30 More Days of Journaling (4th Edition)

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Emma is the editor & creator (and occasionally writer) for The Messy Heads. She enjoys yellow curry, print media, and singing to herself.

Make it a goal to write every single day for thirty days. Get your friends in on it to- text them the prompt everyday in the morning as a reminder for both of you to write today. Share a response as an Instagram caption or a photo & tag us @Themessyheads.

For more journal prompts… 30 Days // 30 More Days //  and even more..


Day 1: What is the song you have been listening to most lately? Think about what it means to you, what is your favorite line? What does it make you feel?

Day 2: What have you learned about romantic relationships from personal experience? What about from observing others?

Day 3: Draw 10 objects that would be in your dream house.

Day 4: Write a letter to your future self about what your life is like now.

Day 5: What do you think is the #1 thing you get upset about? Why does it effect you so much? How can you better cope with these situations?

Day 6: Pick one color and write it at the top of your paper. Carry the journal with you throughout the day and make a list of things you see that are that color.

Day 7: Envision a perfect party theme, guest list, playlist, venue, get funky with it.

Day 8: List 3 people you are grateful for and then expand on why. After you write, text or call each of these people and tell them what you wrote.

Day 9: At the end of the day, list all the social encounters you had to have and rank them on a scale of 1-10. Do you notice anything about who drains you? Who makes you feel good? After going through the list, write at the bottom of your paper: I release all energy from these interactions, positive or negative, and am going to sleep with a clean slate.

Day 10: What is something you thought you would never do that you do now?

Day 11: Think about someone who has hurt you in the past. Write a letter of forgiveness to them, but don’t send it. It is just for you.

Day 12: How many times a day do you think you check your phone? Use this page to keep a tally and reflect at the end of the day.

Day 13: Write a short story from the perspective of a character who is completely opposite of you.

Day 14: Write a poem about the stars, but don’t use any celestial imagery or words.

Day 15: Write a love letter to yourself.

Day 16: Think about a food that you love to eat but don’t know how to make. Find a recipe online, and then copy it into your journal in a way that makes sense to you. Simplify ingredients, draw some photos, make yourself a little guide.

Day 17: What is your favorite in-between season? The transition between summer and fall? Fall to winter? Winter to spring? Spring to summer? Write about why you like this transition.

Day 18: Go find something that is hard to write with and write your name 10 different ways. Can’t use a pen or pencil, that’s cheating!

Day 19: Draw a comic strip of your day.

Day 20: Make a list of your “masculine” qualities and then a list of your “feminine” qualities. What are the similarities? What are the differences? Which list resonates with you more?

Day 21: What is the biggest obstacle you have with fully loving yourself? Where does this negative self talk stem from, or why does this trait make you feel inadequate?

Day 22: Write down 50 adjectives to describe yourself.

Day 23: Make up a song to the tune of your favorite song.

Day 24: Go to the 10th photo in your camera role. Make up a story that completely changes the context of the situation.

Day 25: Do some research on your star sign. Enter in your info here.. http://astro.cafeastrology.com/natal.php and copy down what sticks out to you in your journal.

Day 26: Sunsets or sunrises? Write a short scene for each.

Day 27: Remind yourself of your amazing capabilities and talents.

Day 28: Set an alarm for 4 am. When it goes off, write the first thing that comes to mind in your journal.

Day 29: Would you rather know how to play every instrument or speak every language? Pick one and then tell a story about a day in those shoes.

Day 30: If you could invite 10 people, dead or alive, to a dinner party, who would they be?




  1. this is great. i’d like to start journaling but never know what to write about. answering questions and thinking about what you’re going to write makes it a lot easier.

  2. Jennifer says

    Yay I love these so much! I hope you’re enjoying your time of social media Em! 😀

  3. I’ll definitely take part here! Ive been taking a glance at the past 3 challenges for too long now, im finally going to do it! Love your ideas and this is the best inspiration that can can ones way – myself.

  4. amazing!!!!
    i have always loved your prompts but i fel like these one really stuck to me
    loved every single one
    so excited to start writing!

  5. Lea Tanesha says

    i myself do not journal, but i love these questions to think about myself 🙂 <3

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