Best Would You Rather Prompts for Personal Style Communities

Looking to spark lively discussions and creative thinking in your personal style community? Would You Rather questions are a playful way to get members sharing their preferences and style stories. Use these ready-made templates to inspire interaction and make your community more engaging.

Personal Style 43 Templates

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Why This Works

Would You Rather questions tap into our natural curiosity and desire to express individuality. By presenting two intriguing style scenarios, members are invited to imagine, choose, and share their reasoning. This format lowers the barrier to participation, making it easy to jump in without overthinking.

In the context of personal style, hypothetical choices invite members to reflect on their tastes, experiment with new ideas, and celebrate their uniqueness. These prompts not only foster engagement but also help members learn from each other's perspectives, building a sense of connection and fun.

43 Ready-to-Use Templates

1

Would you rather wear bold patterns every day or only monochrome outfits for a year?

πŸ’‘ Example: "I would choose monochrome outfits for a year because I love a sleek look! How about you?"

πŸ”΄ High Engagement Barrier πŸ‘€ Average #patterns #color #decision
2

Would you rather style vintage accessories or futuristic shoes with every outfit?

πŸ’‘ Example: "I pick vintage accessories, they add so much character! What's your pick?"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #accessories #shoes #statement
3

Would you rather have a closet full of designer brands or unique thrift finds?

πŸ’‘ Example: "Unique thrift finds for me! I love the hunt. What about you?"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #brands #thrifting #choices
4

Would you rather never wear jeans again or never wear sneakers again?

πŸ’‘ Example: "Never wear jeans again, sneakers are life! Which would you choose?"

🟑 Medium Engagement Barrier πŸ‘€ Average #jeans #sneakers #style
5

Would you rather have your dream jacket or your dream shoes gifted to you?

πŸ’‘ Example: "My dream shoes would be amazing!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #dream #wishlist
6

Would you rather only wear your favorite color or never wear it again?

πŸ’‘ Example: "I could never give up my favorite color! How about you?"

🟑 Medium Engagement Barrier πŸ‘€ Average #color #favorites
7

Would you rather have unlimited hats or unlimited scarves to style?

πŸ’‘ Example: "Unlimited scarves would be fun for layering!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #hats #scarves
8

Would you rather dress up for every occasion or keep it casual forever?

πŸ’‘ Example: "Dress up for every occasion! Life's too short. What about you?"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #dress up #casual
9

Would you rather swap wardrobes with a friend or a celebrity for a month?

πŸ’‘ Example: "A celebrity for sure! Whose style would you pick?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #wardrobe #swap
10

Would you rather always wear statement earrings or chunky necklaces?

πŸ’‘ Example: "Statement earrings are my thing!"

🟒 Low Engagement Barrier πŸ‘€ Irregular #jewelry #statement
11

Would you rather only shop online or only in-store for a year?

πŸ’‘ Example: "In-store for me, I love trying things on. What about you?"

🟑 Medium Engagement Barrier πŸ‘€ Average #shopping #online #in-store
12

Would you rather wear summer clothes all year or winter styles all year?

πŸ’‘ Example: "Summer clothes all year! Which would you choose?"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #season #clothing
13

Would you rather have perfect hair every day or perfect shoes every day?

πŸ’‘ Example: "Perfect hair sounds dreamy!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #hair #shoes
14

Would you rather create your own signature scent or signature hat?

πŸ’‘ Example: "A signature scent for sure! What would you make?"

🟑 Medium Engagement Barrier πŸ‘€ Average #signature #scent #hat
15

Would you rather invest in a classic coat or a luxury bag?

πŸ’‘ Example: "Classic coat for me! How about you?"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #investment #coat #bag
16

Would you rather always wear your hair up or down?

πŸ’‘ Example: "Down, it's more comfortable for me."

🟒 Low Engagement Barrier πŸ‘€ Lurker #hair #style
17

Would you rather wear metallics or pastels for every special event?

πŸ’‘ Example: "Pastels are my vibe! What's yours?"

🟑 Medium Engagement Barrier πŸ‘€ Average #metallics #pastels #events
18

Would you rather have matching accessories or mix and match every time?

