Writing a Letter to Your Younger Self: 21 Prompts to Get Started

A watercolor illustration of a woman and her younger self, both wearing pink dresses, reflecting on personal growth and resilience.

When I first heard the idea of writing a letter to my younger self, I felt weird.

Little did I know then how therapeutic writing a letter to yourself could be. The whole endeavour can lead to writing an enriching guide to build a better life.

It felt a little strange, like reaching back through time to talk to someone who felt like a stranger in so many ways.

But as I began putting pen to paper, I realized it wasn’t about changing the past or fixing mistakes. It was about honoring the journey, acknowledging the lessons learned, and seeing how far I’d come.

Have you ever thought about what you’d say to yourself when you were a teen or a young adult if you had the chance?

Maybe you’d start with “dear younger” and offer advice, a few words of comfort, or a friendly nudge to trust the path.

Reflecting on the past in this way isn’t just a nostalgic exercise—it can be incredibly grounding and even healing.

Writing a letter to your younger self can offer clarity, bring a sense of closure, and remind you of your own resilience. It can be a chance to make peace with the past and appreciate every twist and turn that brought you to where you are today.

To me, writing a letter to my 10 years younger self, 20 years younger self, or to myself last year is an immensely therapeutic journaling activity. The biggest help is that it helps with emotional healing.

Emotional Processing & Healing

a close-up of a pen on a pile of papers

Writing to yourself can bring up a surprising range of emotions.

As you start, you might feel a pang of regret, a flicker of joy, and even sadness. And that’s completely normal!

Putting those emotions into words is like opening a window to let fresh air into a stuffy room. Often, we tuck away emotions from the past—things we didn’t know how to handle at the time. Confronting fear can be a crucial part of this journey, allowing you to overcome feelings of inadequacy and anxiety.

Writing them down helps us face those feelings with clarity and, maybe, even let them go.

Think of it as a gift of closure. When you acknowledge those emotions, you allow yourself to feel them fully and then set them aside with kindness.

You’re not reopening old wounds; you’re letting them heal with a little compassion and understanding. This process can feel like lifting weights, a chance to finally release what no longer serves you.


Building Compassion for Yourself

By writing this letter, you are holding a mirror up to your past with a compassionate lens.

Often, we’re harder on our past selves than we’d ever be on anyone else. Most people struggle with self-criticism and perfectionism, thinking, “Why did I do that?” or “I should’ve known better!” But the truth is, we were all just doing the best we could with what we knew at the time.

This exercise lets you see yourself as a young person learning, navigating, and even struggling. Instead of judgment, you can offer empathy and understanding. It feels different to look back and think, “I get why you made that choice. You were just trying to figure things out.”

This shift in perspective isn’t just about the past—it builds a sense of self-compassion that can help you today, too. The more kindness we extend to our past selves, the more we treat ourselves kindly in the present.

Gaining Perspective on Growth

One of the most powerful things about writing to yourself is the chance to see how far you’ve come.

It’s easy to get caught up in the day-to-day and forget you’re constantly evolving. Certain experiences greatly impacted your growth and resilience, shaping your identity and emotional well-being. But when you look back, you start to notice the progress that might’ve been invisible then.

Maybe years ago, you were anxious about things that no longer fazed you.

Or maybe there were challenges you thought you’d never overcome, but now they’re just memories, milestones that show your resilience.

This writing helps you put your growth into perspective, reminding you that you’re not the same person you once were—and that’s a good thing.

This perspective can also spark a sense of pride. You can see the strength, wisdom, and adaptability you’ve developed along the way. By acknowledging this growth, you build a sense of confidence for the future, knowing you have the tools to handle whatever comes next.

Tips for Writing a Compassionate Letter

When writing to your younger self, it’s all too easy to fall into the trap of judgment or “I-told-you-so” thinking.

But the goal here isn’t to criticise or second-guess—it’s to approach your past with the same compassion you’d show a close friend. Here are some tips to help you keep your letter kind, healing, and genuinely supportive:

  • Stop worrying: Reassure your younger self to let go of unnecessary fears and anxieties.

