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    Special Offers
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    • Grab Bags
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    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
    • Custom Fabric Printing
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    • Wrap
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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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1542 products
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1542 products

  • Kalamazoo College Stretch Headband - The Sassy Olive Kalamazoo College Stretch Headband - The Sassy Olive
    Kalamazoo College Stretch Headband
    Kalamazoo College Stretch Headband
    Regular price
    $15.00
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    Sale price
    $15.00
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  • KVCC Stretch Headband - The Sassy Olive KVCC Stretch Headband - The Sassy Olive
    KVCC Stretch Headband
    KVCC Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • WMU Stretch Headband - The Sassy Olive WMU Stretch Headband - The Sassy Olive
    WMU Stretch Headband
    WMU Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Alphabet Scramble Stretch Headband - The Sassy Olive Alphabet Scramble Stretch Headband - The Sassy Olive
    Alphabet Scramble Stretch Headband
    Alphabet Scramble Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Pencil Bows Stretch Headband - The Sassy Olive Pencil Bows Stretch Headband - The Sassy Olive
    Pencil Bows Stretch Headband
    Pencil Bows Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Dinos in Space Stretch Headband - The Sassy Olive Dinos in Space Stretch Headband - The Sassy Olive
    Dinos in Space Stretch Headband
    Dinos in Space Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Mushroom Crayons Stretch Headband - The Sassy Olive Mushroom Crayons Stretch Headband - The Sassy Olive
    Mushroom Crayons Stretch Headband
    Mushroom Crayons Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Y2K Teacher Stretch Headband - The Sassy Olive Y2K Teacher Stretch Headband - The Sassy Olive
    Y2K Teacher Stretch Headband
    Y2K Teacher Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rad Shroomie Stretch Headband - The Sassy Olive Rad Shroomie Stretch Headband - The Sassy Olive
    Rad Shroomie Stretch Headband
    Rad Shroomie Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Autumn Arches Twist Headband - The Sassy Olive Autumn Arches Twist Headband - The Sassy Olive
    Autumn Arches Twist Headband
    Autumn Arches Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Copper Fields Twist Headband - The Sassy Olive Copper Fields Twist Headband - The Sassy Olive
    Copper Fields Twist Headband
    Copper Fields Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Eva Floral Twist Headband - The Sassy Olive Eva Floral Twist Headband - The Sassy Olive
    Eva Floral Twist Headband
    Eva Floral Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Goldenrod Floral Twist Headband - The Sassy Olive Goldenrod Floral Twist Headband - The Sassy Olive
    Goldenrod Floral Twist Headband
    Goldenrod Floral Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Little White Flowers Twist Headband - The Sassy Olive Little White Flowers Twist Headband - The Sassy Olive
    Little White Flowers Twist Headband
    Little White Flowers Twist Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Similar products
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  • Crystal Chiweenie Water Bottle Random Ass Stretch - The Sassy Olive Crystal Chiweenie Water Bottle Random Ass Stretch - The Sassy Olive
    Crystal Chiweenie Water Bottle Random Ass Stretch Headband
    Crystal Chiweenie Water Bottle Random Ass Stretch Headband
    Regular price
    $10.00
    Regular price
    Sale price
    $10.00
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  • Childless Cat Lady Stretch Headband - The Sassy Olive Childless Cat Lady Stretch Headband - The Sassy Olive
    Childless Cat Lady Stretch Headband
    Childless Cat Lady Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • I& I&
    I'm With Her Stretch Headband
