A notebook for fiction writers and aspiring novelists. One editor’s perspective.

• Next post • Previous post • Index

---

Outlining
(…can solve a lotta problems!)

While I’m aware that some (most?) fiction writers abhor outlining — and admittedly, it’s not the most creative part of writing a novel — I’ve found that outlining can be a crucial element of story telling. Basically, you’re creating a cheat-sheet for yourself; a roughly scribbled road map containing just enough info to remind you of where you’re going, how you’ll get there and why. But while outlining, you’re also free to explore a plethora of newly perceived What if…? concepts along the way — some of which may dramatically alter or improve your story.

Writing a novel is like a marriage. Those first 10-20 pages are the honeymoon period. It’s all fun and games, exploring new options and considering uncharted territories. But then the reality of carrying all that weight (sorry, married people) begins to take its toll. Sometimes uncertainty, self-doubt and even depression can result. And then this cute-little-blonde of a new idea comes along, turns your head and there goes the marriage.

My advice? Dump the blonde (at least put her aside for a while) and persevere. Writing a novel is, and will always be, a major commitment. Stay the course.

Once you have your final chapter outlined, you’ll likely find it much easier to write toward that established end-game — even if you’ve only written a few pages of a first draft. However, once you’ve plotted those last few scenes, your characters will have sufficient motivation getting there and you’ll find yourself taking far fewer uncharted turns into the abyss.

Outlining a story doesn’t mean you can’t change your mind midway through, should better ideas occur to you. (Because they occasionally do. Creativity never sleeps.) But, if so, take the time to update your outline and feel how this new concept plays out before writing another 20-30 pages that may go nowhere. (Although don’t delete your old ideas just yet.)

If you have reservations, consider this: Outlining is the literary equivalent of story-boarding a movie. Of roughly sketching a canvas before you begin to paint. Outlining can help you reveal who did what, and when, and why. Outlining can keep track of your ‘off-screen’ characters, and can help build a timeline—very effective if you have a huge cast—and will offer you a step-by-step guide from Point-A to Point-Z. Outlining can locate dull (low drama) scenes or scenarios, flaws in logic and various structural weaknesses. The better you’re able to visualize your potential story, scene by scene, or plot obstacle by plot obstacle, or character by character, I suspect the more profound and complete your first draft will become. Outlining can essentially give your brain a head start.

Although I consider outlining a bare-bones approach to understanding a story line, it’s certainly okay to focus on bits of minutia — if that minutia is important to your story and ready to be written. For instance, a sufficient bullet point (optional!) might be as simple as:

• Jackie overhears Eduardo speaking on the telephone in the study. She suspects that he’s orchestrating his wealthy mother’s murder.

• Frightened by the implications, she returns to her bedroom and….

Or as complex/complete as:

• Jackie speaks fluent French, and yet she also knows a smattering of Italian, and when she overhears Eduardo on the telephone in the study, speaking frenetic Italian to Mr. Molano, she catches a few words—not enough to decipher the conversion but aware that ‘uccidere’ means murder. She infers that Eduardo and Mr. Molano are plotting something nefarious against Eduardo’s invalid mother, well aware of the old woman’s significant insurance policy.

• Frightened by the implications, she returns to her bedroom and….

When I outline, I’m usually aware of each scene visually unspooling inside my head, as if I’m watching some sort of abbreviated, cerebral video clip. Sometimes those scenes are quite profound, and often very detailed. Occasionally snippets of dialogue or narration will occur to me out of the blue, the sort of material I typically do not include in an outline. And yet, aware that I may not remember such detail weeks or months from now, I’ll take the time to expand those thoughts or ideas as they occur. I once wrote three-plus pages of a nuanced yet crucial conversation in an outline—dialogue that made my first draft and, almost a year later, made the final draft, almost verbatim. 

So don’t fret about giving your outline any definitive guidelines, as in having a word-limit or excluding a little color or texture or subtlety. If you wish to embellish, embellish. Make notes, give yourself options, ask questions: (Does Eduardo know that Jackie’s overheard his conversation? Would that additional dramatic impact? Or maybe Jackie only suspects that he’s overheard, which adds a completely different layer of psychological tension?)

S’up to you. And, yeah, I create notes to myself in red, a quick, visual reminder that certain scenes may be in need of further consideration. Remember, an outline’s solitary purpose is getting you from here to there, first page to last. Think of it as a treasure map.

