form of an unexpected encounter: running into someone in the grocery store, an event (wedding, funeral, graduation) that forces them together, a merger at work. We like to believe that the world is large and that we can make our own place in it, but the truth is that our places overlap more than we often acknowledge. How can you make your character’s worlds overlap in order to bring him/her into an encounter with some unpleasant thing that has been left behind?
3. Create a reason for the character to seek out that encounter. Thompson gives his character no choice, really, but to attend the party (Anders has quit paying the mortgage on the house that his wife won in the divorce, and he needs to explain himself). As Thompson demonstrates, a good way to force a character’s hand is to make him/her do something that will have negative consequences. So, imagine an act that your character could commit that would force him/her to face some unpleasantness that has been left behind. Or, imagine a circumstance that is beyond the character’s control (layoffs, illness) that could turn the character back to a place that’s been left behind. The result will likely be a scene that the character wants desperately to avoid but has no choice but to enter.

Have fun!

Tags: character development, creative writing exercises, creative writing prompts, how to write a novel, plot points in a story, Ted Thompson, The Land of Steady Habits