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The Sassy OliveThe Sassy Olive
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    • The Sassy "Style Me" Box
    • Grab Bags
    • Bundle Deals
    • Gift Card
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    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Fabric Printing
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    • Short Hair
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Collection: All Products

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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1590 products
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1590 products

  • Barbie& Barbie&
    Barbie's Bandana Paisley Top Knot Headband
    Barbie's Bandana Paisley Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Frances Floral Top Knot Headband - The Sassy Olive Frances Floral Top Knot Headband - The Sassy Olive
    Frances Floral Top Knot Headband
    Frances Floral Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Cassieopia Top Knot Headband - The Sassy Olive Cassieopia Top Knot Headband - The Sassy Olive
    Cassieopia Top Knot Headband
    Cassieopia Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Tooled Leather Top Knot Headband - The Sassy Olive Tooled Leather Top Knot Headband - The Sassy Olive
    Tooled Leather Top Knot Headband
    Tooled Leather Top Knot Headband
    Regular price
    $15.00
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    $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
    Regular price
    $15.00
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    $15.00
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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
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    $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
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    $15.00
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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
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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
    Regular price
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    $15.00
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  • Sage Peace Stretch Headband Sage Peace Stretch Headband
    Sage Peace Stretch Headband
    Sage Peace Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Catching Fireflies Stretch Headband - The Sassy Olive Catching Fireflies Stretch Headband - The Sassy Olive
    Catching Fireflies Stretch Headband
    Catching Fireflies Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sassy Sardines Stretch Headband - The Sassy Olive Sassy Sardines Stretch Headband - The Sassy Olive
    Sassy Sardines Stretch Headband
    Sassy Sardines Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Wildflower Wander Stretch Headband - The Sassy Olive Wildflower Wander Stretch Headband - The Sassy Olive
    Wildflower Wander Stretch Headband
    Wildflower Wander Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Supposed Unicorn Stretch Headband - The Sassy Olive Supposed Unicorn Stretch Headband - The Sassy Olive
    Supposed Unicorn Stretch Headband
    Supposed Unicorn Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Mugshots Stretch Headband - The Sassy Olive Mugshots Stretch Headband - The Sassy Olive
    Mugshots Stretch Headband
    Mugshots Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Autumn Yin Yang Stretch Headband - The Sassy Olive Autumn Yin Yang Stretch Headband - The Sassy Olive
    Autumn Yin Yang Stretch Headband
    Autumn Yin Yang Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Chubby Unicorns Stretch Headband - The Sassy Olive Chubby Unicorns Stretch Headband - The Sassy Olive
    Chubby Unicorns Stretch Headband
    Chubby Unicorns Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Penis Plants Stretch Headband - The Sassy Olive Penis Plants Stretch Headband - The Sassy Olive
    Penis Plants Stretch Headband
    Penis Plants Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Fucking Sunflowers Stretch Headband - The Sassy Olive Fucking Sunflowers Stretch Headband - The Sassy Olive
    Fucking Sunflowers Stretch Headband
    Fucking Sunflowers Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Red Cassette Stretch Headband - The Sassy Olive Red Cassette Stretch Headband - The Sassy Olive
    Red Cassette Stretch Headband
    Red Cassette Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mustard Yellow Solid Stretch Headband - The Sassy Olive Mustard Yellow Solid Stretch Headband - The Sassy Olive
    Mustard Yellow Solid Stretch Headband
    Mustard Yellow Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Happy Kelly Green Solid Stretch Headband - The Sassy Olive Happy Kelly Green Solid Stretch Headband - The Sassy Olive
    Happy Kelly Green Solid Stretch Headband
    Happy Kelly Green Solid Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • October Third Stretch Headband - The Sassy Olive October Third Stretch Headband - The Sassy Olive
    October Third Stretch Headband
    October Third Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Calathea Stretch Headband - The Sassy Olive Calathea Stretch Headband - The Sassy Olive
    Calathea Stretch Headband
    Calathea Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Black and Gold Stretch Headband - The Sassy Olive Black and Gold Stretch Headband - The Sassy Olive
    Black and Gold Stretch Headband
    Black and Gold Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Catahoula Stretch Headband - The Sassy Olive Catahoula Stretch Headband - The Sassy Olive