I also suggest updating your outline as you continue to draft your story and expand your story arc. Characters may change, sub-plots may come and go. Various plot-essential twists and turns may develop, and keeping your outline up-to-date can’t hurt. Like your manuscript, your outline should be a constant work in progress. (Because I can be somewhat anally retentive when I write, I’ll even tag my outline versions to coincide with my manuscript. If I’m working on draft version 3.1, my outline is also tagged V3.1.)

Need a More In-Depth Look at an Outline?
Here’s an Example.

Let’s say we want to write a love story that takes place in early 20th century Boston, at a time when immigrants are flooding the Atlantic seaboard states and seeking safe communities in overcrowded, impoverished, crime-infested cities. Politicians are little more than crime bosses. Young Bobby, who’s second generation Irish, falls in love with Maria, who’s second-generation Italian. Their families live on the edge of a teetering, seething cultural dividing line between the Irish and Italian communities. Such love, in those days, is often fatal.

We want our story’s opening to be pretty standard fare.

Bobby (17) meets Maria (16) at the corner apothecary/soda shoppe down the street. (This introduction is your inciting incident). He flirts, she giggles and despite Bobby’s best intention to dismiss her, he begins fall in love. And despite Maria’s father’s objections (‘No daughter of mine’s gonna be seen with some no-good, thievin’ mick squatter from Windsor!’) Maria’s smitten as well. They begin to sneak away to the apothecary, or else meet at a nearby duck pond and talk away the long, summer afternoons. At one point Maria’s older brother, Vincente, catches sight of them holding hands. Vincente beats up Bobby, but that only reinforces his intention to marry Maria. Bobby’s older brother, Patrick, then beats up Vincente—their mothers bicker at the corner grocery, screaming in both Italian and Gaelic. Maria’s father, Luigi, threatens to lock her in the basement for a month, and repeatedly threatens to whip the poor girl senseless. Bobby’s father, Michael, likewise demands that his son stay away from this greannach girl—and yet Bobby and Maria aren’t dissuaded. They secretly plot to run away together…maybe to California, if they can save enough pennies, nickels and dimes.

Okay, so we’ve maybe written 100 pages of dramatic, intense realism, building the foundation of our story, with fleshed-out characters and brooding relationships. It’s time for Bobby and Maria to make their move. Come midnight, they’ll sneak away to board that long awaited train to California.

But perhaps that’s as far we’ve visualized the story line. All along we’ve assumed that Bobby and Maria would elope and leave their families behind—but we suddenly realize that, once they’ve boarded the train, we’re leaving most of our carefully orchestrated, dramatic roadblocks behind as well. Freeing Bobby and Maria to be themselves, and happy, will suck much of the raw emotion out of the story. Do we create new dangers on their way to California, or keep them in Boston until we can complete a few more story arcs?

Basically….so now what?

It’s the perfect time to outline any number of possible solutions. So after a number of false starts — ideas that, when outlining, are far easier easy to delete or alter than dumping 25 or 50 carefully drafted pages — maybe we find a couple of worthy concepts. So here goes:

Sample Outline. (Option A):

• Bobby’s adamant about eloping with Maria. Because Bobby’s big brother, Paddy, is wary of Bobby’s brash stupidity, he accompanies Bobby into Boston’s Little Italy to keep him safe.

• As they approach Maria’s house, they find her father, Luigi, and her brother, Vinnie, waiting for them in the shadows, holding baseball bats. ‘

• Brashly, Bobby declares his love for Maria and vowed that he won’t be deterred.

• In a rage, Vinnie takes a swing at Bobby, who ducks the blow.

• Paddy pulls a small revolver from his waste band and shoots Vinnie dead.

• Panicked, Bobby grabs Maria’s hand and pulls the sobbing girl away from the fray.

• Running from the madness, neither Bobby or Maria see Luigi kill Paddy with a blow to the head.

• An Irish cop, by happenstance, sees Paddy go down, and shoots Maria’s father. No! Luigi will provide far more drama as a foil if he’s still alive!

• Meanwhile, Bobby and Maria find refuge in an unoccupied, dilapidated tenement home a block away. Bobby’s tries to comfort Maria — but the girl’s distraught about her brother’s death.

