Here are the Tin Teddy Daily Journal Prompts for the month of May 2021 . There is a printable PDF version available too.

Tin Teddy Daily Journal Prompts - May

Please feel free to interpret them as loosely as you like – or change, rearrange or ignore them too.

It is up to you how much or little you write each day – it may vary.

I have tried to keep the prompts positive and optimistic. Some will hopefully bring back happy memories, some give you insights into yourself, some help you shape your dreams and goals, some encourage mindfulness and peace and others will stretch your imagination.

I will be doing the challenge myself and will put up some of my entries on Instagram.

Use hashtag #tinteddyjournal to post your own daily journaling – but please don’t feel you need to share what you write with anyone! The journaling is for your own benefit, but if you want to share, then please do.


1 Write about a historical day that you remember. What happened, how did you hear about it, what did you feel?

2  Draw an assortment of little fish on your page. Experiment with fin and tail shapes, and with decorating the bodies. See how many variations you can make.

3 Write about the view from a window in your home. Include a photo or sketch if you can.

4 What would you like to have achieved within the next five years?

5  You can go on holiday to anywhere you like, money is no option. What would be your ideal holiday, where are you going and what will you do when you get there?

6 What food would you love to try but haven’t yet? If you can’t think of any, look online for food ideas for a country far from your own. What sounds very yummy?

7 Have a day away from social media, write about how you expect to deal with it, and how it actually panned out. If you don’t use social media pick something else to go without for the day – you could fast, not speak, not drink alcohol, not watch tv, it’s up to you.

8 Make a top ten of your favourite movies

9 Of all the things you have ever bought, which have had the biggest impact on your life? You may want to exclude some things such as houses, cars etc.

10 You have a time machine. It can only go to the past and not to anywhere within your own lifetime. What time are you going back to see? Would you try to change things?

11 Write about what different colours mean to you. You could do multiple colours at once, or a different colour every day.  So what does blue mean to you? What do you associate with the colour. Do you like it, wear it, use it a lot in your projects?

12 Spend a little while reading up about a celebrity or historical person that you have heard the name of, but don;t really know anything about.  Then write a short biography of them.

13 What is your favourite hot beverage? Has it always been so? Do you like certain drinks at certain times of the day? What about fancy versions?

14 Which fictional character would you most like to be, and why?

15 “Visit” a place on Google Earth that you went to when you were a child. Wander around with Google Maps and see how it has changed and what you remember. Write about your “trip”

16 Think of 6 things that make you feel proud.

17 Try writing something in a new font. Search online or in craft books for a pretty or interesting typeface to copy. Have a practice first if you need.  Then write a short poem, about how you feel right now or any other text using it.

18 Remember all the pets you have had. If you haven’t had any, or many, you could do the same for favourite childhood toys, computer game systems, cars or best friends(?!)

19 Do something to really pamper yourself and write about the experience and why you really deserve it. Maybe a long hot bath, giving yourself a pedicure or just taking time to really relax – as long as it is all about YOU.

20 Set yourself a ten day challenge – where you do something every day for ten days. For example, listen to a new piece of music, read a page of a book, learn 3 new words in a new language, walk a certain number of steps.  Add a little chart to record your progress.

21 A future world government has asked you to come up with 5 Laws for all mankind. What are you going to choose?

22  What is your morning (and/or evening) routine like? What have you considered changing? Is this your ideal routine?

23 What is the last thing you bought online? (or from a shop) When was it, and what did you do with it?

24 Make a list of words that you REALLY like the sound of!  Enjoy saying them as you list!

25 If you could have a super power, what would it be, and what would you do with it? What would be the pitfalls. What would be your kryptonite?

26 Write about a time or event that seemed like an adventure when you were a child.

27 Design a type of puzzle that you have never seen before… or a variation on an existing one.

28 Type your name into YouTube and watch the first video that comes up. Write about this.

29 Rewrite a popular fairy story or other short tale from the point of view of the bad guy or a minor character. Write only part of the tale if you want to do something shorter.

30 Try something new today. I could be a food you have never tried before. Or watching a new tv show for the first time. Or listening to a new genre of music. Or something crafty (check YouTube or Pinterest for ideas). Anything new!

31 Pick a famous person. Don’t look at a picture of them! Write a description of what they look like. Add sketches if you like. When you have finished, look at a picture of them and see what features you missed.


Download the PDF Here

Download a printable version of the May daily quotes for easy reference.

And here are links to the:

May Daily Journal Prompts – This Month’s New Prompts
Tagged on:         

Leave a reply or comment...

This site uses Akismet to reduce spam. Learn how your comment data is processed.