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Honestly, who invented flare jeans? Why do they even exist on this planet when there are so many other types of jeans that are so much easier to style? It’s not that I hate flare jeans; it’s just that I don’t know how the hell to style them without looking absolutely ridiculous. As someone who’s both curvy and only 5’3″, I’m was in desperate need of some flare jean outfit ideas that wouldn’t look terrible. So, as someone who writes about fashion all the time, I knew I needed to consult the experts: celebrities and street style icons. I mean, who better to show us all how to style flare jeans than those who have personal stylists or are constantly photographed for their incredible ensembles? Taking it to the streets has never been a more successful idea.
Below, you’ll find 21 different street-style-approved flare jean outfits ready for any season. Whether it’s still 80 degrees where you are (Hello, Los Angeles.) or the weather is cooling off (I wish.), you’ll find the perfect flare jean outfit inspiration. Try some black flare jeans with your favorite leather jacket or light wash flares with your coziest sweater. If you’ve been on the fence about wearing the flare jean trend, hopefully you’ll see an outfit that makes you want to give it a try. At the end of the day, it’s all about that confidence, baby.

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1. Black Flares + Striped Top + Blazer + Patterned Scarf
2. Light Wash Flares + Tie-Front Top

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3. Mid-Wash Flares + Fringe Jacket

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4. Light Wash Flares + Fall Hues

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5. Mid-Wash Flares + Clashing Patterns
6. Mid-Wash Flares + Off-the-Shoulder Top

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7. Dark Wash Flares + Black Turtleneck + Black Jacket

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8. Patterned Flares + Long Solid Jacket

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9. Dark Wash Flares + Hot Pink Accents

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10. Black Flares + Bright Puffer Coat

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11. Black Flares + White Tee + Blazer

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12. Mid-Wash Flares + Frilly Floral Top

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13. White Flares + Metallic Top

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14. Dark Wash Flares + Denim Jacket

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15. Dark Wash Flares + Gold Blazer

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16. Black Flares + White Tee + Black Leather Jacket

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17. Dark Wash Flares + Plunging White Top

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18. Black Flares + Embroidered Jacket

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19. Light Wash Flares + Cream Blouse + Bright Color Accent

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20. Black Flares + Flow-y Black Top

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