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Collection: Sassy Stretch Headband – The Ultimate Fit for Every Style

The Sassy Stretch Headband is your new must-have accessory! Designed to fit every hair type and style, this ultra-soft, stretchy headband stays put all day—whether you’re rocking short hair, long locks, bangs, curls, or even a messy bun. Its snug yet comfortable fit makes it perfect for everything from casual days to workouts and beyond.

Want to explore different ways to wear it? Check out our Sassy Stretch Styling Guide for tips and inspiration!

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  • Vintage Fruit Stretch Headband - The Sassy Olive Vintage Fruit Stretch Headband - The Sassy Olive
    Vintage Fruit Stretch Headband
    Vintage Fruit Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Tossed Tulips Stretch Headband - The Sassy Olive Tossed Tulips Stretch Headband - The Sassy Olive
    Tossed Tulips Stretch Headband
    Tossed Tulips Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Sunflower Cutie Stretch Headband - The Sassy Olive Sunflower Cutie Stretch Headband - The Sassy Olive
    Sunflower Cutie Stretch Headband
    Sunflower Cutie Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Michigan Cherry Stretch Headband - The Sassy Olive Michigan Cherry Stretch Headband - The Sassy Olive
    Michigan Cherry Stretch Headband
    Michigan Cherry Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Apple Picking Stretch Headband - The Sassy Olive Apple Picking Stretch Headband - The Sassy Olive
    Apple Picking Stretch Headband
    Apple Picking Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Apple Orchard Stretch Headband - The Sassy Olive Apple Orchard Stretch Headband - The Sassy Olive
    Apple Orchard Stretch Headband
    Apple Orchard Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pride Rainbow Stripes Stretch Headband - The Sassy Olive Pride Rainbow Stripes Stretch Headband - The Sassy Olive
    Pride Rainbow Stripes Stretch Headband
    Pride Rainbow Stripes Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Pride Power Stretch Headband - The Sassy Olive Pride Power Stretch Headband - The Sassy Olive
    Pride Power Stretch Headband
    Pride Power Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Saying Gay is OK Stretch Headband - The Sassy Olive Saying Gay is OK Stretch Headband - The Sassy Olive
    Saying Gay is OK Stretch Headband
    Saying Gay is OK Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • One Heart Stretch Headband - The Sassy Olive One Heart Stretch Headband - The Sassy Olive
    One Heart Stretch Headband
    One Heart Stretch Headband
    Regular price
    $15.00
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    $15.00
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  • Be Gay Do Crime Stretch Headband - The Sassy Olive Be Gay Do Crime Stretch Headband - The Sassy Olive
    Be Gay Do Crime Stretch Headband
    Be Gay Do Crime 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
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    $15.00
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