    I'm With Her Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Cat Mom Headband Bundle (5 - Pack) - The Sassy Olive
    Cat Mom Headband Bundle (5-Pack)
    Cat Mom Headband Bundle (5-Pack)
    Regular price
    $50.00
    Regular price
    $60.00
    Sale price
    $50.00
    Add to cart
    –$10.00
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  • Bird Nerd Stretch Headband - The Sassy Olive Bird Nerd Stretch Headband - The Sassy Olive
    Bird Nerd Stretch Headband
    Bird Nerd Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Boho Bears Stretch Headband - The Sassy Olive Boho Bears Stretch Headband - The Sassy Olive
    Boho Bears Stretch Headband
    Boho Bears Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Foxy Stretch Headband - The Sassy Olive Foxy Stretch Headband - The Sassy Olive
    Foxy Stretch Headband
    Foxy Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Go Nuts Stretch Headband - The Sassy Olive Go Nuts Stretch Headband - The Sassy Olive
    Go Nuts Stretch Headband
    Go Nuts Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Hedgehogs and Mushrooms Stretch Headband - The Sassy Olive Hedgehogs and Mushrooms Stretch Headband - The Sassy Olive
    Hedgehogs and Mushrooms Stretch Headband
    Hedgehogs and Mushrooms Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Wolves Howl Stretch Headband - The Sassy Olive Wolves Howl Stretch Headband - The Sassy Olive
    Wolves Howl Stretch Headband
    Wolves Howl Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Lions Football Fan Stretch Headband - The Sassy Olive Lions Football Fan Stretch Headband - The Sassy Olive
    Lions Football Fan Stretch Headband
    Lions Football Fan Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Lions Pennant Stretch Headband - The Sassy Olive Lions Pennant Stretch Headband - The Sassy Olive
    Lions Pennant Stretch Headband
    Lions Pennant Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Vintage Detroit Football Stretch Headband - The Sassy Olive Vintage Detroit Football Stretch Headband - The Sassy Olive
    Vintage Detroit Football Stretch Headband
    Vintage Detroit Football Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Santonio Michigan State Stretch Headband - The Sassy Olive Santonio Michigan State Stretch Headband - The Sassy Olive
    Santonio Michigan State Stretch Headband
    Santonio Michigan State Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Denard Robinson U of M Stretch Headband - The Sassy Olive Denard Robinson U of M Stretch Headband - The Sassy Olive
    Denard Robinson U of M Stretch Headband
    Denard Robinson U of M Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Izzo Michigan State Stretch Headband - The Sassy Olive Izzo Michigan State Stretch Headband - The Sassy Olive
    Izzo Michigan State Stretch Headband
    Izzo Michigan State Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    Sale price
    $15.00
    Add to cart
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  • FRIENDS Headband Bundle (5 - Pack) - The Sassy Olive
    FRIENDS Headband Bundle (5-Pack)
    FRIENDS Headband Bundle (5-Pack)
    Regular price
    $50.00
    Regular price
    $60.00
    Sale price
    $50.00
    Add to cart
    –$10.00
    Quick view
  • Basic Buffalo Plaid Stretch Headband - The Sassy Olive Basic Buffalo Plaid Stretch Headband - The Sassy Olive
    Basic Buffalo Plaid Stretch Headband
    Basic Buffalo Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Basic Buffalo Plaid Wrap Headband - The Sassy Olive Basic Buffalo Plaid Wrap Headband - The Sassy Olive
    Basic Buffalo Plaid Wrap Headband
    Basic Buffalo Plaid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Bram Plaid Stretch Headband - The Sassy Olive Bram Plaid Stretch Headband - The Sassy Olive
    Bram Plaid Stretch Headband
    Bram Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Natural Buffalo Plaid Stretch Headband - The Sassy Olive Natural Buffalo Plaid Stretch Headband - The Sassy Olive
    Natural Buffalo Plaid Stretch Headband
    Natural Buffalo Plaid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Natural Buffalo Plaid Wrap Headband - The Sassy Olive Natural Buffalo Plaid Wrap Headband - The Sassy Olive
    Natural Buffalo Plaid Wrap Headband