πŸ’‘ Example: "Mix and match keeps things interesting."

🟒 Low Engagement Barrier πŸ‘€ Irregular #accessories #matching
19

Would you rather have a wardrobe styled by your favorite designer or your favorite influencer?

πŸ’‘ Example: "Definitely my favorite designer! Who would you pick?"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #designer #influencer
20

Would you rather always wear boots or sandals?

πŸ’‘ Example: "Boots all the way!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #boots #sandals
21

Would you rather express yourself with bold prints or through minimalist pieces?

πŸ’‘ Example: "Minimalist pieces for me. What about you?"

🟑 Medium Engagement Barrier πŸ‘€ Average #prints #minimalist
22

Would you rather only wear vintage clothes or only new collections?

πŸ’‘ Example: "Vintage forever! Which do you prefer?"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #vintage #new
23

Would you rather have unlimited budget for basics or for statement pieces?

πŸ’‘ Example: "Unlimited basics, you can build so much! What would you pick?"

🟑 Medium Engagement Barrier πŸ‘€ Average #budget #basics #statement
24

Would you rather wear the same jacket every day or the same shoes every day?

πŸ’‘ Example: "Same shoes, easier to style!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #jacket #shoes
25

Would you rather have your style icon's closet or your best friend's closet?

πŸ’‘ Example: "Style icon's closet for me! Whose would you pick?"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #closet #icon #friend
26

Would you rather always accessorize with bags or with jewelry?

πŸ’‘ Example: "Jewelry, for sure!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #accessories #bags #jewelry
27

Would you rather dress in head-to-toe black or head-to-toe white for a week?

πŸ’‘ Example: "Head-to-toe black, it's so classic! What about you?"

🟑 Medium Engagement Barrier πŸ‘€ Average #color #challenge
28

Would you rather be known for your shoes or for your hats?

πŸ’‘ Example: "Shoes, they're my favorite statement."

🟒 Low Engagement Barrier πŸ‘€ Irregular #signature #shoes #hats
29

Would you rather style one statement piece per outfit or go fully maximalist?

πŸ’‘ Example: "One statement piece keeps it balanced for me. What about you?"

πŸ”΄ High Engagement Barrier πŸ‘€ Frequent #statement #maximalist
30

Would you rather never use a mirror again or never use a camera again for outfit pics?

πŸ’‘ Example: "No more camera, I need my mirror! How about you?"

🟑 Medium Engagement Barrier πŸ‘€ Average #mirror #camera #outfits
31

Would you rather wear only clothes you made yourself or only clothes gifted to you?

πŸ’‘ Example: "DIY all the way, it's more personal. What would you choose?"

🟑 Medium Engagement Barrier πŸ‘€ Irregular #DIY #gifts
32

Would you rather always coordinate your outfit with your shoes or your bag?

πŸ’‘ Example: "Coordinating with my shoes is easier!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #coordinate #outfit
33

Would you rather try a new style every season or stick to your signature look forever?

πŸ’‘ Example: "Trying new styles is fun! What's your choice?"

🟑 Medium Engagement Barrier πŸ‘€ Average #style #change #signature
34

Would you rather have a closet organized by color or by type of clothing?

πŸ’‘ Example: "Color organization makes it feel so cohesive!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #organization #closet
35

Would you rather always accessorize with gold or silver?

πŸ’‘ Example: "I am team gold!"

🟒 Low Engagement Barrier πŸ‘€ Irregular #accessories #gold #silver
36

Would you rather wear your favorite outfit on repeat or never wear it again?

πŸ’‘ Example: "On repeat! I love it too much. What would you do?"

🟑 Medium Engagement Barrier πŸ‘€ Average #favorites #repeat
37

Would you rather have your style described as classic or trendy?

πŸ’‘ Example: "Classic is timeless! How do you want to be seen?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #classic #trendy
38

Would you rather go to a style makeover show or be a guest stylist on one?

πŸ’‘ Example: "Guest stylist sounds amazing! What about you?"

πŸ”΄ High Engagement Barrier πŸ‘€ Top #makeover #stylist #show
39

Would you rather trade shoes with someone every day or never wear the same pair twice?