• An indigent wino attacks Bobby, but Bobby knocks the old guy out with a punch. No! Keep the plot taut here. No need for non-specific violence. The scene is dramatic enough without the distraction.

• Maria tells Bobby she must return home in shame to comfort her parents and, sobbing hysterically, she tells Bobby she still loves him, but that her brother’s death means they can never find happiness together. She kisses him goodbye.

…and now we’ve given ourselves a new set of hurdles before the two lovers can board that train and flee to happily ever after.

But what if we’re not fully convinced that this is our best option? Perhaps we’re still looking for other drama-rich possibilities. The great thing about outlining: It’s quick and easy and, at this point, hardly definitive. Maybe we’re still thrilled about that train ride to California, and whatever obstacles that trek may provide. Nothing says we can’t also provide ourselves with Outline 2.0. So what if…?

Sample Outline. (Option B):

• Bobby’s adamant about eloping with Maria. Because Bobby’s big brother, Paddy, is wary of his little brother’s brash stupidity, he accompanies Bobby into Boston’s Little Italy to keep him safe.

• As they approach Maria’s house, they find Maria’s father and her brother, Vinnie, waiting for them in the shadows, holding a baseball bat. ‘

• Brashly, Bobby declares his love for Maria and vowed that he won’t be deterred by Vinnie’s threats of violence.

• In a rage, Vinnie takes a swing at Bobby, who ducks the blow.

• Paddy knocks Vinnie unconscious with an uppercut to the chin. Bobby grabs Maria’s hand and the three of them hustle off to the train station.

• A moment later, Vinnie comes to. And aware of Bobby’s plan to flee to California, he follows them to the station.

• Paddy gives Bobby a wad of cash and they hug. Bobby and Maria board the train and wave goodbye.

• A moment later, Vinnie shows up. Seeing Paddy watching the train depart, he pulls a small pistol from his waist band and shoots Paddy dead. In the ensuing panic, Vincente makes his getaway.

• Vinnie returns home, explains that he saw Bobby and Maria board the train to California, but was a moment too late to stop them. (Does Vinnie tell his father he killed Bobby’s brother? Does he keep that a secret? Not sure yet!! Pros and cons of revealing the murder now???)

• Enraged, Luigi tells Vinnie that they’re going to California on the next train and bring Maria back home. (Will two train tickets cost Luigi his last cent? Will they have to revert to robbery to fund their journey westward?) Since Vinnie’s a murderer, do we want to make Luigi a full-blown antagonist, or ultimately more sympathetic to Bobby’s plight? Meaning, might Luigi be redeemable? If so, probably not yet, but for the moment we’re keeping that open.

And thus, with relatively little effort, we now have two potential paths of forward momentum to choose from. Even with three or four variations outlined, eventually one will emerge as our best approach, and once we decide the most dramatic, exciting choice—we’re back on track and ready to draft another few scenes or chapters.

Oh, and one last option: If the spirit moves us, we can complete our outline — finish our story — before we begin drafting again. If we can discover a direct route from the train station to that final page, and outline the remainder of our book, we have a distinct advantage of having a complete roadmap between here and there. With a complete outline, we’re pretty much assured of how to proceed to the end of our tale. We’ll make far fewer wrong turns and blunders, and follow our map and that final destination: THE END.

Remember, an outline is simply a brief, short-hand list of what goes where. One need not add color or dialogue or innuendo. (We can if we like, but it’s not essential at this point.) We’re simply jotting down enough of our bared-bones, essential story-line to remind us of where we’re going and how we’re going to get there. And, if we’ve begun our story somewhere in the middle, we can outline backwards to our first chapters and eventually connect the dots as well. And then, when satisfied, continue outlining chronologically to the book’s ending.

Do note that I don’t consider outlining to be a mandatory step. While I personality consider an outline to be a crucial writer’s tool, I still believe it’s a writer’s choice whether to outline or not. Some writers can outline in their heads and don’t need to take notes. For many writers, it’s an ‘only as needed’ obligation, a chapter here, a scene there. Maybe there’s a fork in the proverbial road. Which way to go? Outline both options! But, s’up to you. (But keep this tool in mind, the next time you find yourself stuck in the middle. It can be like taking a sledgehammer to writer’s block)
.

---

• Next post • Previous post • Index
.
.

by