    Catahoula Stretch Headband
    Catahoula Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bulldog Stretch Headband - The Sassy Olive Bulldog Stretch Headband - The Sassy Olive
    Bulldog Stretch Headband
    Bulldog Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Skulls n Roses Boho Buff - The Sassy Olive Skulls n Roses Boho Buff - The Sassy Olive
    Skulls n Roses Boho Buff
    Skulls n Roses Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Sloth Season Stretch Headband - The Sassy Olive Sloth Season Stretch Headband - The Sassy Olive
    Sloth Season Stretch Headband
    Sloth Season Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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  • Heirloom Stretch Headband - The Sassy Olive Heirloom Stretch Headband - The Sassy Olive
    Heirloom Stretch Headband
    Heirloom Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Moonlit Macabre Stretch Headband - The Sassy Olive Moonlit Macabre Stretch Headband - The Sassy Olive
    Moonlit Macabre Stretch Headband
    Moonlit Macabre Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Unwrapped Stretch Headband - The Sassy Olive Unwrapped Stretch Headband - The Sassy Olive
    Unwrapped Stretch Headband
    Unwrapped Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
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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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  • Punchy Dreams Stretch Headband - The Sassy Olive Punchy Dreams Stretch Headband - The Sassy Olive
    Punchy Dreams Stretch Headband
    Punchy Dreams Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dark Butterfly Noir Stretch Headband - The Sassy Olive Dark Butterfly Noir Stretch Headband - The Sassy Olive
    Dark Butterfly Noir Stretch Headband
    Dark Butterfly Noir Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
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  • Vintage Linoleum Wrap Headband - The Sassy Olive Vintage Linoleum Wrap Headband - The Sassy Olive
    Vintage Linoleum Wrap Headband
    Vintage Linoleum Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Pure Paws Stretch Headband - The Sassy Olive Pure Paws Stretch Headband - The Sassy Olive
    Pure Paws Stretch Headband
    Pure Paws Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Simon Scrunchie Pack - The Sassy Olive Simon Scrunchie Pack - The Sassy Olive
    Simon Scrunchie Pack
    Simon Scrunchie Pack
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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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
    Regular price
    Sale price
    $18.00
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  • Mauve Monarchs Wrap Headband - The Sassy Olive Mauve Monarchs Wrap Headband - The Sassy Olive
    Mauve Monarchs Wrap Headband
    Mauve Monarchs Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Outside Luna Wrap Headband Outside Luna Wrap Headband
    Outside Luna Wrap Headband
    Outside Luna Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Mustard Yellow Solid Wrap Headband - The Sassy Olive Mustard Yellow Solid Wrap Headband - The Sassy Olive
    Mustard Yellow Solid Wrap Headband
    Mustard Yellow Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Strawberry Plant Wrap Headband - The Sassy Olive Strawberry Plant Wrap Headband - The Sassy Olive
    Strawberry Plant Wrap Headband
    Strawberry Plant Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Spring Meadow Twist Headband - The Sassy Olive Spring Meadow Twist Headband - The Sassy Olive
    Spring Meadow Twist Headband
    Spring Meadow Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Honey Butter Wrap Headband - The Sassy Olive Honey Butter Wrap Headband - The Sassy Olive
    Honey Butter Wrap Headband
    Honey Butter Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Tooled Leather Twist Headband - The Sassy Olive Tooled Leather Twist Headband - The Sassy Olive
    Tooled Leather Twist Headband
    Tooled Leather Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Faded Charm Stretch Headband - The Sassy Olive Faded Charm Stretch Headband - The Sassy Olive
    Faded Charm Stretch Headband
    Faded Charm Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Cottage Lace Stretch Headband - The Sassy Olive Cottage Lace Stretch Headband - The Sassy Olive
    Cottage Lace Stretch Headband
    Cottage Lace Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rosie’s Polka Dots Stretch Headband - The Sassy Olive Rosie’s Polka Dots Stretch Headband - The Sassy Olive
    Rosie’s Polka Dots Stretch Headband
    Rosie’s Polka Dots Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Well Well Wellness Stretch Headband - The Sassy Olive Well Well Wellness Stretch Headband - The Sassy Olive
    Well Well Wellness Stretch Headband
    Well Well Wellness Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Burnt Orange Top Knot Headband - The Sassy Olive Burnt Orange Top Knot Headband - The Sassy Olive
    Burnt Orange Top Knot Headband
    Burnt Orange Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Thorny Plaid Stretch Headband - The Sassy Olive Thorny Plaid Stretch Headband - The Sassy Olive
    Thorny Plaid Stretch Headband
    Thorny Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Perfect Fit Stretch Headband - The Sassy Olive Perfect Fit Stretch Headband - The Sassy Olive
    Perfect Fit Stretch Headband
