Angelina Jolie's Most Iconic Beauty Looks Of All Time

Angelina Jolie and her makeup team clearly know what they're doing. The actor has spent decades slaying on the red carpet, and, apart from a rare hair extension fail that made us cringe, Jolie always looks gorgeous no matter what the occasion. That may be because she has an important mantra for when she's sitting in the makeup chair. "I do either dark eyes or red lips. I have very full, big features, so if I did everything, I'd look a bit like a clown. It'd be just... a lot," she told InStyle.

But for someone who doesn't drastically change her glam too much (she hardly ever experiments with colorful eyeshadow or glitters and rarely changes up her subtle blush aesthetic), Jolie has still built up quite the repertoire of inspiring beauty looks over the years. And just like Selena Gomez, who also has some beauty looks we'll never forget, these are Jolie's most iconic.

Pink lipstick can have connotations of being juvenile and basic, but Angelina Jolie chose the most gorgeous deep shade for the 2018 Critics Choice Awards that proved it can be sophisticated too. Jolie's rich hue had a glossy sheen, which made her already plump lips look even larger and hydrated, and served as a fun pop of color next to her feathered, white dress. What made this beauty look extra iconic though is the way she expertly matched her lip color to her nails.

But while the vibrant shade (which was similar to Maybelline Super Stay Matte Ink Liquid Lipstick in 120 Artist or Lip Lingerie XXL Matte Liquid Lipstick by NYX in 19 Pink Hit) could have stolen focus, she still brought glamor to her eyes in a way that didn't overload her face. Jolie wore long, but still subtle, faux lashes and a slick of smoky eyeliner, which defined her eyes without competing with her bold lips.

Though it's usually true that a smoky eye should be paired with subtle lips, Angelina Jolie proved there's a way to wear both at the same time. For the 2021 Oscars, she wowed in a bold, glossy, red lipstick that shimmered in the paparazzi flashes. To ensure she didn't look over done, she wore a more dramatic version of the naked smoky eye (which we once tried). The twist on the smoky look involves swapping the classic greys and blacks for browns for a softer effect. She added fluttery, faux lashes and eased up on the mascara on her bottom lash line to keep her eyes looking wide and open.

The "Mr. & Mrs. Smith" star also opted for slightly dewy skin. A heavy, matte foundation set with a lot of powder may have dulled her complexion and made it look flat, whereas her luminescent canvas kept her looking healthy without competing with the rest of her makeup. Add her voluminous, bombshell, caramel-highlighted hair into the equation, and she was serving serious va-va-voom.

Angelina Jolie tried a different makeup style at the 2018 Golden Globes, opting for a cooler palette than we're used to. She wore more eyeshadow than usual, with a light gray on the lid and a slightly darker hue in the socket and under her eye. She added fluttery lashes to draw attention to her peepers, with a slick of black, liquid eyeliner across the lash line.

She paired it with a light pink lipstick and gloss, and if Jolie was wearing any lipliner, it wasn't obvious. She also skipped heavy contour and dramatic blush, instead embracing bright, natural-looking skin in a shade that matched her skin tone without being too dark. Though the aesthetic may have washed out someone with blond hair, her dark tresses contrasted with her cosmetics to define her stunning features. Her face was also perfectly framed by her flatteringly arched, natural feathered brows (which became a big trend in summer 2024), and proved how stunning cool-toned makeup can be on the right skin tone. The whole look was only made more elegant by the star pulling her dark tresses up into a sophisticated up-do to show her dangling earrings.

Natural and neutral glam was the name of Angelina Jolie's beauty game at the 2024 Venice International Film Festival. The "Maleficent" actor was sporting highlighted locks, which slightly changed the makeup shades that worked with her coloring. She and her glam team were clearly paying attention to what was hot though, as she embraced a fall 2024 makeup trend via her muted eyeshadow. The Oscar winner wore a brown shade all over her lids and skipped the long, faux lashes she sometimes wears, instead opting for a more refined look with a slick of black mascara.

But she wasn't beholden to trends and proved why it's a good idea to pick and choose the ones that work. Though berry blush was the fall 2024 trend we were wearing earlier in the year too, Jolie kept her cheek cosmetics simpler and lighter for a subtle glow. Her lips were just as understated. Jolie's lipstick appeared close to her natural color and she seemingly applied a clear gloss and subtle, if any, lip liner for a shiny but classic finish.

Angelina Jolie stepped out for the premiere of "First They Killed My Father" in New York in 2017 wearing one of her most flattering and feminine makeup looks ever. The award winner wore youthful, bright pink lipstick that brought out the warm tones in her skin. She seemingly had a slightly lighter shade in the center and wore a blended, darker lipliner, which made her lips look extra plump and added definition.

