Sink played Young Queen Elizabeth II in The Audience on Broadway a few years after her role in Annie. For the opening night of the show, she wore a simple navy dress with mesh detailing for a classy, put-together look.

Sink joined the cast of Stranger Things as Max Mayfield in 2017. For one of her appearances at Comic-Con Sand Diego that year, she wore a Kate Spade tiered floral dress and sparkly sneakers.

Sink went with a bright red shift dress and sparkly loafers, a shoe that she sports often over the years, for the Stranger Things press conference at Comic-Con San Diego in 2017.

At the Entertainment Weekly Comic-Con Party, Sink wore another shift dress, this one a sequined white with embroidered flowers, paired with velvet maroon flats.

Sink opted for a navy lace dress for the screening of The Glass Castle. The frilly white bib offers a touch of playfulness to this classy ensemble.

Sink wore this sophisticated Chanel dress to the premiere of the second season of Stranger Things, paired with a simple black clutch and strappy black heels.

In 2017, she wore a black blazer over an Alexander Wang ‘fit for the SiriusXM Stranger Things town hall.

At the Humane Society of the United States Gala in 2017, Sink combined this white Stella McCartney dress with lace detailing and solid black ankle boots, topping the look off with a black clutch.

Sink wore a peachy Prada dress to the 2017 AMAs. The chainmail-metallic overlay elevates the shift dress and goes beautifully with her metallic heels.

In 2018, Sink wore this Dior boatneck dress with an edge by adding glossy black combat boots to the otherwise simple look at W Magazine’s It Girls Party.

Sink’s first appearance at the Golden Globes was marked with this fluffy Miu Miu gown and pumps. She topped the ensemble off with Chopard jewels for an undeniably classy look.

Sink wore head-to-toe Chanel to the SAG awards in 2018. Her intricate beaded gown was paired with delicate jewelry for a sweet, sparkly ensemble.

This edgy, playful Kids’ Choice Award ‘fit from 2018 combines vegan leather pants, courtesy of Hiraeth Collective, and heeled combat boots.

Another look from Rooney Mara’s Hiraeth Collective, Sink wore this pretty bustier-layered dress with combat boots for a monochrome appearance.

Sink opted for a more casual outfit at the 2018 MTV Movie & TV Awards, with this pink and gold sequined blazer and cropped skinny jeans.

Sink wore these tweed flare pants with nautical-inspired button detailing and a high-neck white top from Chanel to match for the 2018 opening of Halloween Horror Nights at Universal Studios.

Sink sported a white custom gown with faux leather floral-capped sleeves from Hiraeth Collective to the 2018 Emmys, topping the ensemble off with strappy black heels.

One of her most iconic looks, Sink wore a sparkly blue crop top and short set from Chanel for the brand’s Metiers D’Art show.

This pretty lavender look from Kate Spade is a shiny, pastel number that Sink wore to attend the brand’s Fall 2019 runway show during New York Fashion Week.

This chiffon Kate Spade two-piece set is a delicate, eye-catching look with its floral detailing. Sink paired it with a purple Kate Spade bag for a gorgeous 2019 CFDA Fashion Awards ensemble.

Sink wore this shimmery look to the season 3 premiere of Stranger Things. She’s pretty in pink Prada and matching satin pumps — a Sadie staple.

Sink wore this elegant plaid yellow dress from Kate Spade for its Spring 2020 show during New York Fashion Week.

Sink wore a floral Prada pantsuit over a black turtleneck to attend the Prada’s Spring 2020 runway show during Milan Fashion Week. A pair of strappy black heels and brown purse complete the look.

Sink wore another dress by Hierath Collective for her appearance at WE Day UN in 2019. She topped the edgy look off with a pair of vegan Dr. Martens.

Sink wore a colorful skirt and hot pink, high-neck blouse to Gucci’s Zumi Handbag launch in 2019 in Chicago.

Sink looked stunning at the 2020 SAG Awards in this bejeweled gown from Gucci with crystal-covered straps.

Sink opted for a more laid-back look at the Fear Street premiere in 2021 with black high-waisted trousers and a bandeau crop top. Chunky loafers from the brand polish everything off for this head-to-toe Prada ensemble.

Another page from Sink’s model off-duty look, she wore Miu Miu to the Free Guy premiere, taking a crisp white oversized blazer, high-waisted jeans, and a jeweled top to radiate effortless cool.

Sink wore Chanel to the Chanel N°5 in the Stars debut party, pairing the monochromatic look with the stunning red lip that she frequents on the red carpet.

To celebrate her starring role in Taylor Swift’s “All Too Well” short film, Sink wore another Chanel ‘fit, complete with a cute cubic Chanel bag.

At another Kate Spade presentation during New York Fashion Week, Sink wore an embroidered top and trousers from the brand, paired with bow-clad pumps and a bright pop of yellow through her bag.

This custom all-white look from Prada made a mark at the Stranger Things season 4 premiere. Sink’s signature red carpet ponytail makes this suit ensemble sleek and put together.

Another suited look from Sink, this all-black outfit was striking against her red hair at the Stranger Things FYSEE Event.

This tweed blazer-and-skirt combo from Chanel paired with some high-knee boots was a signature Sink look for the Chanel Artists Dinner at the 2022 Tribeca Film Festival.