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The Sassy OliveThe Sassy Olive
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    Special Offers
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    • Personalize & Pet Face
    • Custom Headbands
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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

  • Coral Michigan 4x4 Stretch Headband - The Sassy Olive Coral Michigan 4x4 Stretch Headband - The Sassy Olive
    Coral Michigan 4x4 Stretch Headband
    Coral Michigan 4x4 Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Blue Michigan 4x4 Stretch Headband - The Sassy Olive Blue Michigan 4x4 Stretch Headband - The Sassy Olive
    Blue Michigan 4x4 Stretch Headband
    Blue Michigan 4x4 Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Anais Floral Stretch Headband - The Sassy Olive Anais Floral Stretch Headband - The Sassy Olive
    Anais Floral Stretch Headband
    Anais Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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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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    $18.00
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  • Jerry Tattoos Stretch Headband - The Sassy Olive Jerry Tattoos Stretch Headband - The Sassy Olive
    Jerry Tattoos Stretch Headband
    Jerry Tattoos Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Medici Floral Stretch Headband - The Sassy Olive Medici Floral Stretch Headband - The Sassy Olive
    Medici Floral Stretch Headband
    Medici Floral Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Medici Floral Top Knot Headband - The Sassy Olive Medici Floral Top Knot Headband - The Sassy Olive
    Medici Floral Top Knot Headband
    Medici Floral Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Medici Floral Twist Headband - The Sassy Olive Medici Floral Twist Headband - The Sassy Olive
    Medici Floral Twist Headband
    Medici Floral Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Medici Floral Wrap Headband - The Sassy Olive Medici Floral Wrap Headband - The Sassy Olive
    Medici Floral Wrap Headband
    Medici Floral Wrap Headband
    Regular price
    $18.00
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    Sale price
    $18.00
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  • Mellow Blue Floral Stretch Headband - The Sassy Olive Mellow Blue Floral Stretch Headband - The Sassy Olive
    Mellow Blue Floral Stretch Headband
    Mellow Blue Floral 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
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    $15.00
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  • Calathea Top Knot Headband - The Sassy Olive Calathea Top Knot Headband - The Sassy Olive
    Calathea Top Knot Headband
    Calathea Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Calathea Twist Headband - The Sassy Olive Calathea Twist Headband - The Sassy Olive
    Calathea Twist Headband
    Calathea Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Calathea Wrap Headband - The Sassy Olive Calathea Wrap Headband - The Sassy Olive
    Calathea Wrap Headband
    Calathea Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Monstera Stretch Headband - The Sassy Olive Monstera Stretch Headband - The Sassy Olive
    Monstera Stretch Headband
    Monstera Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Monstera Top Knot Headband - The Sassy Olive Monstera Top Knot Headband - The Sassy Olive
    Monstera Top Knot Headband
    Monstera Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Monstera Twist Headband - The Sassy Olive Monstera Twist Headband - The Sassy Olive
    Monstera Twist Headband
    Monstera Twist Headband
    Regular price
    $18.00
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    $18.00
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  • Monstera Wrap Headband - The Sassy Olive Monstera Wrap Headband - The Sassy Olive
    Monstera Wrap Headband
    Monstera Wrap Headband
    Regular price
    $18.00
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    Sale price
    $18.00
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  • Rubber Plant Stretch Headband - The Sassy Olive Rubber Plant Stretch Headband - The Sassy Olive
    Rubber Plant Stretch Headband
    Rubber Plant Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Rubber Plant Top Knot Headband - The Sassy Olive Rubber Plant Top Knot Headband - The Sassy Olive
    Rubber Plant Top Knot Headband
    Rubber Plant Top Knot Headband
    Regular price
    $15.00
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    $15.00
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  • Rubber Plant Twist Headband - The Sassy Olive Rubber Plant Twist Headband - The Sassy Olive
    Rubber Plant Twist Headband
    Rubber Plant Twist Headband
    Regular price
    $18.00
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    Sale price
    $18.00
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  • Rubber Plant Wrap Headband - The Sassy Olive Rubber Plant Wrap Headband - The Sassy Olive
    Rubber Plant Wrap Headband
    Rubber Plant Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • International Climbers Stretch Headband - The Sassy Olive International Climbers Stretch Headband - The Sassy Olive
    International Climbers Stretch Headband
    International Climbers Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Ranch Sand Dollar Gummy Bear Random Ass Stretch - The Sassy Olive Ranch Sand Dollar Gummy Bear Random Ass Stretch - The Sassy Olive
    Ranch Sand Dollar Gummy Bear Random Ass Stretch Headband
    Ranch Sand Dollar Gummy Bear Random Ass Stretch Headband
    Regular price
    $10.00
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    Sale price
    $10.00
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  • Breaker Bandana Paisley Stretch Headband - The Sassy Olive Breaker Bandana Paisley Stretch Headband - The Sassy Olive
    Breaker Bandana Paisley Stretch Headband
