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The Sassy OliveThe Sassy Olive
  • Shop
    Featured Collections
    • Newest Arrivals
    • Best Sellers
    • Sassy Medical Collection
    • Dental Headbands
    • Winter Woodsy
    • Retro & 60s Headbands
    • The Michigan Mitten
    • Book Club
    • Outdoorsy Maiden
    • Pride
    • Shop All Collections
    Shop by Type
    • Stretch Headbands
    • Top Knot Headbands
    • Wrap Headbands
    • Twist Headbands
    • Boho Buff
    • Slouchy Beanies
    • Scrunchie Packs
    • Baby Headbands
    • Shop All Headbands
    • Shop All Hats
    Shop by Pattern
    • Floral
    • Hobbies & Obsessions
    • Naughty & Swears
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    • Paisley
    • Solid Colors
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    • Tie Dye
    • Western Prints
    • Shop All Products
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How to Style Headbands

  •  

    The Sassy Stretch

    Learn how to wear our best-selling stretch style with ease. Photos, tips, and videos show how it stays put all day.

    Style the Stretch
  •  

    The Sassy Wrap

    See the many ways to wear our stackable wrap headband! Explore photos and videos for styling ideas and inspo.

    Style the Wrap
  •  

    The Sassy Top Knot

    A bold look that never slips. See how to style your top knot and get inspo for messy buns, down days, and more.

    Style the Top Knot
  •  

    The Sassy Twist

    Our twist style is full of personality! Learn how to wear it with buns, ponies, or braids in our styling photo guide.

    Style the Twist
  •  

    Styling Short Hair

    Short hair? No problem. Find styling tips and inspo to rock your headband with pixie cuts, bobs, and more.

    Style Short Hair
  •  

    Styling with Bangs

    See how to style your headband with bangs down or tucked. Includes real-life pics and our favorite bang-friendly tricks.

    Style with Bangs
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