πŸ’‘ Example: "Never wear the same pair twice! Which would you pick?"

🟑 Medium Engagement Barrier πŸ‘€ Average #shoes #trade #variety
40

Would you rather your style be inspired by the 70s or the 90s?

πŸ’‘ Example: "90s style all the way!"

🟒 Low Engagement Barrier πŸ‘€ Irregular #era #inspiration
41

Would you rather wear only eco-friendly brands or only handmade items?

πŸ’‘ Example: "Eco-friendly brands for me! What would you choose?"

🟑 Medium Engagement Barrier πŸ‘€ Frequent #eco-friendly #handmade
42

Would you rather always style with a statement belt or bold shoes?

πŸ’‘ Example: "Bold shoes make the outfit!"

🟒 Low Engagement Barrier πŸ‘€ Lurker #belt #shoes #statement
43

Would you rather never wear prints again or never wear solid colors again?

πŸ’‘ Example: "Never wear prints again, I love solids! What about you?"

🟑 Medium Engagement Barrier πŸ‘€ Average #prints #solids

How to Use These Templates

To use these templates, simply copy and post them as discussion starters in your community. Rotate through different questions to keep things fresh and encourage a range of responses. Invite members to elaborate on their choices and tag friends to join in. Consider using images or polls alongside the prompts for visual appeal and easier participation.

Best Practices

  • Keep questions lighthearted and inclusive
  • Encourage members to explain their choices
  • Rotate topics to appeal to different style interests
  • Pair questions with images for added inspiration
  • Respond to answers to keep the conversation flowing

All Platforms Tips

These templates are designed for all platforms. Adapt your post format based on the platform features: use polls on Facebook or Instagram Stories, text posts on forums, or pair questions with photos on Pinterest or Twitter. Always engage with replies to boost visibility and foster connections.

Frequently Asked Questions

How can I tailor 'Would You Rather' prompts to feature trending fashion aesthetics like 'cottagecore' or 'minimalist' without alienating community members with different tastes?

To ensure inclusivity, alternate between featuring various popular aesthetics (e.g., 'Would you rather embrace Y2K revival or stick to classic Parisian chic?'). Offer context or visuals for less mainstream styles so all members feel welcome to participate and discover new inspirations.

What's the best way to incorporate specific wardrobe dilemmas, like 'thrifted vs designer' or 'capsule wardrobe vs maximalist closet,' into Would You Rather posts?

Frame prompts around real-life style challenges your members face: for example, 'Would you rather build your fall wardrobe entirely from thrift shops or invest in a few designer staples?' This sparks discussion about budgeting, sustainability, and identityβ€”core issues in the personal style world.

How do I use 'Would You Rather' posts to encourage conversations about fashion sustainability, such as 'natural fibers vs synthetics' or 'slow fashion vs fast fashion'?

Intentionally include sustainability-related choices to guide thoughtful dialogue: 'Would you rather have a closet full of organic cotton basics or a few statement pieces from fast fashion brands?' Follow up in the comments with facts or community stories to deepen the discussion.

Can I use 'Would You Rather' prompts to address seasonal style shifts, like summer layering techniques or winter color palettes, and how should I phrase them?

Absolutely! Tailor prompts to seasonal decisions: 'Would you rather layer with lightweight linen or breathable cotton this summer?' or 'Prefer bold jewel tones or muted earth tones for your winter wardrobe?' This sparks creativity and helps members exchange styling tips for specific weather and occasions.

How can I ensure my 'Would You Rather' posts cover a diverse range of personal style identities, such as androgynous, preppy, streetwear, or vintage?

Rotate prompts to celebrate different style identities: 'Would you rather rock an androgynous power suit or a retro 70s jumpsuit?' Encourage members to share photos or inspirations, ensuring everyone sees themselves represented and can discover new styles.

What are some effective ways to handle polarized debates from Would You Rather prompts about controversial trends, like 'crocs vs platform sandals' or 'visible logos vs minimalist branding'?

Set a positive tone by reminding members that all style choices are subjective and personal. Encourage playful, respectful debate and ask follow-up questions like 'What influenced your choice?' or 'How would you style it?' This keeps discussions lively but welcoming, even on hot topics.

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