How To Copy Andi Anderson’s Outfits In “How To Lose A Guy In 10 Days”

“How to Lose a Guy in 10 Days” is everything a movie should be, and Andi’s outfits are nothing short of amazing, even 20 years later.

By Alyssa Vandermeulen3 min read
Paramount Pictures/How to Lose a Guy in 10 Days

If you haven’t seen this 2000s film, add it to your watch list immediately. This adorable story follows writer Andi Anderson in her quest to figure out what men don’t want in a relationship. At the same time, the guy she chooses for her experiment is playing a different game – he needs to make a woman fall in love with him before a major advertising meeting. At the scheming hands of Benjamin Barry’s business competition, these two players catch each other’s eye across the bar – and the chaos ensues. 

An inspiration for me personally, Andi Anderson embodies femininity and playfulness, even while working at Composure Magazine (presumably inspired by Cosmopolitan Magazine). She has a master’s degree, a close circle of besties, and access to a large quantity of beauty samples. For most of my teenage and college years, I wanted to be her, with her gorgeous outfits, outspoken personality, and carefree attitude. How to Lose a Guy in 10 Days, along with a long list of other 2000s rom-coms, romanticizes the life of a journalist to the extent that I couldn’t wait to be one. And while my career may have placed me in a classroom rather than an office at the top of a New York skyscraper, I couldn’t be happier living out this fantasy while I am writing this article. Dreams really do come true! 

Andi and Ben’s love story is one to remember, as they accidentally fall for each other despite their secret plans and hilarious encounters. Their little game takes them to restaurants, a Knicks game, a Celine Dion concert, couples therapy, and a trip to his family’s home in Staten Island. And in true feminine fashion, Andi’s style perfectly complements every location. 

While every outfit in the film is worthy of attention, these five looks are easily recreated at home to help you channel your inner Andi Anderson (and get the guy of your dreams!). 

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At The Office 

The resident “how-to” girl of Composure Magazine knows how to make an entrance with her office attire. This simple combination is perfect for pitching articles about the war in Tajikistan or for picking your heartbroken friend up off the floor. Regardless of your morning plans, try out this look for your next business meeting and look your best with a plastic bag filled with free samples!

Commando Patent Midi Skirt, $118

Abercrombie Oversized Cropped Poplin Shirt, $60

Boy’s Night

Ready to crash her man’s poker night, Andi dons this sweet, feminine sundress before faking blind rage about their dying love fern. While her exact dress is not in circulation, you can channel the same look with a dainty patterned dress and bows on the shoulder straps. So cute! 

Lulus Bubbly Bliss Mauve Pink Jacquard Bustier Tie Strap Midi Dress, $79

Abercrombie Emerson Tie Strap Maxi Dress, $110

Morning Lavender Lucia Babydoll Maxi Dress, $67

Meeting His Parents

As their relationship grows, Andi and Ben both agree to an undeclared truce in their war, after their “therapist” suggests a family outing to strengthen their bond. Her effortless white tube top and eyelet midi skirt are the perfect combination of sweet and spicy, which fits her personality so well. 

En Saison Adina Eyelet Skirt, $170

Abercrombie Cotton Seamless Fabric Tube Top, $29

Riding Around Town

Andi channels her inner “girl next door” energy with this ‘90s look that you can easily recreate with pieces already in your closet. A simple white tank is casually hot, especially when paired with low-rise denim and wind-blown hair. If you want to cause your man to fall head-over-heels for you on a sudden afternoon, this is the look to try! 

Abercrombie Essential Tuckable High Scoop Neck Rib Tank, $25

Abrand Low Rise Straight Jean, $128

Free People Side Line Zip Up, $98

Frost Yourself

Arguably one of the most iconic dresses in rom-com movie history, Andi stuns in her butter yellow backless gown. The simplicity of this gown reveals her feminine shape and dainty ambiance. She completes her look with a low bun, simple makeup, and the glittering Isadora necklace. If you have a wedding or another formal event on the spring calendar, this gorgeous look is the way to go! 

Show Me Your Mumu Anderson Maxi Dress, $198

Bardot Capri Diamonte Slip Dress, $139

Serefina Baroque Pearl Drop Necklace, $68

Closing Thoughts

Andi Anderson’s impeccable sense of style is just one of the reasons why she has captured hearts over the last 20 years. Do yourself a favor and snuggle up with your favorite rom-com movie tonight! 

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