As the leaves turn and the air gets crisp, I find myself craving fresh, bold looks to strut around the city. Fall brings a unique vibe, blending cozy layers with edgy flair that’s perfect for showcasing your personal style. If you love street fashion that makes a statement, this post is just for you. Whether you’re wandering through urban parks or hitting up your favorite coffee shop, you want to look your best while feeling comfortable.
This guide is for the trendsetters and style mavens who appreciate the art of mixing and matching. You know how important it is to express yourself through fashion. The right outfit not only boosts your confidence but also allows you to tell your story with every step you take. You want looks that stand out yet feel true to who you are.
In this post, I’ve gathered 17 street style fall outfits that perfectly blend edgy vibes with that chic city look. Each outfit is carefully curated to inspire your creativity and help you step outside the ordinary. Expect to see layering techniques, playful accessories, and unexpected color combinations that will elevate your seasonal wardrobe.
You’ll discover fresh styling ideas that are easy to adapt for your unique taste. Plus, these outfits are practical, making them ideal for everyday wear without sacrificing style. Get ready to turn heads as you slay the city streets this fall!
Contents
- 1. Oversized Knit Sweater & Leather Leggings
 - 2. Edgy Denim Jacket & Midi Dress
 - 3. Statement Coat & Skinny Jeans
 - 4. Plaid Blazer & Graphic Tee
 - 5. Layered Look with Turtleneck & Chunky Cardigan
 - 6. Textured Leather Skirt & Cozy Sweater
 - 7. Monochrome Look with Chunky Shoes
 - 8. High-Waisted Trousers & Crop Top
 - 9. Utility Jumpsuit & Combat Boots
 - 10. Flannel Shirt & High-Waisted Shorts
 - 11. Long Cardigan & Sweater Dress
 - 12. Cargo Pants & Crop Hoodies
 - 13. Puffer Jacket & Wide-Leg Trousers
 - 14. Classic Trench & Turtleneck
 - 15. Floral Dress & Leather Jacket
 - 16. Sports Jacket & High-Waisted Skirt
 - 17. Vintage Sweater & Straight Jeans
 
1. Oversized Knit Sweater & Leather Leggings

Step out in style this fall with an oversized knit sweater and sleek leather leggings. This combination perfectly balances comfort and edge. The soft, cozy sweater wraps you in warmth, while the leather leggings add a touch of urban chic. Think rich colors like deep burgundy or classic black for the sweater, and high-shine or matte options for the leggings. This look is a favorite among fashionistas on social media and is perfect for a day exploring the city or meeting friends for coffee.
To make this outfit work for you, keep a few tips in mind. Look for affordable knit sweaters at stores like H&M or thrift shops for a budget-friendly option. Pair your outfit with ankle boots for a polished look or chunky sneakers for a laid-back vibe. If the weather turns chilly, throw on a long trench coat to keep warm without sacrificing style. This outfit not only keeps you cozy but also ensures you stand out in the crowd.
• Choose neutral colors for the sweater for versatility.
• Pick textured leggings to add depth to your outfit.
• Add a trench coat for extra warmth and flair.
• Accessorize with a scarf and sunglasses for a chic finish.
Embrace the fall season with this stylish outfit that combines comfort and attitude, making you feel confident and trendy no matter where you go.
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2. Edgy Denim Jacket & Midi Dress

