Effective Would You Rather Templates for Drawing Community Leaders

Struggling to spark creative conversations in your drawing community? Would You Rather questions are an easy way to get members thinking, sharing, and laughing together. These templates help you encourage playful, imaginative engagement in seconds.

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Why This Works

Would You Rather questions tap directly into the imaginative spirit of drawing communities. By presenting two intriguing or quirky scenarios, members are nudged to compare, visualize, and even debate their creative preferences. This not only gets people talking but also encourages them to think outside the box and share insights into their artistic process or style.

The playful format breaks the ice, making it easy for both new and seasoned members to participate without pressure. It fosters a sense of camaraderie, as everyone reveals their unique perspectives and reasons. Over time, these lighthearted prompts build trust and connection, boosting overall engagement and helping members feel seen and valued.

41 Ready-to-Use Templates

1

Would you rather only draw with pencils forever or only use ink pens?

💡 Example: "I would pick ink pens because I love bold lines. What about you?"

🟡 Medium Engagement Barrier 👤 Average #tools #preferences
2

Would you rather draw your favorite character blindfolded or with your non-dominant hand?

💡 Example: "Blindfolded! It sounds hilarious. Which would you try?"

🔴 High Engagement Barrier 👤 Frequent #challenge #fun
3

Would you rather sketch every day for 10 minutes or once a week for 2 hours?

💡 Example: "Daily drawing keeps me inspired. What about you?"

🟡 Medium Engagement Barrier 👤 Average #habits #routine
4

Would you rather only draw animals or only draw people for a year?

💡 Example: "People, for sure! I love portraits. Which would you choose?"

🟡 Medium Engagement Barrier 👤 Irregular #subject #style
5

Would you rather draw a giant mural or a tiny detailed mini-artwork?

💡 Example: "Mini-artworks are my thing. Anyone else?"

🟡 Medium Engagement Barrier 👤 Frequent #scale #challenge
6

Would you rather have unlimited markers or unlimited colored pencils?

💡 Example: "Unlimited markers would be a dream."

🟢 Low Engagement Barrier 👤 Lurker #supplies #tools
7

Would you rather draw outdoors in the park or indoors at your desk?

💡 Example: "Outdoors for the fresh air! How about you?"

🟡 Medium Engagement Barrier 👤 Average #environment #preference
8

Would you rather illustrate a fantasy world or a futuristic city?

💡 Example: "Fantasy worlds are my jam. What would you pick?"

🔴 High Engagement Barrier 👤 Top #genre #creativity
9

Would you rather only use black and white or only use bright colors?

💡 Example: "Bright colors make me happy! Which would you choose?"

🟡 Medium Engagement Barrier 👤 Average #color #style
10

Would you rather draw something from memory or from observation?

💡 Example: "Observation helps me improve. Anyone else?"

🟡 Medium Engagement Barrier 👤 Average #skill #technique
11

Would you rather create fan art or original characters for a month?

💡 Example: "Original characters! Love inventing new stories. What about you?"

🟡 Medium Engagement Barrier 👤 Frequent #fan art #original
12

Would you rather draw with only one color or with every color except your favorite?

💡 Example: "One color would be tough! Which would you pick?"

🔴 High Engagement Barrier 👤 Top #color #limitation
13

Would you rather spend an hour shading or inking your drawing?

💡 Example: "I love inking for the crisp lines. You?"

🟡 Medium Engagement Barrier 👤 Frequent #technique #process
14

Would you rather draw with a group or solo?

💡 Example: "I prefer solo drawing for focus."

🟢 Low Engagement Barrier 👤 Lurker #social #preference
15

Would you rather have your art displayed in a gallery or go viral online?

💡 Example: "Gallery for me! Which would you choose?"

🟡 Medium Engagement Barrier 👤 Irregular #recognition #goals
16

Would you rather draw with music or in silence?

💡 Example: "Music always inspires my sketches."

🟢 Low Engagement Barrier 👤 Lurker #environment #process
17

Would you rather collaborate on a comic or an illustrated storybook?

💡 Example: "Storybooks are so fun! What about you?"

🟡 Medium Engagement Barrier 👤 Average #collaboration #project
18

Would you rather draw your own pet or a mythical creature?

💡 Example: "Mythical creature for sure! Which would you draw?"

🟡 Medium Engagement Barrier 👤 Irregular #subject #imagination
19

Would you rather participate in a daily drawing challenge or a weekly one?

💡 Example: "Weekly keeps me motivated! How about you?"

🟡 Medium Engagement Barrier 👤 Frequent #challenge #routine
20

Would you rather use only digital tools or only traditional tools for a month?

💡 Example: "Digital is my comfort zone. Which would you choose?"

🟡 Medium Engagement Barrier 👤 Average #tools #medium
21

Would you rather draw a detailed cityscape or a peaceful landscape?

💡 Example: "Landscape for the calm vibes. What about you?"

🟡 Medium Engagement Barrier 👤 Average #subject #setting
22

Would you rather only draw at night or only in the morning?

💡 Example: "Nighttime is my creative hour."

🟢 Low Engagement Barrier 👤 Lurker #habit #timing
23

Would you rather draw using only circles or only straight lines for a day?

💡 Example: "Circles all the way! Who dares try this?"

🔴 High Engagement Barrier 👤 Top #challenge #technique
24

Would you rather draw from a photo or from life?

