Image: Harriet Saddle Bag $289

Though it may be tempting to splurge on a seasonal handbag, there's also the option to invest in a piece you'll own forever, and be able to pass down to your children one day (or sell for a fantastic resale price).

Celebrities like Kate Husdon, are fans of the classic style. Worn over a checked blazer with ankle boots and jeans, the crossbody bag is an easy style that can be thrown over any outfit. Whether you're drawn to more classic, minimalistic versions or ones embellished with tassels. 

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