    Emphasize that most worries are unfounded and encourage embracing mindfulness and appreciating life without being burdened by unrealistic concerns.

Speak Like a Friend

Remember the time you sat down with a warm cup of tea along with your dear friend? How would you encourage them without judgment? That’s the tone we have to use to bring warmth and understanding to our words.

  • Acknowledge the Hard Stuff, Gently: Don’t shy away from tough memories, but approach them with a gentle tone.
    Don’t push yourself to darker emotions with – “Why did you do that?”
    Offer compassion and understanding with – “I know you were going through a lot, and you did the best you could.” This lets you honor the past without reopening wounds.
  • Focus on the Lessons, Not Regrets: It’s natural to wish you’d done some things differently, but remember- those experiences were teachers. Instead of regret, frame these memories as valuable lessons that shaped who you are today.
  • Add Encouragement and Positivity: Even if you’re addressing difficult times, remind your younger self of their inner strength.
    Acknowledge – “You were stronger than you realized,” or, “You didn’t give up, and that took real courage.” These affirmations build a sense of pride and resilience.
  • Be Brief or Detailed—It’s Up to You: Write as much or as little as feels right. This letter doesn’t need to be perfect or cover everything. It just needs to be honest and true to your heart.



Incorporating Details for a Vivid Letter

a teddy bear and old photos in a suitcase

To truly connect with your younger self, try to make the letter feel as vivid as possible.

Adding specific details brings memories to life, making the experience of writing (and reading) feel more authentic and immersive. Here are some ways to add those personal touches:

  • Describe Key Moments or Places:
    Think back to the places that defined that time in your life.
    Maybe it was your childhood bedroom, your favorite shop, or the first apartment you called your own.
    Bring those scenes to life—what did they look like? What sounds or smells come to mind?
  • Capture the Emotions of That Time:
    Recall how you felt during significant moments—excited, nervous, carefree, or maybe completely out of your depth.
    Let those feelings flow onto the page. It helps you see your past self as not just as a memory but as someone who was fully feeling, living, and learning.
  • Revisit Old Goals or Dreams:
    What did you hope for back then?
    Whether it was to travel the world, land a dream job, or just make it through the semester, mentioning these goals adds depth to the letter.
    It lets you acknowledge those dreams and reflect on how they may have evolved.
  • Include Little Details You Remember:
    Sometimes, it’s the small things that make the memory more real—a favorite outfit, a family gathering, or a song that reminds you of a relationship long past.
  • Mention a Family Member: Reflect on the encouragement and wisdom you received from a family member.
    Highlight how their presence and spirit were a blessing and how self-love and grace were key to loving others, including family members.

Why Forgiving the Past is Essential

a group of people walking down a street

Forgiveness is one of the most powerful parts of writing a letter to your younger self.

It’s easy to look back and think, “If only I’d done this differently…” But holding onto regret or blame only keeps you tied to the past. Prioritising serious things, such as faith, studying, and respecting authority, while forgiving past mistakes, is crucial for personal growth.

Forgiving your younger self means saying, “It’s okay. You did the best you could.” This act of forgiveness is essential for a few key reasons:

  • It Releases Emotional Weight: Regret and self-blame can be heavy burdens. By forgiving your younger self, you’re letting go of that weight, freeing up emotional energy for the present and future. You allow yourself to move forward without the baggage of past mistakes.
  • It Builds Self-Compassion: Forgiving your past self is an act of self-compassion. You’re acknowledging that, like everyone, you were learning, growing, and making choices based on what you knew at the time. This compassion helps create a kinder relationship with yourself that focuses on growth rather than judgment.
  • It Helps You Embrace Your Whole Story: When you forgive the past, you accept every part of your journey, even the messy parts. You stop viewing mistakes as failures and start seeing them as stepping stones. This shift allows you to see your life as a whole, where every experience—good and bad—contributes to the person you are today.
  • It Fosters Resilience for the Future: You build resilience by letting go of the past. You learn to face challenges confidently, knowing you can handle the ups and downs of life. Forgiveness teaches you that no mistake is final; it’s simply a part of growth.

