Guardian Insider

Fashion icons aren’t just people who wear clothes well—they’re individuals who use style as a form of expression, identity, and influence. From old Hollywood legends to modern influencers, these icons have shaped the way we view fashion by taking risks, pushing boundaries, and remaining unapologetically themselves. But what exactly makes a fashion icon, and what can we learn from their style choices?

In this article, we’ll dive into the fashion legacies of a few of the most influential style figures across time and unpack the valuable lessons their wardrobes can teach us. Whether you’re building your personal style or looking for a confidence boost, these insights offer both inspiration and practical takeaways.


1. Coco Chanel: Simplicity and Empowerment

Why She’s Iconic:
Coco Chanel revolutionized women’s fashion in the early 20th century by introducing comfort, practicality, and elegance into womenswear. She is credited with popularizing the “little black dress,” trousers for women, and the iconic Chanel suit.

Style Philosophy:

  • “Fashion fades, only style remains the same.”
  • Emphasized timelessness, simplicity, and elegance.
  • Championed the idea that women could be stylish and empowered simultaneously.

What We Can Learn:

  • Less is more: A clean, minimal wardrobe often speaks volumes. Neutral colors and classic silhouettes never go out of style.
  • Function meets fashion: Clothes should be both beautiful and practical.
  • Confidence is key: Chanel’s designs were not just about the garments, but the message behind them—strength, independence, and freedom.

2. Audrey Hepburn: Grace in Simplicity

Why She’s Iconic:
Audrey Hepburn is synonymous with effortless elegance. Her collaboration with designer Hubert de Givenchy led to some of the most iconic fashion moments in film and beyond.

Style Philosophy:

  • Preferred timeless silhouettes over trends.
  • Leaned into simplicity with a focus on quality and fit.
  • Believed fashion was a reflection of the inner self.

What We Can Learn:

  • Invest in classics: Think little black dresses, ballet flats, turtlenecks, and cigarette pants.
  • Signature style matters: Hepburn didn’t chase trends—she stuck to what worked for her and refined it.
  • Inner beauty enhances outer style: Audrey’s charm was as much about her poise and demeanor as it was about her clothes.

3. David Bowie: Fashion as Self-Reinvention

Why He’s Iconic:
David Bowie wasn’t just a music legend—he was a chameleon of style. From Ziggy Stardust to the Thin White Duke, his looks were bold, avant-garde, and deeply expressive.

Style Philosophy:

  • Used fashion as a tool for storytelling and self-expression.
  • Broke gender norms and challenged conventional beauty standards.
  • Saw style as an evolving, experimental art form.

What We Can Learn:

  • Be fearless: Don’t be afraid to take risks or explore unconventional looks.
  • Style is identity: Your wardrobe can be a canvas for your personality, creativity, and beliefs.
  • Change is empowering: Reinventing your style can be a form of personal evolution.

4. Rihanna: High Fashion Meets Street Style

Why She’s Iconic:
Rihanna has become one of the most influential style figures of the 21st century. Her ability to blend high fashion with streetwear, and her fearless red carpet choices, have earned her a place as a modern-day fashion queen.

Style Philosophy:

  • Embraces risk and pushes the boundaries of what’s expected.
  • Mixes luxury fashion with everyday street style.
  • Advocates for diversity and inclusion through her brand Fenty.

What We Can Learn:

  • Mix it up: Don’t be afraid to combine styles or juxtapose aesthetics.
  • Own your choices: Rihanna’s power lies in her confidence—whatever she wears, she owns it.
  • Fashion is for everyone: Style should be inclusive, accessible, and empowering to all body types and backgrounds.

5. Princess Diana: The Power of Evolution

Why She’s Iconic:
Princess Diana’s fashion journey mirrored her personal transformation. From shy royal to confident humanitarian, her wardrobe told a story of liberation, elegance, and purpose.

Style Philosophy:

  • Elegance with a modern edge.
  • Understood how to balance formality with personal style.
  • Used fashion to communicate independence and strength.

