Fearless, feminine, and free — a modern ode to Carrie Bradshaw’s iconic tulle moment in the heart of New York City.

What Carrie Bradshaw and Jessica Pearson Teach Us About the Art and Work of Personal Style

7 Min Read

What Carrie Bradshaw (SATC) and Jessica Pearson (SUITS) Teach Us About the Art and Work of Personal Style: Between Tulle and Tailoring:

The Myth of Effortless Style

We often admire women who have style. But behind every look that feels effortless lies intention, experimentation, and a quiet confidence that has been built over time.

True style isn’t about trends — it’s about self-knowledge. It’s how we communicate without saying a word.

Two women who have profoundly shaped my perspective on personal style are Carrie Bradshaw from Sex and the City and Jessica Pearson from Suits.

I’ve watched both of these shows more than once — and that says a lot because it’s not my style to rewatch television. But these aren’t just shows. They’re modern stories of ambition, love, friendship, vulnerability, and power — all told through the lens of fashion.

Carrie and Jessica are entirely different — one spontaneous, the other calculated; one creative chaos, the other quiet control — yet both define what it means to own your presence. And perhaps, just perhaps, our personal style lies somewhere between the two.

Carrie Bradshaw: The Original Influencer Before Influencers Existed

Before Instagram, before outfit-of-the-day posts, there was Carrie Bradshaw — walking the streets of Manhattan in a tutu, proving that fashion could be both playful and profound.

Carrie didn’t just wear clothes. She told stories with them.

A vintage Dior with a thrifted belt. A man’s shirt worn like poetry. A newspaper-print dress that became a defining moment of an era.

She was fearless — the woman who could make a pink tulle skirt look like rebellion and make heartbreak look stylish with a pair of Manolos.

One of my favorite moments comes from the later seasons, when Carrie carries an oversized Coach bag as a clutch — something no one had thought to do before. She turned a practical tote into a piece of art. It wasn’t about showing off a label — it was about seeing differently.

What I’ve always loved about Carrie is that she represents fearless self-expression. She wasn’t perfect — she was emotional, spontaneous, sometimes unsure — and that’s what made her real. Her vulnerability was her magic.

Carrie Lesson: Style is about courage, not perfection.

👜 Shop the Iconic Clutch:

Jessica Pearson: The Power of Sleek, Feminine Authority

Then there’s Jessica Pearson — a woman whose presence commands attention before she even speaks.

From her tailored sheath dresses to her sculpted pencil skirts, Jessica’s wardrobe is an ode to elegant authority.

She ran one of New York’s most powerful law firms with precision and poise, and her style reflected that — every clean line, every structured bag, every understated diamond stud said: “I know who I am.”

I’ve always admired the confidence in Jessica’s persona — she’s calm under pressure, composed in chaos, and never apologizes for her power. Her style is sleek yet undeniably feminine — the kind that reminds you that strength and softness can absolutely coexist.

Watching her over the years changed how I think about professional dressing. You don’t need to hide your femininity to be taken seriously — in fact, that’s your superpower.

Jessica Lesson: True style is quiet power — refined, intentional, and self-assured.

👜 Shop the Look:

Explore Jessica Pearson–inspired designer bags — structured, timeless, and powerfully feminine.

Between the Two: Where Your Own Style Lives

For most of us, our personal style lives somewhere in between Carrie and Jessica.

Some days I lean more “Carrie” — mixing textures, playing with color, choosing the unexpected. Other days, I’m all “Jessica” — sleek silhouettes, tailored blazers and wool coats, minimal jewelry, neutral palettes.

And that’s the beauty of it. You don’t have to choose one or the other.

You can dress for creativity and control. Vulnerability and power. Sequins and structure.

Style isn’t a formula. It’s a reflection of where you are, how you feel, and who you’re becoming.

The Hard Work Behind “Effortless”

Both Carrie and Jessica may look effortlessly stylish, but behind the scenes, there’s intention — stylists, fittings, tailoring, and a clear vision.

In real life, the same principle applies. Creating your style takes time. You have to learn what fits, what flatters, what makes you feel unstoppable. You experiment, you evolve, and one day, it just clicks.

That’s when “effortless” happens — when you finally know yourself so well that your wardrobe starts speaking for you.

Effortless style is never effortless.

It’s built — piece by piece, moment by moment, with care and curiosity.

Becoming Your Own Style Icon

Carrie Bradshaw and Jessica Pearson couldn’t be more different — one wears tulle and tells stories; the other wears tailoring and commands rooms. Yet both women remind us of something powerful: style is deeply personal.

It’s not about copying icons — it’s about becoming one.

Study what you love about them, but filter it through you — your rhythm, your values, your world.

Because the most powerful thing you can ever wear isn’t a designer label.

It’s self-awareness — and that never goes out of style.

Share This Article
Krupa is the Founder and Editor in Chief of Elegant & Driven, where elegant living meets purposeful ambition. With a background in strategic writing and a deep love for systems that empower creativity, she shares timeless insights on health, design, and the art of digital entrepreneurship.