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The Sassy OliveThe Sassy Olive
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    • Top Knot Headbands
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    Special Offers
    • The Sassy "Style Me" Box
    • Grab Bags
    • Bundle Deals
    • Gift Card
    • Sale
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    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Fabric Printing
  • Styling
    • Stretch
    • Wrap
    • Top Knot
    • Twist
    • Short Hair
    • Headbands with Bangs
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Collection: All Headbands

Handmade stretch headbands in every style and pattern. Sort by style or pattern type to find your perfect fit — all soft, comfy, and sewn in Michigan.
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1486 products
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1486 products

  • Bram Plaid Wrap Headband - The Sassy Olive Bram Plaid Wrap Headband - The Sassy Olive
    Bram Plaid Wrap Headband
    Bram Plaid Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Amber Harvest Stretch Headband - The Sassy Olive Amber Harvest Stretch Headband - The Sassy Olive
    Amber Harvest Stretch Headband
    Amber Harvest Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
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    $15.00
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  • Pumpkin Spice Latte Stretch Headband - The Sassy Olive Pumpkin Spice Latte Stretch Headband - The Sassy Olive
    Pumpkin Spice Latte Stretch Headband
    Pumpkin Spice Latte Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pumpkin Tops Stretch Headband - The Sassy Olive Pumpkin Tops Stretch Headband - The Sassy Olive
    Pumpkin Tops Stretch Headband
    Pumpkin Tops Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pumpkin Toss Stretch Headband - The Sassy Olive Pumpkin Toss Stretch Headband - The Sassy Olive
    Pumpkin Toss Stretch Headband
    Pumpkin Toss Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • September Leaves Stretch Headband - The Sassy Olive September Leaves Stretch Headband - The Sassy Olive
    September Leaves Stretch Headband
    September Leaves Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Fallen Autumn Stretch Headband - The Sassy Olive Fallen Autumn Stretch Headband - The Sassy Olive
    Fallen Autumn Stretch Headband
    Fallen Autumn Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fallen Autumn Wrap Headband - The Sassy Olive Fallen Autumn Wrap Headband - The Sassy Olive
    Fallen Autumn Wrap Headband
    Fallen Autumn Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Hearth & Home Stretch Headband - The Sassy Olive Hearth & Home Stretch Headband - The Sassy Olive
    Hearth & Home Stretch Headband
    Hearth & Home Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Hearth & Home Wrap Headband - The Sassy Olive Hearth & Home Wrap Headband - The Sassy Olive
    Hearth & Home Wrap Headband
    Hearth & Home Wrap Headband
    Regular price
    $18.00
    Regular price
    $18.00
    Sale price
    $18.00
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  • Red Sunflowers Stretch Headband - The Sassy Olive Red Sunflowers Stretch Headband - The Sassy Olive
    Red Sunflowers Stretch Headband
    Red Sunflowers Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Red Sunflowers Wrap Headband - The Sassy Olive Red Sunflowers Wrap Headband - The Sassy Olive
    Red Sunflowers Wrap Headband
    Red Sunflowers Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Sunflower Patch Stretch Headband - The Sassy Olive Sunflower Patch Stretch Headband - The Sassy Olive
    Sunflower Patch Stretch Headband
    Sunflower Patch Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sunflower Patch Wrap Headband - The Sassy Olive Sunflower Patch Wrap Headband - The Sassy Olive
    Sunflower Patch Wrap Headband
    Sunflower Patch Wrap Headband
    Regular price
    $18.00
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    Sale price
    $18.00
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  • Rhino Cement Map Random Ass Stretch - The Sassy Olive Rhino Cement Map Random Ass Stretch - The Sassy Olive
    Rhino Cement Map Random Ass Stretch Headband
    Rhino Cement Map Random Ass Stretch Headband
    Regular price
    $10.00
    Regular price
    Sale price
    $10.00
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  • Black Anchors Stretch Headband - The Sassy Olive Black Anchors Stretch Headband - The Sassy Olive
    Black Anchors Stretch Headband
