When we connect with a story, it’s often because we’ve connected with a character—someone flawed, complex, and emotionally raw. But crafting emotionally rich characters doesn’t always come naturally. It takes intention, reflection, and sometimes, a challenge to dig deeper.
If you’re looking to develop stronger emotional arcs and truly unforgettable characters, these 10 writing challenges will guide you through that process. Whether you’re working on a novel, short story, or just getting to know your characters better, these prompts are designed to unlock powerful, emotional storytelling.
1. The Secret That Shapes Them
Write a scene where your character’s deepest secret influences their actions. Maybe they made a mistake years ago, or they’ve been hiding a truth that shapes how they treat others. Let the secret drive their choices, even if no one else knows it yet.
Bonus: Write a second scene where that secret is discovered—and explore how your character reacts.
2. The Moment That Changed Everything
Create a flashback or memory of a defining moment in your character’s past. This could be a loss, betrayal, achievement, or revelation. Let the reader feel how that moment still echoes in their present life.
Ask: How would your character be different if this event had never happened?
3. Emotional Misdirection
Challenge yourself to write a scene where your character says one thing but feels another. Maybe they smile while delivering heartbreaking news. Maybe they act calm when they’re on the verge of breaking. Use body language and subtext to show the inner emotional storm.
4. The Mirror Scene
Have your character confront themselves—literally or metaphorically. This could be a physical mirror, a voice recording, or a journal entry. What do they see when they’re alone with their thoughts? What do they wish they could change?
5. Relationship Breakdown
Write a confrontation or falling-out between your character and someone they care about. Don’t just focus on the dialogue—explore the why. What emotional wounds are being poked? What’s going unsaid?
Tip: Let silence or hesitation say as much as words.
6. Flawed Heroics
Give your character a moral dilemma that challenges their values. Let their personal flaw lead them to make the wrong choice. Then write the emotional aftermath. Do they justify it? Feel guilty? Shut down emotionally?
7. First Impressions vs. True Selves
Introduce your character through another character’s perspective. Maybe they seem cold, confident, or kind. Then, rewrite the same scene from your character’s POV—revealing their true thoughts, fears, or insecurities.
8. The Regret Monologue
Let your character speak freely about their biggest regret. This can be written as a journal entry, spoken to another character, or internal monologue. Make it raw. What do they wish they’d done differently?
9. Trigger and Reaction
Place your character in a situation that emotionally triggers them—something tied to their backstory or unresolved trauma. Focus on their internal reaction: fear, anger, avoidance, numbness. Let readers feel their discomfort.
Optional: Show how they either cope or unravel afterward.
10. The Wound and the Mask
Identify your character’s emotional “wound” (a past hurt or fear) and the “mask” they wear to hide it (humor, anger, perfectionism, etc.). Write a scene where the mask cracks—and the real emotion breaks through.
Final Thoughts:
Characters aren’t just collections of traits. They’re people with scars, longings, regrets, and dreams. When you write from that place—when you tap into their emotional lives—you create stories that resonate.
Use these challenges to go deeper. Let your characters surprise you. And don’t be afraid to explore the messy parts—because that’s where the heart of the story lives.
Happy writing^_^