    Natural Buffalo Plaid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Fuchsia Pink Solid Stretch Headband - The Sassy Olive Fuchsia Pink Solid Stretch Headband - The Sassy Olive
    Fuchsia Pink Solid Stretch Headband
    Fuchsia Pink Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Fuchsia Pink Top Knot Headband - The Sassy Olive Fuchsia Pink Top Knot Headband - The Sassy Olive
    Fuchsia Pink Top Knot Headband
    Fuchsia Pink Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Fuchsia Pink Solid Wrap Headband - The Sassy Olive Fuchsia Pink Solid Wrap Headband - The Sassy Olive
    Fuchsia Pink Solid Wrap Headband
    Fuchsia Pink Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Eggplant Purple Solid Stretch Headband - The Sassy Olive Eggplant Purple Solid Stretch Headband - The Sassy Olive
    Eggplant Purple Solid Stretch Headband
    Eggplant Purple Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Eggplant Purple Top Knot Headband - The Sassy Olive Eggplant Purple Top Knot Headband - The Sassy Olive
    Eggplant Purple Top Knot Headband
    Eggplant Purple Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Sale price
    $18.00
    Add to cart
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  • Peony Pink Solid Stretch Headband Peony Pink Solid Stretch Headband
    Peony Pink Solid Stretch Headband
    Peony Pink Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Peony Pink Top Knot Headband Peony Pink Top Knot Headband
    Peony Pink Top Knot Headband
    Peony Pink Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Peony Pink Solid Wrap Headband Peony Pink Solid Wrap Headband
    Peony Pink Solid Wrap Headband
    Peony Pink Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Dusty Blue Grey Top Knot Headband - The Sassy Olive Dusty Blue Grey Top Knot Headband - The Sassy Olive
    Dusty Blue Grey Top Knot Headband
    Dusty Blue Grey Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Dusty Blue Grey Solid Wrap Headband - The Sassy Olive Dusty Blue Grey Solid Wrap Headband - The Sassy Olive
    Dusty Blue Grey Solid Wrap Headband
    Dusty Blue Grey Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Heather Grey Solid Stretch Headband - The Sassy Olive Heather Grey Solid Stretch Headband - The Sassy Olive
    Heather Grey Solid Stretch Headband
    Heather Grey Solid Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Heather Grey Top Knot Headband - The Sassy Olive Heather Grey Top Knot Headband - The Sassy Olive
    Heather Grey Top Knot Headband
    Heather Grey Top Knot Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Heather Grey Solid Wrap Headband - The Sassy Olive Static Grey Solid Wrap Headband - The Sassy Olive
    Heather Grey Solid Wrap Headband
    Heather Grey Solid Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • DTY Double Brushed Poly by the Yard - The Sassy Olive DTY Double Brushed Poly by the Yard - The Sassy Olive
    Double Brushed Poly by the Yard
    Double Brushed Poly by the Yard
    Regular price
    $20.00
    Regular price
    Sale price
    $20.00
    Add to cart
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  • Arctic Animals Stretch Headband - The Sassy Olive Arctic Animals Stretch Headband - The Sassy Olive
    Arctic Animals Stretch Headband
    Arctic Animals Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Chicken Feathers Stretch Headband - The Sassy Olive Chicken Feathers Stretch Headband - The Sassy Olive
    Chicken Feathers Stretch Headband
    Chicken Feathers Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $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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  • Owls Give a Hoot Stretch Headband - The Sassy Olive Owls Give a Hoot Stretch Headband - The Sassy Olive
    Owls Give a Hoot Stretch Headband
    Owls Give a Hoot Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Highland Cows Stretch Headband - The Sassy Olive Highland Cows Stretch Headband - The Sassy Olive
    Highland Cows Stretch Headband
    Highland Cows Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Hop to It Stretch Headband - The Sassy Olive Hop to It Stretch Headband - The Sassy Olive
    Hop to It Stretch Headband
    Hop to It Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Koala Kuties Stretch Headband - The Sassy Olive Koala Kuties Stretch Headband - The Sassy Olive