    Black Anchors Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Liana Stretch Headband - The Sassy Olive Liana Stretch Headband - The Sassy Olive
    Liana Stretch Headband
    Liana Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Reynolds Stretch Headband - The Sassy Olive Reynolds Stretch Headband - The Sassy Olive
    Reynolds Stretch Headband
    Reynolds Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Be Kind to Your Mind Stretch Headband - The Sassy Olive Be Kind to Your Mind Stretch Headband - The Sassy Olive
    Be Kind to Your Mind Stretch Headband
    Be Kind to Your Mind Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Breast Cancer Awareness Stretch Headband - The Sassy Olive Breast Cancer Awareness Stretch Headband - The Sassy Olive
    Breast Cancer Awareness Stretch Headband
    Breast Cancer Awareness Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Domestic Violence Awareness Stretch Headband - The Sassy Olive Domestic Violence Awareness Stretch Headband - The Sassy Olive
    Purple Ribbon Stretch Headband
    Purple Ribbon Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Infant Loss Awareness Stretch Headband - The Sassy Olive Infant Loss Awareness Stretch Headband - The Sassy Olive
    Infant Loss Awareness Stretch Headband
    Infant Loss Awareness Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Minds of All Kinds Stretch Headband - The Sassy Olive Minds of All Kinds Stretch Headband - The Sassy Olive
    Minds of All Kinds Stretch Headband
    Minds of All Kinds Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Alumni University of Michigan Stretch Headband - The Sassy Olive Alumni University of Michigan Stretch Headband - The Sassy Olive
    Alumni University of Michigan Stretch Headband
    Alumni University of Michigan Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • Bo University of Michigan Stretch Headband - The Sassy Olive Bo University of Michigan Stretch Headband - The Sassy Olive
    Bo University of Michigan Stretch Headband
    Bo University of Michigan Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Harbaugh University of Michigan Stretch Headband - The Sassy Olive Harbaugh University of Michigan Stretch Headband - The Sassy Olive
    Harbaugh University of Michigan Stretch Headband
    Harbaugh University of Michigan Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • State Street University of Michigan Stretch Headband - The Sassy Olive State Street University of Michigan Stretch Headband - The Sassy Olive
    State Street University of Michigan Stretch Headband
    State Street University of Michigan Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bat Bingo Stretch Headband - The Sassy Olive Bat Bingo Stretch Headband - The Sassy Olive
    Bat Bingo Stretch Headband
    Bat Bingo Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Relax, We All Die Stretch Headband - The Sassy Olive Relax, We All Die Stretch Headband - The Sassy Olive
    Relax, We All Die Stretch Headband
    Relax, We All Die Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Vintage Spooky Stretch Headband - The Sassy Olive Vintage Spooky Stretch Headband - The Sassy Olive
    Vintage Spooky Stretch Headband
    Vintage Spooky Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Ghostly Meadow Stretch Headband - The Sassy Olive Ghostly Meadow Stretch Headband - The Sassy Olive
    Ghostly Meadow Stretch Headband
    Ghostly Meadow Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Golden Christmas Tree Stretch Headband - The Sassy Olive Golden Christmas Tree Stretch Headband - The Sassy Olive
    Golden Christmas Tree Stretch Headband
    Golden Christmas Tree Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Pink Tree Farm Stretch Headband - The Sassy Olive Pink Tree Farm Stretch Headband - The Sassy Olive
    Pink Tree Farm Stretch Headband
    Pink Tree Farm Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Holiday Hauler Stretch Headband - The Sassy Olive Holiday Hauler Stretch Headband - The Sassy Olive
    Holiday Hauler Stretch Headband
    Holiday Hauler Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Chilly Penguins Stretch Headband - The Sassy Olive Chilly Penguins Stretch Headband - The Sassy Olive
    Chilly Penguins Stretch Headband
    Chilly Penguins Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Evergreen Sprinkle Stretch Headband - The Sassy Olive Evergreen Sprinkle Stretch Headband - The Sassy Olive
    Evergreen Sprinkle Stretch Headband
    Evergreen Sprinkle Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Hedgehog Garden Stretch Headband - The Sassy Olive Hedgehog Garden Stretch Headband - The Sassy Olive