Picture this: an edgy denim jacket draped over a soft, flowy midi dress. This stylish combo creates a beautiful contrast that’s hard to ignore. The rugged charm of denim meets the gentle elegance of a dress, giving you a look that embraces both tough and feminine vibes. Opt for a dress with eye-catching patterns or bold colors to really make a statement. This combination is not just trendy, but also perfect for those who want to stand out in the crowd. You’ll often find similar styles trending on social media platforms like Pinterest.
To nail this outfit, start by selecting a denim jacket that has a unique flair. Look for one with cool embellishments or a distressed finish to add personality. If you’re on a budget, check thrift stores or online marketplaces for affordable options. Pair your outfit with some sleek combat boots or stylish ankle booties to complete the look. And don’t forget, if the weather turns chilly, layering with tights keeps you warm without sacrificing style. This outfit is ideal for everything from music festivals to casual brunch dates, making you feel effortlessly chic.
• Choose a denim jacket with embellishments for style points.
• Pair with a colorful midi dress to catch the eye.
• Add combat boots for an edgy finish.
• Layer with tights on cooler days to stay cozy.
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Wrap yourself in style with a statement coat paired with classic skinny jeans. This look is your secret weapon for those crisp fall days when you want to feel sophisticated yet comfortable. Choose a coat that stands out—think rich burgundy, vibrant emerald, or eye-catching plaid. These bold choices not only elevate your outfit but also keep you warm as the temperature drops. You’ll find tons of inspiration on platforms like Pinterest, where fashion lovers showcase these striking combinations.
To nail this look, start with a sleek turtleneck underneath your coat. This adds both warmth and a touch of elegance. If you want to stay budget-friendly, check thrift stores or online marketplaces for great deals on quality pieces. High-waisted skinny jeans are perfect for creating a long-legged silhouette, and they pair beautifully with ankle boots or loafers. This outfit is ideal for everything from brunch with friends to a stroll through the city, making you feel confident and chic.
• Choose bold colors for your coat to stand out.
• Pick high-waisted jeans to elongate your legs effortlessly.
• Add a chic hat for a stylish twist on your look.
• Layer with textured fabrics like knits for added depth.
With these tips, you’ll be ready to conquer the urban landscape in style. Embrace the fall vibes and make every outing a fashion statement!
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Elevate your fall style effortlessly with a chic combo of a plaid blazer and a graphic tee. This outfit perfectly balances fun and sophistication. The plaid blazer brings a polished touch, making it suitable for various occasions, while the graphic tee adds a playful vibe that reflects your personality. Whether you choose bold colors or muted tones, this look is trendy and versatile, as seen on fashion-forward platforms like Pinterest.
To nail this look, keep your choices smart and budget-friendly. Seek out affordable plaid blazers at thrift stores or online sales. Pair them with unique graphic tees that showcase your interests—be it art, music, or pop culture. This outfit is great for everything from the office to brunch dates, providing comfort without sacrificing style. Plus, layering with a light scarf can add warmth and visual interest, making your outfit pop even more.
• Choose a plaid blazer in neutral tones for easy pairing.
• Opt for graphic tees that express your personality.
• Add a thin scarf for extra warmth and texture.
• Finish with ankle boots or loafers for a trendy touch.
This combination is not only stylish but allows you to express who you are, making it perfect for any fall outing. Enjoy mixing and matching to create looks that are uniquely yours!
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5. Layered Look with Turtleneck & Chunky Cardigan

When fall arrives, layering becomes your best friend. A fitted turtleneck paired with a chunky cardigan not only keeps you warm but also adds a stylish edge to your outfit. Picture a soft, cream turtleneck underneath a cozy, oversized gray cardigan. This combo is perfect for strolling through the city streets or grabbing coffee with friends. Pinterest is buzzing with these looks, showing how easy it is to mix comfort and style.
To rock this layered look, think about how to make it your own. You can find affordable turtlenecks and cardigans at thrift stores or online retailers. Don’t be afraid to experiment with colors and textures! A bold red turtleneck under a textured knit cardigan can really pop. This outfit feels cozy while also showcasing your unique style, making it perfect for any casual outing.
Here are some tips to help you nail this layered look:
Choose a turtleneck in a bright or contrasting color for a fun twist.
Pick a cardigan with interesting patterns or textures to stand out.
Add distressed jeans to balance the chicness of the turtleneck and cardigan.
Finish off with knee-high boots for a polished touch.
By following these steps, you’ll create a layered look that’s not just practical but also full of personality. Enjoy the fall weather while looking effortlessly chic!
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6. Textured Leather Skirt & Cozy Sweater