    Breaker Bandana Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Breaker Bandana Paisley Boho Buff - The Sassy Olive Breaker Bandana Paisley Boho Buff - The Sassy Olive
    Breaker Bandana Paisley Boho Buff
    Breaker Bandana Paisley Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Breaker Bandana Paisley Wrap Headband - The Sassy Olive Breaker Bandana Paisley Wrap Headband - The Sassy Olive
    Breaker Bandana Paisley Wrap Headband
    Breaker Bandana Paisley Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Rancher Bandana Paisley Stretch Headband - The Sassy Olive Rancher Bandana Paisley Stretch Headband - The Sassy Olive
    Rancher Bandana Paisley Stretch Headband
    Rancher Bandana Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Rancher Bandana Paisley Boho Buff - The Sassy Olive Rancher Bandana Paisley Boho Buff - The Sassy Olive
    Rancher Bandana Paisley Boho Buff
    Rancher Bandana Paisley Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Similar products
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  • Blue Bandana Paisley Stretch Headband - The Sassy Olive Blue Bandana Paisley Stretch Headband - The Sassy Olive
    Blue Bandana Paisley Stretch Headband
    Blue Bandana Paisley Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Blue Bandana Paisley Boho Buff - The Sassy Olive Blue Bandana Paisley Boho Buff - The Sassy Olive
    Blue Bandana Paisley Boho Buff
    Blue Bandana Paisley Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Red Bandana Stretch Headband - The Sassy Olive Red Bandana Stretch Headband - The Sassy Olive
    Red Bandana Stretch Headband
    Red Bandana Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Red Bandana Paisley Boho Buff - The Sassy Olive Red Bandana Paisley Boho Buff - The Sassy Olive
    Red Bandana Paisley Boho Buff
    Red Bandana Paisley Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Add to cart
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  • Red Hot Flames Stretch Headband - The Sassy Olive Red Hot Flames Stretch Headband - The Sassy Olive
    Red Hot Flames Stretch Headband
    Red Hot Flames Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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  • Red Hot Flames Boho Buff - The Sassy Olive Red Hot Flames Boho Buff - The Sassy Olive
    Red Hot Flames Boho Buff
    Red Hot Flames Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
    Similar products
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  • Skulls n Roses Stretch Headband - The Sassy Olive Skulls n Roses Stretch Headband - The Sassy Olive
    Skulls n Roses Stretch Headband
    Skulls n Roses Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
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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
    Similar products
    Sold out
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  • Emerald Tie Dye Stretch Headband - The Sassy Olive Emerald Tie Dye Stretch Headband - The Sassy Olive
    Emerald Tie Dye Stretch Headband
    Emerald Tie Dye Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Emerald Tie Dye Wrap Headband - The Sassy Olive Emerald Tie Dye Wrap Headband - The Sassy Olive
    Emerald Tie Dye Wrap Headband
    Emerald Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Empire Tie Dye Stretch Headband - The Sassy Olive Empire Tie Dye Stretch Headband - The Sassy Olive
    Empire Tie Dye Stretch Headband
    Empire Tie Dye Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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
    Regular price
    Sale price
    $18.00
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  • Maiden Mauve Stretch Headband - The Sassy Olive Maiden Mauve Stretch Headband - The Sassy Olive
    Maiden Mauve Stretch Headband
    Maiden Mauve Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Maiden Mauve Wrap Headband - The Sassy Olive Maiden Mauve Wrap Headband - The Sassy Olive
    Maiden Mauve Wrap Headband
    Maiden Mauve Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Ocean Gray Wrap Headband - The Sassy Olive Ocean Gray Wrap Headband - The Sassy Olive
    Ocean Gray Wrap Headband
    Ocean Gray Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Ocean Gray Stretch Headband - The Sassy Olive Ocean Gray Stretch Headband - The Sassy Olive
    Ocean Gray Stretch Headband
    Ocean Gray Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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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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  • Spilled Vibe Stretch Headband - The Sassy Olive Spilled Vibe Stretch Headband - The Sassy Olive
    Spilled Vibe Stretch Headband
    Spilled Vibe Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
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  • Honey Butter Stretch Headband - The Sassy Olive Honey Butter Stretch Headband - The Sassy Olive
    Honey Butter Stretch Headband
    Honey Butter Stretch Headband
    Regular price
    $15.00
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    $15.00
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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
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    $18.00
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  • Blush Linen Boho Buff - The Sassy Olive Blush Linen Boho Buff - The Sassy Olive
    Blush Linen Boho Buff
    Blush Linen Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Blush Linen Wrap Headband - The Sassy Olive Blush Linen Wrap Headband - The Sassy Olive
    Blush Linen Wrap Headband
    Blush Linen Wrap Headband
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Iced Coffee Tie Dye Boho Buff - The Sassy Olive Iced Coffee Tie Dye Boho Buff - The Sassy Olive
    Iced Coffee Tie Dye Boho Buff
    Iced Coffee Tie Dye Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $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
    Regular price
