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Let me take you down memory lane for a second. Can you remember the first bag you ever owned that you loved? What did it look like? Why was it valuable to you? It’s safe to say that almost everyone who loves fashion can remember their first handbag—mine was a labelless crescent shoulder bag made of silver chain mail. And while everyone’s first handbag varies, the sentimental value that the first bag holds for us all remains. Of course, placing a value beyond memory on your vintage handbag requires in-depth knowledge of the luxury space. Not all bags are created equal, and they’re not all sound investments for the long-term. I still love my little chain-mail bag to this day (and I’ll never pass up the chance to test-drive a new handbag trend), but I know that investing in a designer bag is the grown-up scenario when shopping for purses. 

In fact, designer handbags are arguably the best thing you can buy for your wardrobe for multiple reasons, one being that they are a great way to get your hands on luxury labels for less. Secondly, they’re easy to shop secondhand and resell if you’re making space in your wardrobe. Plus, designer bags surpass the sentimental value and gain monetary value with time. Securing a designer handbag is the best thing you can do for your future self. But if you’re like me and find it difficult to decide which designer handbag is worth buying, don’t fret.

I spoke with The RealReal’s merchandising manager, Kelly McSweeney, about why investing in a Valentino handbag is the move right now, and she shared the five best Valentino bags that have managed to retain their value over the years. They may not be your first handbag, but they’re bound to be just as valuable.

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