    Hedgehog Garden Stretch Headband
    Hedgehog Garden Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Woolly Worm Stretch Headband - The Sassy Olive Woolly Worm Stretch Headband - The Sassy Olive
    Woolly Worm Stretch Headband
    Woolly Worm Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Chocolate Garden Stretch Headband - The Sassy Olive Chocolate Garden Stretch Headband - The Sassy Olive
    Chocolate Garden Stretch Headband
    Chocolate Garden Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Chocolate Garden Topknot Headband - The Sassy Olive Chocolate Garden Topknot Headband - The Sassy Olive
    Chocolate Garden Topknot Headband
    Chocolate Garden Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Chocolate Garden Twist Headband - The Sassy Olive Chocolate Garden Twist Headband - The Sassy Olive
    Chocolate Garden Twist Headband
    Chocolate Garden Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Chocolate Garden Wrap Headband - The Sassy Olive Chocolate Garden Wrap Headband - The Sassy Olive
    Chocolate Garden Wrap Headband
    Chocolate Garden Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Michigan Wildflowers Stretch Headband - The Sassy Olive Michigan Wildflowers Stretch Headband - The Sassy Olive
    Michigan Wildflowers Stretch Headband
    Michigan Wildflowers Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Michigan Wildflowers Topknot Headband - The Sassy Olive Michigan Wildflowers Topknot Headband - The Sassy Olive
    Michigan Wildflowers Topknot Headband
    Michigan Wildflowers Topknot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Michigan Wildflowers Wrap Headband - The Sassy Olive Michigan Wildflowers Wrap Headband - The Sassy Olive
    Michigan Wildflowers Wrap Headband
    Michigan Wildflowers Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Turquoise Pumpkin Patch Stretch Headband - The Sassy Olive Turquoise Pumpkin Patch Stretch Headband - The Sassy Olive
    Turquoise Pumpkin Patch Stretch Headband
    Turquoise Pumpkin Patch Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Turquoise Pumpkin Patch Topknot Headband - The Sassy Olive Turquoise Pumpkin Patch Topknot Headband - The Sassy Olive
    Turquoise Pumpkin Patch Topknot Headband
    Turquoise Pumpkin Patch Topknot Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Citrus Picnic Stretch Headband - The Sassy Olive Citrus Picnic Stretch Headband - The Sassy Olive
    Citrus Picnic Stretch Headband
    Citrus Picnic Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Daisy Checkers Stretch Headband - The Sassy Olive Daisy Checkers Stretch Headband - The Sassy Olive
    Daisy Checkers Stretch Headband
    Daisy Checkers Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Floral Fables Stretch Headband - The Sassy Olive Floral Fables Stretch Headband - The Sassy Olive
    Floral Fables Stretch Headband
    Floral Fables Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Fresh Seafood Stretch Headband - The Sassy Olive Fresh Seafood Stretch Headband - The Sassy Olive
    Fresh Seafood Stretch Headband
    Fresh Seafood Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Pyramid Scheme Stretch Headband - The Sassy Olive Pyramid Scheme Stretch Headband - The Sassy Olive
    Pyramid Scheme Stretch Headband
    Pyramid Scheme Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Mushroom Magic Stretch Headband - The Sassy Olive Mushroom Magic Stretch Headband - The Sassy Olive
    Mushroom Magic Stretch Headband
    Mushroom Magic Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Rainbow Ripple Stretch Headband - The Sassy Olive Rainbow Ripple Stretch Headband - The Sassy Olive
    Rainbow Ripple Stretch Headband
    Rainbow Ripple Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Greylusion Stretch Headband - The Sassy Olive Greylusion Stretch Headband - The Sassy Olive
    Greylusion Stretch Headband
    Greylusion Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Mess of Mauve Stretch Headband - The Sassy Olive Mess of Mauve Stretch Headband - The Sassy Olive
    Mess of Mauve Stretch Headband
    Mess of Mauve Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • Lemon Grove Stretch Headband - The Sassy Olive Lemon Grove Stretch Headband - The Sassy Olive
    Lemon Grove Stretch Headband
    Lemon Grove Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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  • The Lost Flower Stretch Headband - The Sassy Olive The Lost Flower Stretch Headband - The Sassy Olive
    The Lost Flower Stretch Headband
    The Lost Flower Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • All in Your Head Stretch Headband - The Sassy Olive All in Your Head Stretch Headband - The Sassy Olive
