The style evolution of Anna Cathcart

From red carpet premieres to magazine features, Anna Cathcart has slayed *every* outfit since she entered the spotlight. While you might recognize her from her role as Kitty in To All the Boys I've Loved Before, Anna rose to fame after starring as Agent Olympia in the show Odd Squad. Throughout her acting career, we've seen her style change *so* much, so keep reading for a *totally* in-depth breakdown of her style from 2016 to present day.

Red carpet debut at the Odd Squad: The Movie premiere (2016)

Anna made her TV debut on the Canadian-American show Odd Squad as Agent Olympia, a child government official (we're *big* fans of her empowering roles!). Even at just 13, Anna showed promise as a great actress and style icon in her pleated floral dress and adorable orange sandals. Anna was this outfit's prettiest blossom, and just as flowers signal spring's arrival, her first screen role confirmed the start of a blooming career.

Radiant in blue at the Radio Disney Music Awards (2017)

Just under a year later, Anna booked her first Disney role as Dizzy Tremaine in Descendants 2. A fan of sleeveless, knee-length dresses, Anna kept her look youthful and fun with her half-up messy bun and boombox purse. Her block heels were the perfect finishing touch with the laces tying behind her ankles in dainty bows (we're totally obsessed).

Chillin' like a villain in comfy overalls (2017)

Counting down the days before Dizzy became Disney's sweetheart, Anna posed with light wash shortalls over a striped tee, white sneakers and the cutest look of excitement. The Anna Cathcart starter pack includes overalls, Converse, quirky patterns and her signature color red—we'd love one, please! There's no one who rocks cute, casual and girl next door as well as Anna. 

To All the Boys I've Loved Before premiere (2018)

Make sure to mark August 17, 2018 as the monumental day that the world was introduced to Anna's rendition of Jenny Han's Kitty. With minimal jewelry and pointed toe booties, Anna's crimson dress takes center stage. The armor-like shoulder detailing compliments the lovely heart outlines, fully expressing Anna's strong and kind heart.

Stunning houndstooth suit (2018)

Is that our fave teen actress or CEO of the year? Anna's houndstooth set gives off serious business vibes, and layered over a light blue collared blouse, we know she is def the bestie we'd go to for style advice. In addition to the exciting movie premieres, 2018 was a big year for Anna since she was on both Tiger Beat's 19 Under 19 and Teen Vogue's 21 Under 21 lists—her acting journey could only go up from here.

Tartan at Teen Vogue (2019)

The girl power energy in this pic is immaculate. Arm in arm with BFFs Lilia and Jules at Teen Vogue's Young Hollywood Party, Anna put a sophisticated spin on the puff sleeve trend with her sleek high pony, dark plaid and lace-up combat boots. It's a yes from us!

Disney Channel Fan Fest (2019)

Disney magic brings out the kid in all of us, but we like to think that this is the older sister fit to Anna's casual overalls from two years before. Prepared to meet and greet Disney Channel fans, Anna stunned in a simple black top tucked into cuffed red trousers, and her love of Converse sneakers made a sweet comeback. Don't forget her Minnie ears, the ultimate Disney accessory.

Adorable photoshoot with her friends (2019)

Did someone say summer vibes? Anna's pairing of a denim romper, floral button-down shirt and white heels is giving us *all* of the warm-weather style inspo we need. BTW, we're obsessed with how well she and her friend coordinated their outfits. So chic!

To All The Boys I've Loved Before 2 premiere (2020)

It's no surprise that Anna killed the game (again) at the To All The Boys 2 premiere. Donning this adorable dark red and black matching top and bottom, Anna looked oh-so-elegant. Her matching hair clip and dark strappy sandals really pulled the whole outfit together, too. 

Super cute sweater vest (2020)

We love that Anna is still able to look photo-ready while wearing a basic pair of jeans and a T-shirt. Sometimes, a sweater vest and Doc Martens are all you need to take your basic outfit to the next level. 

Staying comfortable and cute in jeans and a sweatshirt (2021)

Even though Anna knows how to rock a runway, she also shows us that its *totally* okay to dress casually, too. In this fit, Anna proves that a sweatshirt, jeans and sneakers is all you need for the perfect comfortable and cute midweek outfit. 

To All the Boys I've Loved Before 3 premiere (2021)

Anna wore this stunning baby pink and tulle dress for the premiere of To All The Boys 3, and we can imagine that this dress would have *totally* been approved by Lara Jean. Also...would you believe us if we told you that this photoshoot was done at home?!

Staying trendy for summer (2021)

We heart the way that Anna paired these trendy leather pants with a button down, sweater vest and Doc Martens. We can totally picture Anna taking the world by storm in this outfit (right after stopping for a photo shoot, ofc).

Which of Anna's looks is your fave? Let us know by tagging us on social media @girlslifemag!

GIF via GIPHY | Slider image @annacathcart


by Elizabeth Huang and Miriam Riley | 8/2/2021