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Jesse and Walter White had lots of great free-flowing conversations with each other.

In my attempts to finish all the Last Great Screenplay Contest entries by my target date of October 31st, I’ve found myself reading a lot of bad dialogue lately. But not normal bad. Bad in a specific way. A lot of the dialogue I read in amateur work is STILTED. There’s no life to it. It reads rote, logical, robotic.

Which makes sense if you understand screenwriting.

When a writer goes into a dialogue scene, they often have a preconceived notion of how the dialogue is going to go. For example, if Margaret and her husband, Darryl, need to discuss selling the house, you have a sense of what that conversation is going to look like before you’ve written it. Therefore, the dialogue is just a matter of dictation. You place down on the page what’s in your head. “We need to get the house up on the MLS before the end of the month.” “I know.” “Well, then we need to take pictures.” “We have pictures.” “The ones that Joan took? She took those on her iPhone. We need professional pictures.”

Notice how this is logical information being exchanged (and bland information at that). There’s a reason for that. As a writer, you see the scene BEFORE IT’S HAPPENED. But real people experience moments AS THEY’RE HAPPENING. This fundamentally changes how words come out of peoples’ mouths.

As a writer, all you’re thinking about is conveying the information properly so you can get from point A to point B. As such, your dialogue will reflect this. It will almost feel like Character B knows what Character A is going to say before he says it. And that’s because she does. You, the writer, are Character A and B so you’re subconsciously setting up questions and answers that the other character already knows.

Meanwhile, in real life, Character A doesn’t know what Character B is going to say. They might have an idea. But they don’t know exactly what they’re going to say. This is why real-life conversation tends to have more energy than movie dialogue. It’s alive. It’s evolving second by second. Therefore, you want to try and capture truthful exchange in your dialogue by any means possible.

One of the ways to do this is through a “free dialogue pass.” This is where you erase all of the artificial motivations that you, the writer, are imposing on the scene, and think of the scene more as how it would occur in real life. In other words, Character A doesn’t need an overt goal going into the scene. There shouldn’t be any time restriction on the scene (most dialogue scenes are about 2 and a half pages long. You’d get rid of that). And, most importantly, don’t have any preconceived notions about what the characters need to say to each other or where the scene needs to go. It’s going to go WHEREVER THE CHARACTERS TAKE IT. That’s a scary thought for a lot of writers. They want to control what the characters say. But your need to control the dialogue is what’s resulting in it being so stilted. I mean, when has anything that’s overtly controlled ended up feeling natural?

Your “free dialogue pass” can last as long as you want it to. It can last 20 pages. The idea is to get a natural flow of dialogue that you can then mold into something more structured. If you find a six-line exchange between two characters that’s really clever in your “free dialogue pass,” and that’s the only part of the exercise that makes it into the final scene? That’s a win. Because the other option is only having the boring structured exchange of information that comes from controlled dialogue.

In order to get the most out of this exercise, I want you to understand just how many options are open to you when Character A says something to Character B. Because I think that most writers believe there are only a couple of responses. And, usually, those responses are responses they’ve seen characters say in other movies. If you really want your dialogue to feel fresh, you need to open your mind to the fact that there are thousands of potential responses to every line of dialogue. And if you’re only going with the two or three most obvious ones, I got bad news. Readers think your dialogue sucks. You need to get out of your comfort zone. You need to take more chances.

So, I’m going to give you a single line of dialogue. Character A says to Character B, “What’s your favorite color?” Okay. Now. What’s the first response that comes to mind for that question? Well, let’s see just how many ways another character can respond to this.

1 – The character can simply answer the question. “Blue.” This is usually the least interesting answer.

2 – They can reject the question. “None of your business.”

3 – They can respond with a question of their own. “What if I like more than one?”

4 – They can ignore the rules. “Blue, Yellow, Aqua Green, and the Rainbow.”

5 – They can flirt. “The color of your eyes.”

6 – They can flirt better. “That’s personal information you’re requesting. What do I get if I tell you?”

7 – They can choose not to answer at all.

8 – They can lie. “Orange.” (Knowing that the other person’s favorite color is orange)

9 – They can make an assumption about why the other character is asking the question. “Ooh, are you psychologically evaluating me? You want to know my sign next?”

10 – They can call the other person out. “Really? That’s the best question you can come up with?”

11 – They can answer with a song. “Blue mooooooooon. You saw me standing alooooone.”

12 – They can get irrationally upset. “Why the f%#@ would you ask me that?”

13 – They can be playful. “Well that’s offensive.” “Why?” “Cause I’m colorblind.”

14 – They can make a demand. “You tell me first.”

15 – They can tell a story that leads to their answer. “Earlier this year I was driving up PCH at sunset and it had just rained. The clouds were parting right as the sun was setting and it caused this filtered orange-purple glow to settle over the coast for all of 30 seconds. It was the most beautiful thing I’ve ever seen. Whatever that color was? That’s my favorite color.”

16 – They can make a joke. “The color of money, of course.”

17 – They can be preoccupied with something else. “Did I leave my wallet in the car?”

18 – They can misunderstand. “Your favorite color? Why would I know your favorite color?” “No, YOUR favorite color.”

19 – They can opt out of the conversation. “Can we talk about something else?”

20 – They can become Movie Trailer Voice Guy. “IN A WORLD OF ENDLESS COLOR, ONE WOMAN MUST KNOW HER DATE’S FAVORITE FOR SOME REASON.”

The idea here is to break out of the logical thinking trap that is required to map out a screenplay. We’re often in “structure” mode when screenwriting and that’s the last place you want to be with dialogue. Allow yourself to be free. And when you’re inside of those scenes, stay away from common answers. Dialogue tends to get the most interesting when something unexpected is said. I’ll give you the perfect example because it happened last night on The Bachelorette.

It’s early on in the season so the Bachelorette, Clare, doesn’t know anybody yet and one of the guys, Brandon, sits down with her for the first time. These carefully orchestrated sit-downs are usually boring because the conversations are decided upon ahead of time. So I was falling asleep, not really paying attention. Then Clare asks, “So why did you want to meet me?” And Brandon says, in a completely sweet and innocent manner, blushing as he says it, “Well, I thought you were gorgeous.” And there’s this pause before Clare’s eyebrows furl and she says, “That’s the only thing you’re interested in? How I look?” In a split second, a boring conversation became contentious, with Brandon trying to dig himself out of the hole he’d just dug.

That’s what you’re trying to do with dialogue. You’re trying to find those lines and those moments that bring an energy to the conversation. You can’t do that if you already have pre-established conversations in your head or your characters are always responding to each other with expected responses. Dialogue will always be difficult. But it becomes less so when you stop trying to control it. Try these suggestions out and watch your dialogue come alive!

Carson does feature screenplay consultations, TV Pilot Consultations, and logline consultations. Logline consultations go for $25 a piece or $40 for unlimited tweaking. You get a 1-10 rating, a 200-word evaluation, and a rewrite of the logline. They’re extremely popular so if you haven’t tried one out yet, I encourage you to give it a shot. If you’re interested in any consultation package, e-mail Carsonreeves1@gmail.com with the subject line: CONSULTATION. Don’t start writing a script or sending a script out blind. Let Scriptshadow help you get it in shape first!