Forgiveness teaches you that no mistake is final; it’s simply a part of your journey and a testament to your resilient spirit.

Using the Letter as a Tool for Setting Future Goals

Writing a letter to your younger me isn’t just about the past—it’s also a powerful way to clarify what you want for the future.

By looking back, you gain insight into the lessons you’ve learned and the values you’ve developed along the way. This wisdom can guide you as you set new intentions and goals for the life you are building.

Identify What Truly Matters: As you reflect on your journey, you start to see what’s been most important to you—whether it’s connection, growth, adventure, or peace. These core values can serve as a foundation for your future goals, helping you focus on what really matters. Your family, friends, and faith may have guided you this far; now, use those values to light the path ahead, helping you set goals that truly matter.

Clarify Your Priorities: Looking back can show you where you may have been sidetracked by external expectations or distractions. Use this clarity to set priorities that feel authentic and aligned with who you are now. What do you want to focus on moving forward? What goals genuinely excite you?

Apply Lessons Learned: Every experience, both good and challenging, has likely taught you something valuable. Now, you can apply those lessons to your future choices. For example, if you learned the importance of balance after burnout, how might you set goals that allow for rest and achievement?

Visualize Your Future Self: Imagine yourself five, ten, or twenty years from now. What would your future self want you to be working on today? Visualizing the person you’re becoming can help you make decisions that align with your long-term vision.

Create a Roadmap for Growth: Use your letter as a gentle reminder of where you’ve been and where you want to go. This exercise can serve as a personal guidebook, showing you the most meaningful and fulfilling path.

Including a Message for the Present Self

  • “While writing to your younger self, it’s easy to get swept up in memories and lessons learned.

    But don’t forget about you, who’s reading this letter right now. Adding a message for your present self can be a beautiful way to close this reflective journey, honoring not only where you’ve been but also where you are.
  • Celebrate Who You Are Today: Take a moment to acknowledge the person you’ve become.
    Recognize the strengths you carry, the resilience you’ve shown, and the growth that’s brought you here. A simple line like, “I’m proud of you for everything you’ve done to get to this point,” can be incredibly affirming.
  • Offer Reassurance and Encouragement: Life doesn’t stop presenting challenges, but now you have the wisdom and tools gained from your journey so far.

    Remind yourself – “You can handle what comes next, and that’s a promise grounded in the wisdom you’ve built over time.”This reminder can be a source of comfort when facing future challenges.
  • Reaffirm Your Current Goals and Intentions: After looking back, you likely have a clearer picture of what you want for the future.

    Use this section to remind yourself of the goals you’re currently working toward and why they matter. Think of it as setting an intention that carries forward the wisdom of your past.
  • Be Kind to Yourself in the Present: Just as you offered compassion to your younger self, extend that same kindness to yourself today.

    Maybe you still have moments of doubt or days when things feel hard—that’s okay. Remember that self-compassion isn’t just for the past; it’s something you deserve now.


Ready to Begin Your Own Journey

So, are you ready to give it a try? Writing a letter to your younger self is a unique, deeply personal, yet universally meaningful journey. Whether you’re facing a time of change, looking to let go of old baggage, or simply curious about what you might discover, this exercise can offer clarity, closure, and a renewed sense of self.

Grab a notebook or open a blank document, find a quiet space, and let the words flow. Remember, this isn’t about perfection. It’s about honesty, compassion, and embracing all the pieces that make up your story.If it feels intimidating, start with just one simple prompt, like reflecting on a meaningful moment. The rest will come as you allow yourself to look back with kindness and curiosity.

Give yourself the gift of this reflection. Write a letter that brings light to the truth of your journey, honors the person you were, and supports the person you’re still becoming with faith and joy.


4 Comments

  • Ratnesh Bapat , November 10, 2024

    Wonderful and inspiring

  • Jenna | Heavenly Spiced , November 18, 2024

    I love this idea of writing a letter to your younger self. I can see how being honest and open can help one forgive themselves for their past and acknowledge how far they’ve come. Great read, thanks for sharing!

    • Suman Tarway , December 13, 2024

      I am glad you resonate with this Jenna 🙂

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