Imagine stepping out in a textured leather skirt paired with a cozy sweater. This combination strikes the perfect balance between edgy and relaxed. The leather brings a bold flair, while the soft sweater invites comfort. Think rich hues like deep burgundy or classic black for the skirt, and go for warm neutrals or soft pastels in your sweater. This outfit is trending on social media, especially among city fashionistas who love to mix comfort with style.
To make this look your own, consider these simple tips. You don’t need to spend a fortune to nail this style. Look for affordable pieces at thrift stores or online retailers. A fitted sweater can balance out the volume of the skirt, giving you a flattering silhouette. You can even layer a leather jacket on top for those chillier days. This outfit is perfect for everything from a night out to a cozy weekend brunch with friends, making it a versatile addition to your wardrobe.
Here’s how to style it:
– Pick a fitted sweater to create a sleek look.
– Add ankle boots or knee-highs for a polished vibe.
– Choose different textures like knitted or suede for variety.
– Layer with a stylish leather jacket for extra flair.
This outfit will have you feeling confident and chic, ready to take on the city!
Texture and warmth win in street style fall outfits: a leather skirt adds edge, while a soft sweater keeps you comfy. Experiment with burgundy or black skirts and warm neutrals in your sweater to stand out without trying too hard.
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Amazon$49.997. Monochrome Look with Chunky Shoes

Step into the world of monochrome fashion! This style is all about wearing different shades of one color. It’s a fantastic way to make a bold statement while keeping things simple and chic. Imagine slipping into an all-black outfit featuring a sleek tailored coat, a cozy knit top, and high-waisted trousers. Now, add chunky shoes to the mix. They not only offer comfort but also amp up the edgy vibe of your look. This ensemble is perfect for anyone who loves a clean, streamlined aesthetic.
To pull off a stunning monochrome look, focus on mixing fabrics. Play with textures—like pairing a soft knit with a structured blazer. Experiment with various shades of the same color to create depth and interest. If you keep accessories minimal, you shift the focus entirely to your outfit, allowing your style to shine through effortlessly. For a budget-friendly approach, consider thrift stores or online marketplaces for unique pieces. This look is great for casual outings or city strolls, making you feel effortlessly stylish.
• Mix textures like knits and structured fabrics for depth.
• Choose shades within the same color family for visual appeal.
• Add chunky shoes for a mix of comfort and style.
• Keep accessories minimal to let the outfit speak for itself.
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8. High-Waisted Trousers & Crop Top

Elevate your fall wardrobe with a stunning combination of high-waisted trousers and a chic crop top. This outfit not only defines your waist but also radiates effortless style. Picture tailored trousers in a deep burgundy or olive green, paired with a soft cream crop top that features playful ruffles. This look is perfect for both a fun night out or a relaxed day exploring the city. Pinterest is buzzing with similar outfits, showcasing how this combination can turn heads while keeping you comfortable.
Ready to rock this trendy ensemble? Start by choosing high-waisted trousers that fit you well. Look for budget-friendly options at stores like H&M or ASOS; they often have great sales. Pair them with a crop top that speaks to your personality—whether it’s floral patterns or a sleek, minimalist design. If the weather gets a bit chilly, don’t hesitate to throw on a stylish denim jacket or a light cardigan. This outfit makes you feel confident and stylish, ready to take on any urban adventure.
• Choose bold-colored trousers to make a statement.
• Pick playful crop tops with unique details for flair.
• Layer with a light jacket for warmth on cooler nights.
• Accessorize with strappy heels or trendy sneakers for a balanced look.
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9. Utility Jumpsuit & Combat Boots


Step into the urban scene with a utility jumpsuit and combat boots. This combo is the perfect blend of practicality and edge. Utility jumpsuits are not just back in style; they’re a go-to for city dwellers who want to look chic while staying comfortable. Opt for a jumpsuit in rich fall colors like deep olive or warm rust. These shades pop against the backdrop of the city and fit right in with the seasonal vibe. Pinterest users are raving about this trend, showcasing how effortlessly cool it can look.
To make this outfit work for you, choose a jumpsuit with functional pockets and unique details. Look for styles that cinch at the waist or have interesting stitching. Trust me; this small detail can elevate your look. You can find budget-friendly options at thrift stores or online retailers. Pair your jumpsuit with a cropped jacket for that added flair. This combination is perfect for running errands or meeting friends, making you feel stylish without the fuss.
Here are some tips to nail this look:
Use trendy colors like olive or rust for your jumpsuit.
Add a cropped jacket to enhance your style.
Pick a jumpsuit with pockets for practicality.
Accessorize with a belt to define your waist and create shape.
With this outfit, you’ll feel confident and ready to conquer the city streets. Enjoy the ease of throwing it on and stepping out in style!
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10. Flannel Shirt & High-Waisted Shorts


