Angelina Jolie’s Most Stunning Hairstyles Through the Years
Angelina Jolie, an actress, filmmaker, and humanitarian, has undoubtedly become one of Hollywood’s most iconic figures. Alongside her legendary acting career and her dedication to philanthropy, Jolie has consistently captured the world’s attention with her ever-evolving beauty and style. From her early days as a rising star to her more recent appearances, Jolie’s hairstyles have played a significant role in shaping her public persona. Her haircuts and styles, often dramatic and transformative, have become a hallmark of her identity, complementing both her roles on-screen and her personal evolution over the years.
One of the most talked-about moments in Angelina Jolie’s style history occurred on January 3, 2025, when she attended the Palm Springs Film Festival awards ceremony in California. There, she debuted a fresh new look, featuring bangs and a radiant glow that many praised for making her appear youthful at 50. This appearance came just after settling her long and public divorce from actor Brad Pitt.
She was honored at the event with the Desert Palm Achievement Award for her portrayal of opera singer Maria Callas in the film Maria. Her return to the red carpet was marked not only by her stunning new hairstyle but also by the acknowledgement of her contribution to the film industry and her ongoing work as a humanitarian.
The Evolution of Jolie’s Hairstyles: From Bold to Elegant
Jolie’s beauty journey began in 1991, marking her arrival into the public eye with both her acting talent and undeniable physical beauty. Throughout her career, she has experimented with various haircuts, from long, flowing locks to short, edgy pixie cuts, and everything in between. Each style has been carefully chosen to align with her evolving career, her changing public image, and her role as a mother and global ambassador.
Long, Wavy Curls (2012–2020): Classic Elegance and Glamour
One of Angelina Jolie’s most defining looks was her long, chestnut-colored hair styled in large, voluminous curls. This style became her signature from 2012 to 2020, exuding glamour and sophistication. Jolie’s luscious waves were frequently seen at premieres and award shows, complementing her chic red carpet looks. Elle magazine once noted that this hairstyle was the epitome of elegance and timeless beauty, helping to solidify Jolie’s status as a Hollywood icon.
This long, curly hairstyle was often paired with soft, natural makeup, allowing Jolie’s striking features to shine without overpowering her overall look. The volume in her hair was perfectly balanced, framing her face beautifully and enhancing her natural allure. The style also conveyed a sense of femininity, making her appear both approachable and polished.
The Pixie Cut (1998): Daring and Bold
In stark contrast to her long, flowing locks, Angelina Jolie shocked the world in 1998 when she debuted a bold pixie cut. The short, edgy hairstyle highlighted her angular features and balanced proportions, bringing attention to her delicate bone structure. The pixie cut was a clear departure from her previous styles, showcasing her willingness to take risks and embrace a more unconventional look.
This daring cut was perfect for Jolie’s face shape, emphasizing her cheekbones and strong jawline. The pixie haircut also represented a moment of reinvention for the actress, marking a shift in her public persona. While some critics were initially surprised by the drastic change, the pixie cut quickly became one of her most admired looks, proving that Jolie could effortlessly pull off even the most unexpected styles.
The Curly Blonde Bob (1999): Vintage Charm
Angelina Jolie has always had the ability to blend classic beauty with modern trends. In 1999, she was seen sporting a curly blonde bob that exuded vintage charm. This hairstyle was reminiscent of 1950s Hollywood glamour, with its soft curls and feminine vibe. Jolie’s curly blonde bob not only highlighted her playful side but also reinforced her versatility when it came to styling her hair.
This look was a departure from her usual darker hair color, signaling her readiness to experiment with lighter shades and softer textures. The bob was expertly cut to frame her face, with the curls providing volume and movement. It was a timeless look that emphasized Jolie’s natural beauty while adding a touch of old-school Hollywood flair.
The Straight Black Lob (1997): Rebel Chic
In 1997, Angelina Jolie was often seen with a straight black lob (long bob) that grazed her shoulders. This sleek and polished hairstyle paired perfectly with her edgy, rebellious style at the time. The lob was bluntly cut, creating a sharp, geometric look that contrasted with her softer, more feminine features. The deep black color added an element of mystery and drama to her overall appearance, while the bob’s length gave her a sense of sophistication and modernity.
Jolie’s black lob was complemented by bold makeup choices, such as dramatic eyeliner and smoky eyeshadow, which further enhanced her rebellious persona. The hairstyle marked a period of personal transformation for Jolie, as she navigated both her career and her personal life with confidence and assertiveness.
The Back-Combed Styles (2004): Classic Elegance
Angelina Jolie’s red carpet appearances have often been marked by her ability to choose hairstyles that reflect the event’s sophistication. In 2004, at the premiere of Sky Captain and the World of Tomorrow, Jolie chose a back-combed hairstyle that revealed her forehead and showcased her perfectly balanced features. The back-combed look was sleek and elegant, creating a polished silhouette that highlighted her natural beauty.
This style allowed Jolie to make a statement without overshadowing her overall look. The simplicity of the hairstyle paired with a stunning gown created an air of elegance that was both timeless and modern. The back-combed style also emphasized Jolie’s strong facial features, including her high cheekbones and intense gaze, making her one of the most captivating figures on the red carpet that evening.
The Straight Black Hair and Gothic Makeup (2000): Iconic and Timeless
Perhaps one of the most iconic looks of Angelina Jolie’s career was her appearance at the 2000 Oscars. At this event, she wore straight black hair paired with bold, gothic makeup—particularly dark, dramatic eyeliner that enhanced her mysterious and alluring presence. This look is still remembered as one of the most striking and memorable red carpet appearances of the decade.
The straight black hair, which fell just below her shoulders, gave Jolie a sleek, polished look that contrasted beautifully with her intense, smoky eye makeup. This combination of dark hair and bold makeup exuded an air of mystery, making Jolie the center of attention at the prestigious event. The gothic-inspired look became synonymous with her image, reinforcing her status as a style icon who was unafraid to embrace darker, edgier aesthetics.
The Curly and Straight Hairstyles (2010): A Perfect Blend
Throughout her career, Angelina Jolie has frequently alternated between curly and straight hairstyles, adapting her look to suit her mood, roles, and events. In 2010, Jolie’s hair was often styled straight, with occasional curls or bangs, creating a versatile and polished look. Whether sporting loose waves or sleek straight locks, Jolie’s hairstyles consistently enhanced her overall aesthetic, allowing her to seamlessly transition from glamorous to casual with ease.
A Journey Through Hairstyles
From her early days in Hollywood to her more recent red carpet appearances, Angelina Jolie’s hairstyles have been an essential part of her journey as an actress and public figure. Whether embracing long, voluminous curls or opting for a daring pixie cut, Jolie has never been afraid to experiment with her look. Each hairstyle has not only reflected her evolving career but also provided a window into her personal growth and transformation.
Jolie’s ability to pull off a wide range of styles, from edgy pixie cuts to classic, voluminous waves, has solidified her status as one of Hollywood’s most iconic figures. Her hairstyles continue to inspire and influence trends, making her an enduring beauty icon who remains a force to be reckoned with in both the fashion and entertainment worlds.
