Running out of fresh ways to spark fun conversations in your painting community? Would You Rather questions are a playful way to boost creativity and bring your members together. Explore this library of ready-to-use templates designed to inspire participation and keep your group lively.
Plan your content calendar and auto-post to Skool, Circle, or Mighty Networks
Would You Rather questions tap into our natural curiosity and love for imagination. By presenting two creative scenarios, members are prompted to think outside the box and reflect on their artistic preferences, which makes sharing feel low-pressure and fun.
This type of content is highly effective for painting communities because it bridges technical skill levels and artistic backgrounds, allowing everyone to participate equally. Plus, asking members to explain their choices sparks deeper discussion, encourages storytelling, and helps people connect through shared humor or surprising answers.
Would you rather paint a giant mural outside or a tiny watercolor on a postcard?
💡 Example: "Would you rather paint a giant mural outside or a tiny watercolor on a postcard? Tell us why!"
Would you rather only use primary colors or only use black and white for a month?
💡 Example: "Would you rather only use primary colors or only use black and white for a month? Share your choice!"
Would you rather paint with a brush the size of your hand or only with your pinky finger?
💡 Example: "Would you rather paint with a brush the size of your hand or only with your pinky finger?"
Would you rather paint a realistic portrait of your pet or an abstract landscape of your favorite place?
💡 Example: "Would you rather paint a realistic portrait of your pet or an abstract landscape of your favorite place? Explain your pick!"
Would you rather try a new painting style every week or stick to your favorite forever?
💡 Example: "Would you rather try a new painting style every week or stick to your favorite forever? Why?"
Would you rather paint using only your non-dominant hand or with your eyes closed?
💡 Example: "Would you rather paint using only your non-dominant hand or with your eyes closed? Share your thoughts!"
Would you rather paint outdoors in the rain or in total darkness with a headlamp?
💡 Example: "Would you rather paint outdoors in the rain or in total darkness with a headlamp?"
Would you rather collaborate on a huge group painting or work solo on a detailed piece?
💡 Example: "Would you rather collaborate on a huge group painting or work solo on a detailed piece? Why?"
Would you rather paint only with recycled materials or with expensive, high-end supplies?
💡 Example: "Would you rather paint only with recycled materials or with expensive, high-end supplies? Tell us your reason!"
Would you rather paint a canvas bigger than your bed or one the size of a sticky note?
💡 Example: "Would you rather paint a canvas bigger than your bed or one the size of a sticky note?"
Would you rather create a painting inspired by your favorite song or favorite movie?
💡 Example: "Would you rather create a painting inspired by your favorite song or favorite movie? Let us know!"
Would you rather show your art in a gallery or share it only with close friends?
💡 Example: "Would you rather show your art in a gallery or share it only with close friends? Why?"
Would you rather paint with a palette knife or only with your fingers?
💡 Example: "Would you rather paint with a palette knife or only with your fingers?"
Would you rather paint every day for short sessions or once a week for a marathon?
💡 Example: "Would you rather paint every day for short sessions or once a week for a marathon? Share why!"
Would you rather paint in silence or with your favorite playlist on repeat?
💡 Example: "Would you rather paint in silence or with your favorite playlist on repeat?"
Would you rather paint with glow-in-the-dark paints or use only metallic colors?
💡 Example: "Would you rather paint with glow-in-the-dark paints or use only metallic colors?"
Would you rather paint a famous landmark or invent a new fantasy world?
💡 Example: "Would you rather paint a famous landmark or invent a new fantasy world? What would you choose?"
Would you rather paint with a friend who has never painted or teach a group of kids?
💡 Example: "Would you rather paint with a friend who has never painted or teach a group of kids? Why?"
Would you rather have all your paintings displayed in a local cafe or online for the world?
💡 Example: "Would you rather have all your paintings displayed in a local cafe or online for the world? Share your thoughts!"
Would you rather paint with a famous artist from history or with your painting hero today?
💡 Example: "Would you rather paint with a famous artist from history or with your painting hero today? Who would you pick?"
Would you rather only use one brush for every painting or have unlimited brushes but no palette?
💡 Example: "Would you rather only use one brush for every painting or have unlimited brushes but no palette?"
Would you rather paint in a crowded park or all alone in the mountains?
💡 Example: "Would you rather paint in a crowded park or all alone in the mountains?"
