Introduction
Celebrity street style has become just as influential as red carpet fashion. These candid moments—outside hotels, leaving restaurants, running errands—often create the biggest trends of the year. What makes celebrity street style so impactful is its mix of luxury and relatability: relaxed silhouettes, wearable basics, and accessories styled with intention.
The truth is, these outfits look effortless because they follow reliable styling formulas. And the even better truth? You don’t need celebrity budgets to recreate the look—you just need to understand proportions, layering, and color theory.
In this guide, I’m breaking down the most iconic celebrity street style moments of the last few years. For each one, you’ll get a step-by-step outfit formula, budget-friendly alternatives, and practical styling tips to make it work in real life.
1. Hailey Bieber’s Oversized Blazer + Biker Shorts Look
One of Hailey’s most replicated outfits is the classic biker-short street style look.
The Outfit Breakdown
- Oversized blazer
- Sports bra or cropped tank
- High-quality biker shorts
- Crew socks
- Sneakers (New Balance, Adidas Samba style)
- Minimalist tote or mini shoulder bag
Why It Works
The oversized blazer adds structure while the biker shorts keep it sporty and balanced. The contrast creates the “off-duty model” feel.
Affordable Dupes
- Blazer: Zara / H&M
- Biker shorts: Aritzia dupe sets on Amazon
- Bag: JW Pei or Charles & Keith
Style Tip
Stick to neutrals (black, taupe, white) to keep the look elevated.
2. Zendaya’s Oversized Trench + Wide-Leg Trousers
Zendaya’s street style masterfully blends tailoring with comfort.
The Outfit Breakdown
- Oversized beige or khaki trench coat
- Fitted turtleneck or tank
- Wide-leg trousers
- Simple leather sneakers
- Minimalist crossbody bag
Why It Works
The elongated proportions create a “quiet luxury” vibe—structured but relaxed.
Affordable Dupes
- Trench: Uniqlo / Mango
- Trousers: H&M Premium / Abercrombie Sloane
- Bag: COS or Mango leather crossbody
Style Tip
Keep the palette monochromatic for maximum elegance.
3. Rihanna’s Oversized Puffer + Streetwear Layers
Rihanna’s airport and late-night street style moments are iconic for a reason.
H3: The Outfit Breakdown
- Oversized puffer jacket
- Baggy jeans or parachute pants
- Graphic tee or hoodie
- Statement bag
- Chunky sneakers or boots
Why It Works
Rihanna embraces volume — the oversized silhouette makes the bag and accessories pop.
Affordable Dupes
- Puffer: ASOS / Superdry-style Amazon jackets
- Pants: Stradivarius parachute pants
- Bag: Bold chain-strap bags from Aldo
Style Tip
Choose one statement: the bag, the jacket, or the shoes—not all three.
4. Bella Hadid’s 90s/Y2K Revival
Bella’s streetwear single-handedly revived early 2000s fashion.
The Outfit Breakdown
- Baby tee
- Low-rise jeans or cargos
- Mini shoulder bag
- Small-frame sunglasses
- Sneakers or moto boots
Why It Works
It’s playful, nostalgic, and perfectly proportioned: tiny top, tiny bag, relaxed bottoms.
Affordable Dupes
- Baby tees: Brandy Melville style tops (Amazon alternatives)
- Sunglasses: Narrow sunglasses from Urban Outfitters
- Bags: Mini baguette-style bags from Zara
Style Tip
Add one vintage element (belt, bag, sunglasses) to make it feel authentic.
5. Kendall Jenner’s All-Black Tailored Airport Look
Kendall mastered chic minimalism with this viral look.
The Outfit Breakdown
- Black wool coat
- Black trousers or leggings
- Black sweater
- Leather shoulder bag
- Sunglasses
- Boots or Sambas
Why It Works
Monochrome is the quickest way to elevate any outfit.
Affordable Dupes
- Coat: Mango / H&M wool blend
- Bag: A.P.C.-style leather bags (Charles & Keith options)
Style Tip
Vary textures when going monochrome: wool + leather + cotton.
6. Timothée Chalamet’s Casual Cool Layering
Timothée mixes comfort and sophistication without trying too hard.
H3: The Outfit Breakdown
- Bomber jacket or statement coat
- Simple tee
- Slim jeans
- Sneakers or Chelsea boots
- Minimalist chain or rings
Why It Works
Youthful silhouettes, elevated with sharp tailoring.
Affordable Dupes
- Bomber: Zara / Pull & Bear
- Jewelry: Mejuri-inspired pieces from Etsy
Style Tip
Stick to one standout layer and keep everything else simple.
7. Dua Lipa’s Color-Pop Street Style
Dua isn’t afraid of color—and that’s what makes her looks fun.
The Outfit Breakdown
- Vibrant coat or cardigan
- Simple top underneath
- Mini skirt or fitted pants
- Eye-catching bag
- Boots or chunky shoes
Why It Works
The bold color draws attention without feeling overwhelming.
Affordable Dupes
- Color-pop coats: Bershka / ASOS
- Bags: Stradivarius bright mini bags
Style Tip
Let one bright piece lead the outfit; keep the rest minimal.
: How to Recreate Celebrity Street Style on Any Budget
1. Focus on Silhouette First
Celebrity outfits succeed because of shape and proportion—not brand names.
2. Build a Basics Wardrobe
Every celeb outfit starts with:
- Basic tees
- Tailored trousers
- Structured outerwear
3. Add One Luxury-Looking Element
Could be:
- A structured bag
- Quality sunglasses
- A trench coat
4. Stick to a Color Palette
Neutrals always look expensive.
5. Use Footwear Strategically
Changing shoes can completely alter the vibe: sneakers → casual, boots → elevated.
Best Affordable Stores for Celebrity Street Style Dupes
Under $50
- H&M
- Pull & Bear
- Stradivarius
Under $100
- Zara
- ASOS
- Mango
Premium-but-affordable
- Aritzia
- COS
- Everlane
Mistakes to Avoid When Copying Celebrity Looks
1. Ignoring Proportions
Oversized needs something fitted to balance it.
2. Over-accessorizing
Most celebrity looks are surprisingly minimal.
3. Mismatched Color Tones
Cool-toned outfit + warm beige bag = clash.
4. Going Too Literal
You want to be inspired, not copy every detail.
FAQ (SEO Optimized)
What makes celebrity street style so influential?
It’s relatable, wearable, and trend-generating because it’s rooted in everyday dressing.
How can I recreate celebrity outfits on a budget?
Focus on proportion, neutral colors, and structured basics—not designer labels.
Which celebrity has the most iconic street style?
Hailey Bieber, Kendall Jenner, Bella Hadid, Zendaya, and Rihanna consistently lead trends.
Do I need designer pieces to look like a celebrity?
No—affordable versions with similar silhouettes work perfectly.
Internal Linking Recommendations
- Link to Article 2: Celebrity Street Style Report
- Link to Handbags & Accessories
- Link to 2025 Trend Pages