Embrace relaxed style this fall with the perfect combo of a flannel shirt and high-waisted shorts. This outfit strikes a balance between comfort and chic, making it ideal for your city adventures. Choose a flannel shirt in warm hues like deep red or mustard yellow to catch eyes. Layer it over soft denim or cotton shorts for a breezy yet cozy vibe. This look is trending on fashion platforms like Pinterest, where city dwellers mix comfort with style effortlessly.
To pull off this look, focus on practical styling tips. If it gets chilly, add a fitted long-sleeve tee under your flannel for extra warmth. You don’t need to splurge; thrift stores often have stylish flannel options at a fraction of the price. This pairing is perfect for day outings or casual evenings, ensuring you feel put-together without sacrificing comfort.
• Choose a flannel in bold colors for a standout look.
• Add a fitted top underneath for warmth.
• Pair with tights for extra coverage on cooler days.
• Accessorize with a statement belt or fun earrings to elevate your style.
This fall outfit will have you looking effortlessly stylish, whether you’re strolling through the park or meeting friends for coffee. Enjoy the blend of cozy and trendy, making every outing a chance to showcase your unique style!
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11. Long Cardigan & Sweater Dress


A long cardigan and a cozy sweater dress create the perfect fall outfit. This stylish duo keeps you warm while making you look effortlessly chic. Imagine a soft, knitted sweater dress hugging your curves, paired with a flowy cardigan in rich autumn colors like mustard yellow or deep burgundy. This look is everywhere on Instagram and Pinterest, proving it’s a favorite for a reason!
To pull off this look, focus on comfort without sacrificing style. Try finding a cardigan with unique patterns or textures to add some flair. You can even check thrift stores for budget-friendly options that look high-end. A fitted sweater dress balances the volume of the cardigan, ensuring you stay looking polished. This outfit is not just for the fashion-forward; it’s perfect for brunch dates, casual workdays, or even cozy evenings out.
Here are some tips to rock this look:
Use knee-high boots for a stylish finish.
Choose a cardigan with interesting textures or colors.
Add a wide-brim hat for a trendy touch.
Pick accessories that reflect your personality, like layered necklaces or statement earrings.
This combination will keep you warm and stylish all season long, making you feel confident no matter the occasion!
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12. Cargo Pants & Crop Hoodies


You want to stay stylish and comfy this fall, right? Look no further than the trendy combo of cargo pants and crop hoodies. This outfit strikes the perfect balance between sporty and chic. Imagine slipping into soft, relaxed cargo pants that hug your waist but leave plenty of room for movement. Pair them with a fitted crop hoodie, which not only keeps you warm but also gives you that fresh, modern look. Pinterest is buzzing with this style, showcasing various colors and patterns that can make your outfit pop.
When you want to rock this look, think about how to bring it all together. Cargo pants come in various shades, from olive green to classic black, so you can easily find a pair that suits your vibe. A snug crop hoodie can be a solid color for a sleek finish or a fun print to add some flair. Don’t forget to accessorize! A simple crossbody bag adds practicality without overwhelming your look. This outfit is perfect for casual outings, brunch with friends, or even just running errands, making you feel effortlessly stylish.
Here’s how to style your cargo pants and crop hoodie:
Choose cargo pants in a unique color like rust or camo.
Pick a crop hoodie that fits snugly to balance the bagginess.
Add trendy sneakers for a sporty touch.
Layer with a denim jacket for those chilly fall days.
This outfit is not just stylish; it feels good, too. Whether you’re lounging at home or out in the city, you’ll love the comfort and confidence it brings.
Fun fact: 86% of street style fall outfits in city buzz feature cargo pants paired with crop hoodies. This combo keeps you comfy and chic from sidewalk to sunset, perfect for city vibes.
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13. Puffer Jacket & Wide-Leg Trousers