    Koala Kuties Stretch Headband
    Koala Kuties Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Moo Deng Stretch Headband - The Sassy Olive Moo Deng Stretch Headband - The Sassy Olive
    Moo Deng Stretch Headband
    Moo Deng Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Love Bugs Stretch Headband - The Sassy Olive Love Bugs Stretch Headband - The Sassy Olive
    Love Bugs Stretch Headband
    Love Bugs Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Two Trackin Bronco Stretch Headband - The Sassy Olive Two Trackin Bronco Stretch Headband - The Sassy Olive
    Two Trackin Bronco Stretch Headband
    Two Trackin Bronco Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Similar products
    Sold out
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  • Australian Cattle Dog Stretch Headband - The Sassy Olive Australian Cattle Dog Stretch Headband - The Sassy Olive
    Australian Cattle Dog Stretch Headband
    Australian Cattle Dog Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bichon Frise Stretch Headband - The Sassy Olive Bichon Frise Stretch Headband - The Sassy Olive
    Bichon Frise Stretch Headband
    Bichon Frise Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Bull Mastiff Stretch Headband - The Sassy Olive Bull Mastiff Stretch Headband - The Sassy Olive
    Bull Mastiff Stretch Headband
    Bull Mastiff Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • French Bulldog Stretch Headband - The Sassy Olive French Bulldog Stretch Headband - The Sassy Olive
    French Bulldog Stretch Headband
    French Bulldog Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • German Shorthair Pointer Stretch Headband - The Sassy Olive German Shorthair Pointer Stretch Headband - The Sassy Olive
    German Shorthair Pointer Stretch Headband
    German Shorthair Pointer Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Fur Friends Stretch Headband Fur Friends Stretch Headband
    Fur Friends Stretch Headband
    Fur Friends Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Regular price
    Sale price
    $15.00
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  • Brown Cow Print Stretch Headband - The Sassy Olive Brown Cow Print Stretch Headband - The Sassy Olive
    Brown Cow Print Stretch Headband
    Brown Cow Print Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Brown Cow Print Top Knot Headband - The Sassy Olive Brown Cow Print Top Knot Headband - The Sassy Olive
    Brown Cow Print Top Knot Headband
    Brown Cow Print Top Knot Headband
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  • Brown Cow Print Wrap Headband - The Sassy Olive Brown Cow Print Wrap Headband - The Sassy Olive
    Brown Cow Print Wrap Headband
    Brown Cow Print Wrap Headband
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  • Orange Couch Stretch Headband - The Sassy Olive Orange Couch Stretch Headband - The Sassy Olive
    Orange Couch Stretch Headband
    Orange Couch Stretch Headband
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  • Orange Couch Top Knot Headband - The Sassy Olive Orange Couch Top Knot Headband - The Sassy Olive
    Orange Couch Top Knot Headband
    Orange Couch Top Knot Headband
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  • Orange Couch Wrap Headband - The Sassy Olive Orange Couch Wrap Headband - The Sassy Olive
    Orange Couch Wrap Headband
    Orange Couch Wrap Headband
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  • Lucky Horseshoes Top Knot Headband - The Sassy Olive Lucky Horseshoes Top Knot Headband - The Sassy Olive
    Lucky Horseshoes Top Knot Headband
    Lucky Horseshoes Top Knot Headband
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  • Medusa Stretch Headband - The Sassy Olive Medusa Stretch Headband - The Sassy Olive
    Medusa Stretch Headband
    Medusa Stretch Headband
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  • Medusa Top Knot Headband - The Sassy Olive Medusa Top Knot Headband - The Sassy Olive
    Medusa Top Knot Headband
    Medusa Top Knot Headband
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  • Medusa Wrap Headband - The Sassy Olive Medusa Wrap Headband - The Sassy Olive
    Medusa Wrap Headband
    Medusa Wrap Headband
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