Best How to Lose a Guy in 10 Days Fashion Moments

The White Button-Up With a Pencil Skirt

Andie's workwear is classic and chic, including this button-up and pencil skirt combo in neutral shades.

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The Rolled-Down Shorts

I'm not convinced that Andie's shorts are only rolled down here because she's trying to get some sun. I truly believe that Andie would wear her casual striped shorts rolled down regardless.

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Strands and Strands of Pearls

Image Source: Everett Collection

Lana definitely has some interesting fashion choices in this movie, but I will forever love her multistrand pearl necklace with this outfit.

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This Collared Halter

Image Source: Everett Collection

I absolutely had one of these tailored, collared, halter-neck shirts back in the early aughts, and I'm assuming that this movie is the reason for that.

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This Open-Back Wrap Dress

Image Source: Everett Collection

A lot of Andie's wardrobe is actually very basic, but in the best way. This open-back dress in another neutral color looks ridiculously stunning on her.

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A Throwback Basketball Jersey

Image Source: Everett Collection

Andie is a huge Knicks fan, so of course she has some jerseys to choose from. I love this fitted one that looks to be a throwback, possibly from her younger years as a fan.

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The Off-the-Shoulder Top

Image Source: Everett Collection

Another neutral! Andie's off-the-shoulder top from this movie-night scene is simple but chic.

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A Retro Floral Dress

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When Andie's playing up her over-the-top girlfriend routine, it only makes sense that she would wear a retro-feeling floral dress to appear like the perfect housewife.

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This Casual Tube Top

Image Source: Everett Collection

Andie pairs this white tube top with a flowing skirt to meet Ben's parents, and it kinda sorta works.

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A Plain White Tank and Jeans

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For some reason, I was obsessed with this outfit when I first saw the movie, even though it's so simple. There was just something about Andie wearing a plain white tank that looks like it was swiped from Ben with some low-rise jeans while they spent the day together. So good.

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That Green Cashmere Sweater

Image Source: Everett Collection

Andie brings Michelle this cashmere sweater to help heal her broken heart, and the color complements her hair color perfectly.

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The Iconic Yellow Dress

Image Source: Everett Collection

This dress will always be one of my favorite fashion moments from a film — ever. When I shopped for my prom dress, every dress shop sold a replica of it because it's just so stunning. It's simple, but the cut is perfect and the buttery yellow color is just — *chef's kiss* — too good.

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