Would you rather paint a portrait of a stranger or of yourself?
💡 Example: "Would you rather paint a portrait of a stranger or of yourself?"
Would you rather have your next painting featured in a magazine or win a small local prize?
💡 Example: "Would you rather have your next painting featured in a magazine or win a small local prize? Which would you prefer?"
Would you rather paint with coffee or with food coloring?
💡 Example: "Would you rather paint with coffee or with food coloring?"
Would you rather spend a day painting in an art museum or at the beach?
💡 Example: "Would you rather spend a day painting in an art museum or at the beach?"
Would you rather finish every painting in one session or work slowly over a month?
💡 Example: "Would you rather finish every painting in one session or work slowly over a month? Why?"
Would you rather paint only with warm colors or only with cool colors?
💡 Example: "Would you rather paint only with warm colors or only with cool colors?"
Would you rather paint a scene from your favorite book or from your wildest dream?
💡 Example: "Would you rather paint a scene from your favorite book or from your wildest dream? Share your choice!"
Would you rather learn a new painting technique or master your current style?
💡 Example: "Would you rather learn a new painting technique or master your current style?"
Would you rather paint something every day or only when you feel inspired?
💡 Example: "Would you rather paint something every day or only when you feel inspired? Why?"
Would you rather paint with acrylics or watercolors for the rest of the year?
💡 Example: "Would you rather paint with acrylics or watercolors for the rest of the year?"
Would you rather paint a giant mural in your city or a small secret painting in your home?
💡 Example: "Would you rather paint a giant mural in your city or a small secret painting in your home? Share why!"
Would you rather paint with natural pigments or synthetic colors only?
💡 Example: "Would you rather paint with natural pigments or synthetic colors only?"
Would you rather recreate a famous painting or invent a totally new style?
💡 Example: "Would you rather recreate a famous painting or invent a totally new style? Explain your pick!"
Would you rather paint using only circles or only straight lines?
💡 Example: "Would you rather paint using only circles or only straight lines?"
Would you rather have an unlimited canvas supply or unlimited paint colors?
💡 Example: "Would you rather have an unlimited canvas supply or unlimited paint colors? What would you pick?"
Would you rather paint a sunrise or a stormy sky?
💡 Example: "Would you rather paint a sunrise or a stormy sky?"
Would you rather paint with a group of strangers or with your closest friends?
💡 Example: "Would you rather paint with a group of strangers or with your closest friends? Why?"
Would you rather paint for fun or to sell your art?
💡 Example: "Would you rather paint for fun or to sell your art? Share your reason!"
Simply copy and paste these Would You Rather templates into your community posts, whether on forums, social media, or chat platforms. Encourage members to comment with their choice and the reason behind it. For extra engagement, reply to answers or create polls based on the most popular scenarios. Rotate questions weekly or tie them to specific events, seasons, or trending topics in the painting world.
Since these templates are designed for all platforms, adapt your post format to fit each channel. On forums or Facebook, use full questions and encourage threaded replies. On Instagram or Twitter, keep it concise and pair with relevant images or hashtags. On Discord or Slack, post as a quick question in chat and invite emoji reactions for each option.
To engage your painting group, craft Would You Rather questions that tap into medium preferences, such as 'Would you rather paint a landscape in watercolor or acrylic?' This sparks discussion about techniques, drying times, and personal experience, which are all highly relevant to painters.
Absolutely! Structure Would You Rather prompts around techniques painters are passionate about, for example: 'Would you rather spend a month perfecting glazing or impasto?' This not only generates engagement but also invites members to showcase work and swap tips.
Pose dilemmas based on real-life studio issues, such as 'Would you rather clean ten oil brushes or organize your paint tubes?' This resonates with painters’ daily routines and encourages sharing of solutions and hacks.
Yes! Try questions like 'Would you rather paint an entire portrait with a warm palette or a cool palette?' These spark thoughtful discussions about color choices, mood, and approach—core to painting practice.
Create prompts such as 'Would you rather work on a stretched canvas or a primed wood panel?' Painters often have strong preferences, leading to lively debates and knowledge sharing on surface preparation and handling.
Definitely! Ask questions like 'Would you rather complete a large piece en plein air or in your studio?' This encourages members to share stories, challenges, and tips unique to each environment, deepening group engagement.
Skool · Circle · Mighty Networks