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Collection: All Products

Handmade 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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1630 products
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1630 products

  • Bell Bottoms Retro Floral Wrap Headband - The Sassy Olive Bell Bottoms Retro Floral Wrap Headband - The Sassy Olive
    Bell Bottoms Retro Floral Wrap Headband
    Bell Bottoms Retro Floral Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • New Order Wrap Headband - The Sassy Olive New Order Wrap Headband - The Sassy Olive
    New Order Wrap Headband
    New Order Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Sun Bleached Splatter Tie Dye Wrap Headband - The Sassy Olive Sun Bleached Splatter Tie Dye Wrap Headband - The Sassy Olive
    Sun Bleached Splatter Tie Dye Wrap Headband
    Sun Bleached Splatter Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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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
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    $18.00
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  • Black Marble Twist Headband - The Sassy Olive Black Marble Twist Headband - The Sassy Olive
    Black Marble Twist Headband
    Black Marble Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Pink Checkered Twist Headband - The Sassy Olive Pink Checkered Twist Headband - The Sassy Olive
    Pink Checkered Twist Headband
    Pink Checkered Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Iced Coffee Tie Dye Wrap Headband - The Sassy Olive Iced Coffee Tie Dye Wrap Headband - The Sassy Olive
    Iced Coffee Tie Dye Wrap Headband
    Iced Coffee Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Empire Tie Dye Wrap Headband - The Sassy Olive Empire Tie Dye Wrap Headband - The Sassy Olive
    Empire Tie Dye Wrap Headband
    Empire Tie Dye Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Aunt Gatie Floral Wrap Headband - The Sassy Olive Aunt Gatie Floral Wrap Headband - The Sassy Olive
    Aunt Gatie Floral Wrap Headband
    Aunt Gatie Floral Wrap Headband
    Regular price
    $18.00
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    $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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  • 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
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    $15.00
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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
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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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  • Kindergarten Stretch Headband - The Sassy Olive Kindergarten Stretch Headband - The Sassy Olive
    Kindergarten Stretch Headband
    Kindergarten Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Hands Full of Love Stretch Headband - The Sassy Olive Hands Full of Love Stretch Headband - The Sassy Olive
    Hands Full of Love Stretch Headband
    Hands Full of Love 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
    Regular price
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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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  • Tulip Time Bike Ride Stretch Headband - The Sassy Olive Tulip Time Bike Ride Stretch Headband - The Sassy Olive
    Tulip Time Bike Ride Stretch Headband
    Tulip Time Bike Ride Stretch Headband
    Regular price
    $15.00
    Regular price
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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
    Regular price
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    $15.00
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  • Blended Hearts Stretch Headband - The Sassy Olive Blended Hearts Stretch Headband - The Sassy Olive
    Blended Hearts Stretch Headband
    Blended Hearts Stretch Headband
    Regular price
    $15.00
    Regular price
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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
    Regular price
    Sale price
    $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
    Regular price
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    $15.00
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  • Boston Terrier Stretch Headband - The Sassy Olive Boston Terrier Stretch Headband - The Sassy Olive
    Boston Terrier Stretch Headband
    Boston Terrier Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Crocs Stretch Headband - The Sassy Olive Crocs Stretch Headband - The Sassy Olive
    Crocs Stretch Headband
    Crocs Stretch Headband
    Regular price
    $10.00
    Regular price
    Sale price
    $10.00
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  • Labor Delivery Nurse Stretch Headband - The Sassy Olive Labor Delivery Nurse Stretch Headband - The Sassy Olive
    Labor Delivery Nurse Stretch Headband
    Labor Delivery Nurse Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Mosaic Lighthouses Stretch Headband - The Sassy Olive Mosaic Lighthouses Stretch Headband - The Sassy Olive
    Mosaic Lighthouses Stretch Headband
    Mosaic Lighthouses Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Floating Down the River Stretch Headband - The Sassy Olive Floating Down the River Stretch Headband - The Sassy Olive
    Floating Down the River Stretch Headband
    Floating Down the River Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Cicada Stretch Headband - The Sassy Olive Cicada Stretch Headband - The Sassy Olive
    Cicada Stretch Headband
    Cicada Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Stitchin & Stitchin &
    Stitchin 'n' Bitchin Stretch Headband
    Stitchin 'n' Bitchin 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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  • Postman Bill Stretch Headband - The Sassy Olive Postman Bill Stretch Headband - The Sassy Olive
    Postman Bill Stretch Headband
    Postman Bill Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Grape Ape Stretch Headband - The Sassy Olive Grape Ape Stretch Headband - The Sassy Olive
    Grape Ape Stretch Headband
    Grape Ape Stretch Headband
    Regular price
    $15.00
    Regular price
    $15.00
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Midnight Mischief Stretch Headband - The Sassy Olive Midnight Mischief Stretch Headband - The Sassy Olive
    Midnight Mischief Stretch Headband
    Midnight Mischief Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Lil Webby Stretch Headband - The Sassy Olive Lil Webby Stretch Headband - The Sassy Olive
    Lil Webby Stretch Headband
    Lil Webby Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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 Sassy Bandeau
    Bell Bottoms Retro Floral Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Mushroom Foraging Boho Buff - The Sassy Olive Mushroom Foraging Boho Buff - The Sassy Olive
    Mushroom Foraging Sassy Bandeau
    Mushroom Foraging Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Skulls n Roses Boho Buff - The Sassy Olive Skulls n Roses Boho Buff - The Sassy Olive
    Skulls n Roses Sassy Bandeau
    Skulls n Roses Sassy Bandeau