💡 Example: "Life drawing feels more real to me."

🟡 Medium Engagement Barrier 👤 Average #reference #technique
25

Would you rather share your sketches or keep them private?

💡 Example: "I mostly keep mine private."

🟢 Low Engagement Barrier 👤 Lurker #sharing #preference
26

Would you rather draw every day for a year or take a month-long art break?

💡 Example: "Every day! Breaks are hard. What about you?"

🟡 Medium Engagement Barrier 👤 Frequent #habit #challenge
27

Would you rather illustrate a children's book or design a video game character?

💡 Example: "Video game characters are so cool. Which would you choose?"

🔴 High Engagement Barrier 👤 Top #career #project
28

Would you rather draw with a time limit or no erasing allowed?

💡 Example: "No erasing would be wild! Anyone else?"

🔴 High Engagement Barrier 👤 Frequent #challenge #pressure
29

Would you rather create a self-portrait or a portrait of a stranger?

💡 Example: "Self-portraits help me learn. What do you prefer?"

🟡 Medium Engagement Barrier 👤 Average #portrait #subject
30

Would you rather draw a scene from your favorite movie or favorite book?

💡 Example: "Book scenes spark my imagination. How about you?"

🟡 Medium Engagement Barrier 👤 Irregular #inspiration #media
31

Would you rather be able to draw realistic faces or amazing scenery?

💡 Example: "Faces are my dream skill. Anyone else?"

🟡 Medium Engagement Barrier 👤 Average #skill #goal
32

Would you rather sketch with charcoal or watercolor pencils?

💡 Example: "Watercolor pencils blend so well! What about you?"

🟡 Medium Engagement Barrier 👤 Irregular #medium #tools
33

Would you rather draw in a busy coffee shop or a quiet library?

💡 Example: "Coffee shop for people watching."

🟢 Low Engagement Barrier 👤 Lurker #environment #preference
34

Would you rather draw fan art for a popular series or for a lesser-known gem?

💡 Example: "I love supporting hidden gems. You?"

🟡 Medium Engagement Barrier 👤 Average #fan art #community
35

Would you rather design your own sketchbook cover or your favorite artist's?

💡 Example: "My own! It would be super personal. What about you?"

🟡 Medium Engagement Barrier 👤 Frequent #design #inspiration
36

Would you rather draw a detailed map or a fantasy creature?

💡 Example: "Fantasy creatures are so fun. Who agrees?"

🟡 Medium Engagement Barrier 👤 Average #fantasy #detail
37

Would you rather draw with your favorite artist for a day or get a year of free art supplies?

💡 Example: "A day with my art hero would be priceless! What about you?"

🔴 High Engagement Barrier 👤 Top #aspiration #reward
38

Would you rather draw your dream home or your dream vacation spot?

💡 Example: "Dream vacation spot for sure!"

🟡 Medium Engagement Barrier 👤 Irregular #dreams #places
39

Would you rather fill a sketchbook in a month or finish one large canvas?

💡 Example: "Sketchbook for the variety! What would you do?"

🟡 Medium Engagement Barrier 👤 Frequent #goal #challenge
40

Would you rather draw every day for fun or only for commissions?

💡 Example: "Drawing for fun keeps me passionate! You?"

🟡 Medium Engagement Barrier 👤 Average #motivation #work
41

Would you rather your art be known for its color or its detail?

💡 Example: "I want to be known for color!"

🟡 Medium Engagement Barrier 👤 Average #style #recognition

How to Use These Templates

Pick a template from the list and post it as a standalone question or as part of a themed discussion day. Encourage members to explain their answers and tag a friend to join the conversation. Use images or quick sketches to illustrate the two options if your platform supports visuals. Consistency is key, so try sharing a Would You Rather prompt weekly or biweekly to establish a fun tradition.

Best Practices

  • Keep scenarios imaginative but simple for quick replies
  • Encourage members to explain why they chose their answer
  • Rotate between technical, whimsical, and personal drawing topics
  • Avoid controversial or overly complex dilemmas
  • Pair prompts with visuals or examples when possible

All Platforms Tips

All platforms: Use engaging visuals if possible, such as sketches of the two options. On chat-based platforms, pin the Would You Rather post for ongoing replies. On forums or social media, use hashtags like #DrawingWouldYouRather for easy tracking. Encourage replies with short explanations or quick doodles. Adjust timing based on your community's peak activity windows.

Frequently Asked Questions

How often should I post Would You Rather prompts in my drawing community?

Aim for once a week or biweekly to keep engagement steady and avoid prompt fatigue. Find a rhythm that matches your community's activity level.

Can I pair these prompts with images or sketches?

Absolutely. Visuals make the scenarios more engaging. Share example sketches or illustrations of the two options if possible.

What if my community is slow to respond?

Tag a few active members to answer first and share your own response to get the conversation started. Consistency helps build participation over time.

Are these Would You Rather prompts suitable for all ages?

Yes. All templates are designed to be family-friendly and non-controversial, making them suitable for a wide range of ages.

How can I encourage members to explain their choices?

Include a call to action in your post, such as 'Tell us why' or 'Share your reasoning,' and model this by explaining your own answer first.

Can I adapt these templates for drawing challenges or events?

Definitely. Use them as warm-ups, icebreakers, or even as a basis for weekly drawing challenges with the options as prompts.

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