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    $18.00
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  • Seaton Tie Dye Boho Buff - The Sassy Olive Seaton Tie Dye Boho Buff - The Sassy Olive
    Seaton Tie Dye Boho Buff
    Seaton Tie Dye Boho Buff
    Regular price
    $18.00
    Regular price
    Sale price
    $18.00
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  • Seaton Tie Dye Wrap Headband - The Sassy Olive Seaton Tie Dye Wrap Headband - The Sassy Olive
    Seaton Tie Dye Wrap Headband
    Seaton Tie Dye Wrap Headband
    Regular price
    $18.00
    Regular price
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    $18.00
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  • Sun Bleached Splatter Tie Dye Boho Buff - The Sassy Olive Sun Bleached Splatter Tie Dye Boho Buff - The Sassy Olive
    Sun Bleached Splatter Tie Dye Boho Buff
    Sun Bleached Splatter Tie Dye Boho Buff
    Regular price
    $18.00
    Regular price
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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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  • Hippie Tree Stretch Headband - The Sassy Olive Hippie Tree Stretch Headband - The Sassy Olive
    Hippie Tree Stretch Headband
    Hippie Tree Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Hippie Tree Wrap Headband - The Sassy Olive Hippie Tree Wrap Headband - The Sassy Olive
    Hippie Tree Wrap Headband
    Hippie Tree Wrap Headband
    Regular price
    $18.00
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    $18.00
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  • Baby Feet Stretch Headband - The Sassy Olive Baby Feet Stretch Headband - The Sassy Olive
    Baby Feet Stretch Headband
    Baby Feet Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Blackwell Stretch Headband - The Sassy Olive Blackwell Stretch Headband - The Sassy Olive
    Blackwell Stretch Headband
    Blackwell Stretch Headband
    Regular price
    $15.00
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    $15.00
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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
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    $15.00
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  • Medical Assistant Stretch Headband - The Sassy Olive Medical Assistant Stretch Headband - The Sassy Olive
    Medical Assistant Stretch Headband
    Medical Assistant Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Physical Therapy Stretch Headband - The Sassy Olive Physical Therapy Stretch Headband - The Sassy Olive
    Physical Therapy Stretch Headband
    Physical Therapy Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pretty Purple Nurse Stretch Headband - The Sassy Olive Pretty Purple Nurse Stretch Headband - The Sassy Olive
    Pretty Purple Nurse Stretch Headband
    Pretty Purple Nurse Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Radiate Positive Vibes Stretch Headband - The Sassy Olive Radiate Positive Vibes Stretch Headband - The Sassy Olive
    Radiate Positive Vibes Stretch Headband
    Radiate Positive Vibes Stretch Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • U of M Nurse Stretch Headband - The Sassy Olive U of M Nurse Stretch Headband - The Sassy Olive
    U of M Nurse Stretch Headband
    U of M Nurse Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Will Scan for Tacos Top Knot Headband - The Sassy Olive Will Scan for Tacos Top Knot Headband - The Sassy Olive
    Will Scan for Tacos Top Knot Headband
    Will Scan for Tacos Top Knot Headband
    Regular price
    $15.00
    Regular price
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    $15.00
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  • Taco Cactus Harmonica Random Ass Stretch - The Sassy Olive Taco Cactus Harmonica Random Ass Stretch - The Sassy Olive
    Taco Cactus Harmonica Random Ass Stretch Headband
    Taco Cactus Harmonica Random Ass Stretch Headband
    Regular price
    $10.00
    Regular price
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    $10.00
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  • Barbie& Barbie&
    Barbie's Bandana Paisley Stretch Headband
    Barbie's Bandana Paisley Stretch Headband
    Regular price
    $15.00
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    Barbie's Bandana Paisley Top Knot Headband
    Barbie's Bandana Paisley Top Knot Headband
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  • Books and Plants Stretch Headband - The Sassy Olive Books and Plants Stretch Headband - The Sassy Olive
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  • Fun Math Stretch Headband - The Sassy Olive Fun Math Stretch Headband - The Sassy Olive
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  • Women of History Stretch Headband - The Sassy Olive Women of History Stretch Headband - The Sassy Olive
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  • Will Scan for Tacos Scrunchies - The Sassy Olive Will Scan for Tacos Scrunchies - The Sassy Olive
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    Will Scan for Tacos Scrunchies
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  • Goodnight Garden Stretch Headband - The Sassy Olive Goodnight Garden Stretch Headband - The Sassy Olive
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  • Goodnight Garden Wrap Headband - The Sassy Olive Goodnight Garden Wrap Headband - The Sassy Olive
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  • Goodnight Garden Boho Buff - The Sassy Olive Goodnight Garden Boho Buff - The Sassy Olive
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  • Joy Luxe Stretch Headband - The Sassy Olive Joy Luxe Stretch Headband - The Sassy Olive
    Joy Luxe Stretch Headband
    Joy Luxe Stretch Headband
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  • Joy Luxe Wrap Headband - The Sassy Olive Joy Luxe Wrap Headband - The Sassy Olive
    Joy Luxe Wrap Headband
    Joy Luxe Wrap Headband
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