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Wild Desert Horses Stretch Headband - The Sassy Olive Wild Desert Horses Stretch Headband - The Sassy Olive
    Wild Desert Horses Stretch Headband
    Wild Desert Horses Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rainbow Forest Stretch Headband - The Sassy Olive Rainbow Forest Stretch Headband - The Sassy Olive
    Rainbow Forest Stretch Headband
    Rainbow Forest Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Creepy Cones Stretch Headband - The Sassy Olive Creepy Cones Stretch Headband - The Sassy Olive
    Creepy Cones Stretch Headband
    Creepy Cones 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
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    $15.00
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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
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  • Sugar Plum Paisley Stretch Headband - The Sassy Olive Sugar Plum Paisley Stretch Headband - The Sassy Olive
    Sugar Plum Paisley Stretch Headband
    Sugar Plum Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Boot Scootin Stretch Headband - The Sassy Olive Boot Scootin Stretch Headband - The Sassy Olive
    Boot Scootin Stretch Headband
    Boot Scootin Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Vintage Linoleum Stretch Headband - The Sassy Olive Vintage Linoleum Stretch Headband - The Sassy Olive
    Vintage Linoleum Stretch Headband
    Vintage Linoleum Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Resist Stretch Headband - The Sassy Olive Resist Stretch Headband - The Sassy Olive
    Resist Stretch Headband
    Resist Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Monochrome Scrunchie Pack - The Sassy Olive Monochrome Scrunchie Pack - The Sassy Olive
    Monochrome Scrunchie Pack
    Monochrome Scrunchie Pack
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Lions Pattern Scrunchie Pack - The Sassy Olive Lions Pattern Scrunchie Pack - The Sassy Olive
    Lions Pattern Scrunchie Pack
    Lions Pattern Scrunchie Pack
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Whispering Vine Wrap Headband - The Sassy Olive Whispering Vine Wrap Headband - The Sassy Olive
    Whispering Vine Wrap Headband
    Whispering Vine Wrap Headband
    Regular price
    $18.00
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    $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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  • Eggplant Purple Solid Wrap Headband - The Sassy Olive Eggplant Purple Solid Wrap Headband - The Sassy Olive
    Eggplant Purple Solid Wrap Headband
    Eggplant Purple Solid Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Blue Galaxy Wrap Headband - The Sassy Olive Blue Galaxy Wrap Headband - The Sassy Olive
    Blue Galaxy Wrap Headband
    Blue Galaxy Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • 60& 60&
    60's Picnic Blanket Wrap Headband
    60's Picnic Blanket Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Spilled Vibe Wrap Headband - The Sassy Olive Spilled Vibe Wrap Headband - The Sassy Olive
    Spilled Vibe Wrap Headband
    Spilled Vibe Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Marshmallow White Solid Top Knot Headband - The Sassy Olive Marshmallow White Solid Top Knot Headband - The Sassy Olive
    Marshmallow White Solid Top Knot Headband
    Marshmallow White Solid Top Knot Headband
    Regular price
    $15.00
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    $15.00
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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
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    $15.00
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  • Pinecone Party Stretch Headband - The Sassy Olive Pinecone Party Stretch Headband - The Sassy Olive
    Pinecone Party Stretch Headband
    Pinecone Party Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Something Fishy Stretch Headband - The Sassy Olive Something Fishy Stretch Headband - The Sassy Olive
    Something Fishy Stretch Headband
    Something Fishy Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Fancy Frames Stretch Headband - The Sassy Olive Fancy Frames Stretch Headband - The Sassy Olive
    Fancy Frames Stretch Headband
    Fancy Frames Stretch Headband
    Regular price
    $15.00
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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
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    $15.00
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  • 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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  • 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
    Regular price
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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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  • 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
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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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  • Colorful Composition Stretch Headband - The Sassy Olive Colorful Composition Stretch Headband - The Sassy Olive
    Colorful Composition Stretch Headband
    Colorful Composition Stretch Headband
    Regular price
    $15.00
    Regular price
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    $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
    Sale price
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  • Herbs & Spices Stretch Headband - The Sassy Olive Herbs & Spices Stretch Headband - The Sassy Olive
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  • Bright Pink Checker Stretch Headband - The Sassy Olive Bright Pink Checker Stretch Headband - The Sassy Olive
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  • Sassy Sardines Stretch Headband - The Sassy Olive Sassy Sardines Stretch Headband - The Sassy Olive
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  • Petal Patch Stretch Headband - The Sassy Olive Petal Patch Stretch Headband - The Sassy Olive
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  • Autumn Yin Yang Stretch Headband - The Sassy Olive Autumn Yin Yang Stretch Headband - The Sassy Olive
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  • Penis Plants Stretch Headband - The Sassy Olive Penis Plants Stretch Headband - The Sassy Olive
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  • Siamese Cat Stretch Headband - The Sassy Olive Siamese Cat Stretch Headband - The Sassy Olive
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  • Pug Stretch Headband - The Sassy Olive Pug Stretch Headband - The Sassy Olive
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  • Grimdark Stretch Headband - The Sassy Olive Grimdark Stretch Headband
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  • Red Cassette Stretch Headband - The Sassy Olive Red Cassette Stretch Headband - The Sassy Olive
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  • Mustard Yellow Solid Stretch Headband - The Sassy Olive Mustard Yellow Solid Stretch Headband - The Sassy Olive
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    Mustard Yellow Solid Stretch Headband
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