    All in Your Head Stretch Headband
    All in Your Head Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Aorta Aesthetic Stretch Headband - The Sassy Olive Aorta Aesthetic Stretch Headband - The Sassy Olive
    Aorta Aesthetic Stretch Headband
    Aorta Aesthetic Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bite Bright Stretch Headband - The Sassy Olive Bite Bright Stretch Headband - The Sassy Olive
    Bite Bright Stretch Headband
    Bite Bright Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blood Types Stretch Headband - The Sassy Olive Blood Types Stretch Headband - The Sassy Olive
    Blood Types Stretch Headband
    Blood Types Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Brace Face Stretch Headband - The Sassy Olive Brace Face Stretch Headband - The Sassy Olive
    Brace Face Stretch Headband
    Brace Face Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cavity Cutie Stretch Headband - The Sassy Olive Cavity Cutie Stretch Headband - The Sassy Olive
    Cavity Cutie Stretch Headband
    Cavity Cutie Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chatterbox Stretch Headband - The Sassy Olive Chatterbox Stretch Headband - The Sassy Olive
    Chatterbox Stretch Headband
    Chatterbox Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Contact Lens Stretch Headband - The Sassy Olive Contact Lens Stretch Headband - The Sassy Olive
    Contact Lens Stretch Headband
    Contact Lens Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • EMS Stretch Headband - The Sassy Olive EMS Stretch Headband - The Sassy Olive
    EMS Stretch Headband
    EMS Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Eyeball Anatomy Stretch Headband - The Sassy Olive Eyeball Anatomy Stretch Headband - The Sassy Olive
    Eyeball Anatomy Stretch Headband
    Eyeball Anatomy Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • First Responder Stretch Headband - The Sassy Olive First Responder Stretch Headband - The Sassy Olive
    First Responder Stretch Headband
    First Responder Stretch Headband
    Regular price
    $15.00
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  • Infectious Stretch Headband - The Sassy Olive Infectious Stretch Headband - The Sassy Olive
    Floral Anatomy Stretch Headband
    Floral Anatomy Stretch Headband
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  • Germaphobe Stretch Headband - The Sassy Olive Germaphobe Stretch Headband - The Sassy Olive
    Germaphobe Stretch Headband
    Germaphobe Stretch Headband
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  • Infectious Stretch Headband - The Sassy Olive Infectious Stretch Headband - The Sassy Olive
    Infectious Stretch Headband
    Infectious Stretch Headband
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  • Minty Fresh Stretch Headband - The Sassy Olive Minty Fresh Stretch Headband - The Sassy Olive
    Minty Fresh Stretch Headband
    Minty Fresh Stretch Headband
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  • Molar Magic Stretch Headband - The Sassy Olive Molar Magic Stretch Headband - The Sassy Olive
    Molar Magic Stretch Headband
    Molar Magic Stretch Headband
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  • Neon Nurse Stretch Headband - The Sassy Olive Neon Nurse Stretch Headband - The Sassy Olive
    Neon Nurse Stretch Headband
    Neon Nurse Stretch Headband
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  • Pastel Medicine Stretch Headband - The Sassy Olive Pastel Medicine Stretch Headband - The Sassy Olive
    Pastel Medicine Stretch Headband
    Pastel Medicine Stretch Headband
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  • Take Your Meds Stretch Headband - The Sassy Olive Take Your Meds Stretch Headband - The Sassy Olive
    Pharmacy Harmony Stretch Headband
    Pharmacy Harmony Stretch Headband
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  • Phlebotomy Love Stretch Headband - The Sassy Olive Phlebotomy Love Stretch Headband - The Sassy Olive
    Phlebotomy Love Stretch Headband
    Phlebotomy Love Stretch Headband
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  • Plaque Attack Stretch Headband - The Sassy Olive Plaque Attack Stretch Headband - The Sassy Olive
    Plaque Attack Stretch Headband
    Plaque Attack Stretch Headband
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  • Platelets Stretch Headband - The Sassy Olive Platelets Stretch Headband - The Sassy Olive
    Platelets Stretch Headband
    Platelets Stretch Headband
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