    Perfect Fit Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Kindergarten Stretch Headband - The Sassy Olive Kindergarten Stretch Headband - The Sassy Olive
    Kindergarten Stretch Headband
    Kindergarten Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blush Blooms Stretch Headband - The Sassy Olive Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
    Blush Blooms Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Coral Reef Stretch Headband - The Sassy Olive Coral Reef Stretch Headband - The Sassy Olive
    Coral Reef Stretch Headband
    Coral Reef Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Caribbean Sun Stretch Headband - The Sassy Olive Caribbean Sun Stretch Headband - The Sassy Olive
    Caribbean Sun Stretch Headband
    Caribbean Sun Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Herbs & Spices Stretch Headband - The Sassy Olive Herbs & Spices Stretch Headband - The Sassy Olive
    Herbs & Spices Stretch Headband
    Herbs & Spices Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
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    $15.00
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  • Bright Pink Checker Stretch Headband - The Sassy Olive Bright Pink Checker Stretch Headband - The Sassy Olive
    Bright Pink Checker Stretch Headband
    Bright Pink Checker Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Petal Patch Stretch Headband - The Sassy Olive Petal Patch Stretch Headband - The Sassy Olive
    Petal Patch Stretch Headband
    Petal Patch Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Outlaws Stretch Headband - The Sassy Olive Outlaws Stretch Headband - The Sassy Olive
    Outlaws Stretch Headband
    Outlaws Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Siamese Cat Stretch Headband - The Sassy Olive Siamese Cat Stretch Headband - The Sassy Olive
    Siamese Cat Stretch Headband
    Siamese Cat Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pug Stretch Headband - The Sassy Olive Pug Stretch Headband - The Sassy Olive
    Pug Stretch Headband
    Pug Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Grimdark Stretch Headband - The Sassy Olive Grimdark Stretch Headband
    Grimdark Stretch Headband
    Grimdark Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Bernese Mountain Dog Stretch Headband - The Sassy Olive Bernese Mountain Dog Stretch Headband - The Sassy Olive
    Bernese Mountain Dog Stretch Headband
    Bernese Mountain Dog Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Burger Stretch Headband - The Sassy Olive Burger Stretch Headband - The Sassy Olive
    Burger Stretch Headband
    Burger Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Domestic Violence Awareness Stretch Headband - The Sassy Olive Domestic Violence Awareness Stretch Headband - The Sassy Olive
    Domestic Violence Awareness Stretch Headband
    Domestic Violence Awareness Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dark Mechanisms Stretch Headband - The Sassy Olive Dark Mechanisms Stretch Headband - The Sassy Olive
    Dark Mechanisms Stretch Headband
    Dark Mechanisms Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Blue and Red Stretch Headband - The Sassy Olive Blue and Red Stretch Headband - The Sassy Olive
    Blue and Red Stretch Headband
    Blue and Red Stretch Headband
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  • Get Groomed Stretch Headband - The Sassy Olive Get Groomed Stretch Headband - The Sassy Olive
    Get Groomed Stretch Headband
    Get Groomed Stretch Headband
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  • Bittersweet Stretch Headband - The Sassy Olive Bittersweet Stretch Headband - The Sassy Olive
    Bittersweet Stretch Headband
    Bittersweet Stretch Headband
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  • Jack Russel Stretch Headband - The Sassy Olive Jack Russel Stretch Headband - The Sassy Olive
    Jack Russel Stretch Headband
    Jack Russel Stretch Headband
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  • Flap Happy Goose Stretch Headband - The Sassy Olive Flap Happy Goose Stretch Headband - The Sassy Olive
    Flap Happy Goose Stretch Headband
    Flap Happy Goose Stretch Headband
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  • Cardinal Woods Stretch Headband - The Sassy Olive Cardinal Woods Stretch Headband - The Sassy Olive
    Cardinal Woods Stretch Headband
    Cardinal Woods Stretch Headband
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  • Bell Bottoms Retro Floral Boho Buff - The Sassy Olive Bell Bottoms Retro Floral Boho Buff - The Sassy Olive
    Bell Bottoms Retro Floral Boho Buff
    Bell Bottoms Retro Floral Boho Buff
    Regular price
    $18.00
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    $18.00
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  • Mushroom Foraging Boho Buff - The Sassy Olive Mushroom Foraging Boho Buff - The Sassy Olive
    Mushroom Foraging Boho Buff
    Mushroom Foraging Boho Buff
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    $18.00
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    $18.00
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  • Joy Luxe Boho Buff - The Sassy Olive Joy Luxe Boho Buff - The Sassy Olive
    Joy Luxe Boho Buff
    Joy Luxe Boho Buff
    Regular price
    $18.00
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    $18.00
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  • Anais Floral Boho Buff - The Sassy Olive Anais Floral Boho Buff - The Sassy Olive
    Anais Floral Boho Buff
    Anais Floral Boho Buff
    Regular price
    $18.00
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