What We Can Learn:

  • Evolve your wardrobe: Your style can grow with you. Let it reflect your life stage and inner transformation.
  • Subtle statements matter: Not every bold move is loud. Diana’s revenge dress, for example, was both quiet and thunderous.
  • Confidence is a quiet power: True style radiates when it’s backed by self-assurance.

6. Pharrell Williams: Androgyny and Boldness

Why He’s Iconic:
Pharrell has redefined menswear by introducing color, texture, and fluidity. His collaborations with Chanel and other high-end brands have blurred gender lines and opened new doors in fashion.

Style Philosophy:

  • Believes fashion is about freedom.
  • Doesn’t subscribe to traditional gender norms in clothing.
  • Values individuality and innovation.

What We Can Learn:

  • Style has no gender: Fashion should be fun, inclusive, and personal.
  • Experiment with silhouettes: Play with structure, layering, and bold accessories.
  • Be unapologetically you: Pharrell’s best looks come from embracing who he is.

7. Zendaya: Young, Fearless, and Fashion-Forward

Why She’s Iconic:
Zendaya has quickly become one of fashion’s rising stars. Her red carpet appearances are consistently bold, imaginative, and impactful, often making her the talk of award shows and fashion weeks.

Style Philosophy:

  • Uses fashion to make statements and tell stories.
  • Champions emerging designers and underrepresented creatives.
  • Pushes boundaries while maintaining elegance and sophistication.

What We Can Learn:

  • Take control of your narrative: Zendaya’s style is a reflection of her voice and values.
  • Support others through fashion: Highlighting diverse voices in fashion strengthens the community.
  • Play with drama: Fashion should be fun—don’t shy away from bold shapes, colors, or concepts.

8. Steve Jobs: The Power of Uniformity

Why He’s Iconic:
While not traditionally viewed as a fashion icon, Steve Jobs is a masterclass in minimalist dressing. His black turtleneck, jeans, and sneakers became a uniform—and a global symbol of focus and consistency.

Style Philosophy:

  • Believed in removing distractions.
  • Saw clothing as a tool, not the main event.
  • Valued function over flair.

What We Can Learn:

  • Uniforms work: Having a go-to style can simplify your life and reinforce your personal brand.
  • Minimalism has impact: Simple pieces worn with intention can be just as powerful as elaborate outfits.
  • Authenticity above all: Jobs never dressed to impress—he dressed to express clarity and commitment.

How to Apply These Lessons to Your Own Style

You don’t have to be a celebrity to develop iconic style. The key takeaways from these fashion legends can be applied to everyday wardrobes and help you build a look that’s uniquely yours.

1. Know Yourself

Self-awareness is the first step to great style. Understand your preferences, body type, lifestyle, and what makes you feel most confident.

2. Embrace Consistency

While experimentation is important, having a few key elements that define your style (like Audrey’s black dresses or Pharrell’s hats) can help you build a cohesive wardrobe.

3. Invest in Quality

Whether it’s a Chanel-inspired blazer or a great pair of jeans, investing in timeless, well-made pieces pays off in the long run.

4. Tell a Story

Fashion is an extension of your identity. Think of each outfit as a sentence in your personal narrative. What do you want it to say?

5. Evolve

Your life changes—your wardrobe should too. Don’t be afraid to outgrow trends, try new things, or revisit old favorites in fresh ways.

6. Break the Rules

Many of the greatest style moments came from defying expectations. Bowie wore makeup, Diana wore off-the-shoulder black, and Rihanna wore a sheer crystal gown to the CFDA Awards. Dare to be different.


Conclusion

Fashion icons have more to teach us than just how to dress—they show us how to own who we are. Their style choices are reflections of courage, creativity, evolution, and authenticity. Whether your vibe leans toward minimalist chic like Audrey Hepburn, bold and futuristic like David Bowie, or street-meets-couture like Rihanna, the most important thing is to wear what makes you feel alive and seen.

In the end, the best fashion advice comes down to this: Dress like you mean it. Let your style tell your story—loudly, softly, fearlessly, or elegantly—just as the icons do.