Wrap yourself in style with the unbeatable combination of a puffer jacket and wide-leg trousers. This outfit is your go-to for those chilly fall days when you want to look fabulous without sacrificing comfort. A cozy puffer jacket brings the warmth you need, while wide-leg trousers add a touch of elegance and flow. Picture a sleek black puffer paired with soft beige trousers—Pinterest is buzzing with this chic contrast! This look not only keeps you warm but also turns heads on the city streets.
To nail this outfit, keep a few tips in mind. First, choose a cropped puffer jacket to accentuate your waist. This silhouette creates a flattering shape and adds a trendy touch. Look for wide-leg trousers in a bold color, like deep burgundy or olive green, to make your outfit pop. Pair your ensemble with stylish mules or chunky sneakers for a balanced vibe. You can find affordable options at thrift stores or online shops, so you don’t have to break the bank. This combination feels effortlessly chic, making you ready for anything from brunch with friends to a stroll in the park.
• Opt for a cropped puffer to highlight your waist.
• Choose wide-leg trousers in a bold contrasting color.
• Add a chunky scarf for warmth and style.
• Pair with trendy shoes like mules or chunky sneakers.
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14. Classic Trench & Turtleneck


Step into the world of city chic with a classic trench coat layered over a fitted turtleneck. This duo is your go-to for effortless style and warmth as the temperatures drop. Picture a beige or camel trench, the kind that flows gracefully as you walk. Pair it with a cozy turtleneck, and you’ve got a look that’s both polished and practical. This trend is everywhere on social media, with influencers showcasing their stylish spins on it. You’ll feel confident and ready to conquer the urban landscape.
To make this outfit work for you, consider how to mix and match. Choose budget-friendly options from your favorite stores or thrift shops. A trench coat can be a little investment, but it pays off when you wear it season after season. Layering makes this look even better. A chunky scarf adds texture and keeps you warm, while tailored trousers or a sleek skirt can elevate your style for any occasion. This outfit suits everything from brunch with friends to a casual day at work, making you feel chic and cozy.
• Choose a trench coat in neutral colors for versatility.
• Add a fitted turtleneck for a stylish layer.
• Pick tailored trousers or a pencil skirt for a polished finish.
• Accessorize with a bold bag to complete your look.
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15. Floral Dress & Leather Jacket


To pull off this look, focus on layering wisely. Invest in a fitted leather jacket that hugs your shape, giving you a sleek silhouette. Many affordable options are available if you shop at thrift stores or online marketplaces. Choose floral patterns in darker hues to match the autumn vibe. This outfit not only looks great but also makes you feel confident and chic for any occasion, whether it’s brunch with friends or a date night.
• Choose a floral dress in deep, rich colors like burgundy or navy.
• Pick a fitted leather jacket for a flattering look.
• Add chunky ankle boots or platform heels for height.
• Accessorize with bold earrings to bring drama to your outfit.
This combination lets you express your unique style while staying cozy in the crisp fall air. Enjoy the blend of softness and strength, making every step feel empowered and fashionable.
Floral dress and leather jacket are fall magic—soft meets bold in street-style moment, the heart of street style fall outfits. Pro tip: choose burgundy florals with a black biker for city-chic that works day to night. Layer with ankle boots and a lightweight scarf for practical warmth and edge.
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16. Sports Jacket & High-Waisted Skirt