The star's youthful aesthetic was also aided by her fluffy, long, faux eyelashes. Though many pairs get gradually get longer toward the outer corner of the eye, Jolie's appeared to be a similar length throughout, which made her peepers look more open and round. For a similar look, try KISS' So Wispy False Eyelashes in Style #01 or FlutterHabit The Happy Medium Lashes. To stop her aesthetic being too young though (the star was 42 at the time) she added mature but delicate jewelry and wore her dark mane in an elegant half up, half down style.

As she's grown up, Angelina Jolie has moved away from dramatic eyeshadow looks. But it wasn't always that way. For the 1998 Golden Globe Awards, a 22-year-old Jolie wowed with one of her grungiest makeup vibes ever, which gave us major '90s aesthetic inspo. She wore heavy, blue eyeshadow (which was a massive trend at the time) and skipped false eyelashes for her natural ones, also wearing a neutral shade on her lips. 

But that wasn't the only trendy part of her aesthetic. Jolie partook in the era's skinny brow trend (a '90s beauty trend that can stay in the past) and the full coverage, matte, light foundation that defined the era. Though she wore a feminine, sparkly gown, her short, cropped cut and thin eyebrows offered an edgy juxtaposition against her clothing and makeup, bringing more of her personality to the forefront.

By 2021, Angelina Jolie's super skinny '90s brows were gone and flattering, full brows took over for the premiere of "Eternals" in London. The actor let her natural beauty do all the talking again and used makeup to emphasize, not camouflage, her features (which were framed by her long, brunette hair, which she wore down). She lightly filled in her arched brows, which elevated but didn't stray from her natural shape, and wore a glossy, hydrating lip product and very light lip liner to accentuate the natural fullness of her kisser.

Though faux lashes are a staple in most celebrity artists' kits, the star appeared to forgo them and kept the mascara to a minimum too, particularly on her lower lash line. She paired it with barely there eyeshadow on her lids, with slight definition on the socket and outer corner. However, Jolie wore a little more makeup on her skin, as her cheeks were defined and her subtle blush gave her a healthy flush.

Matte lipstick can be tough to pull off, as the wrong shade or application technique can leave lips looking and feeling dry. Plus, the lack of shine can be aging. But Angelina Jolie showed us how to do it the right way in 2007 at the Cannes Film Festival premiere of "Ocean's Thirteen." She ensured her lipstick shade was youthful and similar to her natural color, ensuring there was less chance of it looking patchy. She also applied a lipliner in a similar shade just over her lip line, which emphasized the size and shape without contrasting with her lipstick shade. To try Jolie's look, mastering matte lipstick is easier than ever with our tips.

On her eyes, the actor wore green shadow that brought out the warmth in her neutral lip product. Jolie's makeup artist applied a darker green near the inner corner and on the outer corner (where it was blended with a black shadow and liner), with a lighter shade in the center that created a heavily defined, but not too dark, look. The Ultimate Shadow Palette in Green by Booben has the right shades to copy the look, while Maybelline's Color Tattoo Longwear Multi-Use Eye Shadow Stix in I Am Fierce can be used for a shimmery take on the aesthetic.

Angelina Jolie served up peak movie star glam at the 2024 Venice International Film Festival. She added flattering highlights to her tresses, and her experimental mood clearly translated to her makeup. She turned up the vamp dial with glossy, deep red lips and matching liner that looked beyond gorgeous on her light skin.

On her eyes, her makeup artist smudged a dark gray shadow around her lash line and on the outer corner. That created a stunning, grungy yet still glam effect that defined her peepers without creating harsh lines that could have been aging and unnatural-looking. Surprisingly for a big red carpet appearance, Jolie seemingly didn't wear faux lashes. She also didn't go too heavy on blush or bronzer, which made the look feel more modern, restrained, and regal. That worked with her light locks and dress with a fur-look trim, which gave us winter vibes — even though it was August.

Through the years, Angelina Jolie has mostly kept her contour to a minimum, but her makeup team emphasized her enviable cheekbones at the 2025 Critics Choice Awards –- and we loved to see her experiment. They seemingly applied a warm brown contour product to the hollows of her cheeks, which was blended to bring attention to her enviable face shape.

To create this iconic look, Jolie's team applied a red lipstick with orange undertones, which had a subtle sheen that helped her lips look larger without becoming dry or flaky. Her eyes were more understated, though. Neutral shades were applied for light definition, but the focus was her black, liquid liner and subtle faux lashes. Both only appeared to be applied on the outer corner of her eye, which created a sexy and sultry cat eye. Her makeup artist also extended the tail of her eyebrow using a blond pencil or powder, helping her brows blend with her lighter locks.