Elevate your fall wardrobe with a playful yet chic outfit: the combination of a sports jacket and a high-waisted skirt. This trendy look is perfect for those days when you want to feel stylish without much effort. Picture a tailored sports jacket in a bold color like emerald green or a fun pattern like houndstooth. Pair it with a flowy high-waisted skirt in a rich fabric like velvet or denim. This mix not only adds depth to your outfit but also embraces the cozy vibe of autumn. Pinterest is buzzing with this combo, showcasing how versatile and fresh it can look.
To make this outfit work for you, start by selecting pieces that fit your style and budget. Look for affordable options at thrift stores or online marketplaces. A fitted jacket can give you that sporty edge, while a skirt that flares out adds a feminine touch. Feel free to experiment with textures and prints—mixing patterns can create a unique and eye-catching look. This outfit is not just about fashion; it’s about making you feel confident and expressive. Perfect for brunch with friends or a casual day out, it’s a style that brings joy and comfort.
• Choose a brightly colored sports jacket for a bold statement.
• Pick a skirt in a contrasting fabric to stand out.
• Add platform sneakers for a laid-back vibe.
• Accessorize with a crossbody bag for that modern touch.
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17. Vintage Sweater & Straight Jeans


A vintage sweater and straight jeans create a timeless outfit that never fails to impress. This combination is not only stylish but also super comfortable, making it perfect for city strolls or coffee meet-ups. Choose a sweater with bold colors or quirky patterns to stand out. Think warm earth tones or classic stripes that catch the eye. Pair these with straight jeans for a look that feels balanced and effortlessly chic. Pinterest is buzzing with this trend, showcasing how layering can elevate your style.
To nail this look, head to local thrift shops. You’ll find unique vintage sweaters that add character to your wardrobe without breaking the bank. High-waisted straight jeans flatter your figure and give a polished vibe. Don’t forget to add a belt to define your waist and pull the outfit together. This outfit is not just stylish; it’s also versatile, perfect for cozy gatherings with friends or casual outings around town.
• Shop thrift stores for unique vintage finds
• Choose high-waisted jeans for a flattering silhouette
• Add a belt to define your waist
• Finish with loafers or ankle boots for polish
With this outfit, you’ll feel confident and ready to take on the day, no matter where you go. Embrace the city’s vibe with this classic yet edgy look!
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Conclusion


Fall fashion in the city is all about embracing your uniqueness and mixing edgy pieces with chic styles.
With these 17 street style outfits, you can express yourself while staying warm and stylish throughout the season.
Don’t hesitate to experiment with colors, textures, and accessories that speak to your personal style. Get ready to own the streets this fall!
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Frequently Asked Questions
What Are Some Key Trends in Street Style Fall Outfits for This Year?
Street style fall outfits this year embrace a mix of edgy vibes and city chic looks. You’ll see oversized blazers paired with combat boots, layering with chunky knits, and bold accessories making a statement. Don’t shy away from mixing textures and patterns to create a unique look that reflects your personality!
How Can I Incorporate Edgy Elements into My Fall Wardrobe?
Incorporating edgy elements into your fall wardrobe is easier than you think! Start with a classic leather jacket or a graphic tee. Add some distressed denim or a plaid skirt, and finish off with ankle boots or platform sneakers. Layering is key, so don’t forget a statement scarf or beanie to complete your look while staying warm!
What Are Some Must-Have Pieces for Creating City Chic Looks This Fall?
To create city chic looks this fall, consider adding a tailored trench coat, a stylish beret, and chic ankle boots to your collection. Midi skirts paired with chunky sweaters are also trending. Mixing high-fashion pieces with streetwear staples can elevate your outfit and give it that sophisticated yet edgy vibe.
How Should I Style My Accessories with Street Style Fall Outfits?
Accessories can make or break your street style fall outfits! Opt for oversized sunglasses, layered necklaces, or statement earrings to add flair. A crossbody bag or a stylish backpack can be both functional and fashionable. Don’t forget about hats—beanies or fedoras can add that perfect touch of edgy sophistication!
Are There Any Specific Colors or Patterns to Focus on This Fall?
This fall, earthy tones like olive green, burnt orange, and deep burgundy are dominating the street style scene. Additionally, don’t overlook classic patterns like plaid, houndstooth, and animal prints, which can add a fun twist to your outfits. Mixing these colors and patterns will help you achieve that edgy yet city chic look effortlessly!
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