When Angelina Jolie stepped out at the 2003 Tribeca Film Festival, she had a sun-kissed glow thanks to her luminescent makeup. She wore a light coral lip product under a warm-toned gloss, which helped highlight the warm shades in her complexion. The California native also had a little bronzer applied to either side of her forehead, cheekbone, and jawline, which defined her bone structure and contributed to her tan look.

Although we've predominantly seen Jolie sporting subtle blush, she applied a little more in a flattering way on this occasion. The star's cheeks were highlighted by a warm pink hue with a slight shine, which didn't dull or mattify her dewy foundation. This appearance also marked one of the few times we saw the actor with heavily lined lower lashes. Her makeup artist seemingly applied a pencil in her waterline, which emphasized the elongated shape of her eyes.

Angelina Jolie has never been one to follow the crowd — and her 1999 Golden Globe Awards makeup proved that. Though most stars amp up the glam for big award shows, Jolie proved looking good on the red carpet doesn't necessarily mean applying multiple layers of dramatic, obvious cosmetics. This beauty look was iconic because of how her makeup highlighted her features but still let her natural beauty shine through.

She wore barely there eyeshadow with a thin, blended line of grey liner, and once again ditched lashes and mascara. The star didn't even feel the need to play up her lips, as she slicked on a cool-toned, matte product with a thin line of neutral lip liner. Jolie's barely-there foundation was flawless and she wasn't showing any signs of the product separating (or any other foundation mistakes that would've made her look older, for that matter). Clearly, the actor's makeup artist applied her foundation the best way for a natural look, as she glowed without dry patches or cakey layers. The shade was also super flattering with her red hair, which brought out the warmer tones in her skin.

Angelina Jolie's 2004 Oscars makeup was iconic because it proved you don't need a lot of makeup to make a statement. She wore a glossy, nude lip that flattered her skin tone, which was more on tan than some of her other red carpet appearances over the years. Her makeup team applied a little bronzer to her cheeks to keep her complexion warm, and her skin was also complimented by her tan enhancing blush shade. But it was her simple yet incredibly effective eye cosmetics (which were made more obvious by her pulling her hair back) that really caught our attention.

Her makeup artist applied a subtle brown shadow in the sockets to add a little definition, and a hue similar to her skin tone on the lid. They applied black, liquid liner close to the lash line, with only a couple of faux lash clusters on the outer corner. That created the most gorgeous, elongated cat eye look, which became one of the superstar's signature looks. Individual lashes, such as Ardell's False Eyelashes Knot-Free Individual Lashes Multipack or Lashify Gemini 12mm Gossamer Lashes in Black, applied only on the ends will give a similar vibe.

Angelina Jolie was back on the makeup trend train at the 2025 Cannes Film Festival. The beauty appeared to be a late adopter of sun-kissed, bronze monochrome makeup, which was everywhere in summer 2024. But she put her own romantic spin on the single-color aesthetic, as she paired a warm, bronze-y eyeshadow (with a lightly lined lower lash line) with what appeared to be strip lashes with more volume on the outer corner. The City Siren Lashes by Sicurl or Eylure Press On Pre-Glued 3/4 Length Lashes in No. 005 will give that heavy on the outer corner only aesthetic, creating an elongated eye effect.

On her lips, she didn't go for full bronze, but kept things romantic with a pink-y tone that was very similar to her shadow. Though the star's makeup team usually apply lipstick and liner all over her lips, this time, they appeared to purposefully miss the outer corners to create a shorter, plumper, and more upturned lip shape.

In 2000, Angelina Jolie proved what a makeup chameleon she truly is. The actor adopted an iconic gothic-inspired look for that year's Oscars, pairing full-coverage foundation in a super light shade with dramatic, winged eyeliner that lifted her eyes. The liner appeared to be a pencil, not a liquid, as the wing was thicker and softer than the liquid product usually provides. Though her lower lashes were visible, this time, she not only ditched faux eyelashes, she didn't appear to be wearing mascara either. The "By The Sea" star also chose not to warm up her complexion with blush, but seemingly had a cool contour shade applied to her cheekbone. She stuck with cool-toned products on her lips, as she wore a barely there nude shade with blue undertones. Coupled with her long, straight, black hair, Jolie gave us Morticia Addams vibes (in a good way, of course).

We loved seeing her buck convention and express herself through makeup, shunning the likes of tan skin, falsies, and heavy contour for an aesthetic that felt more in line with her personality. Isn't that what makeup is all about?