Shiloh Jolie'S Bold New Look: A Style Journey From Tomboy To Trendsetter

  • By Avery
  • Oct. 4, 2025, 8 p.m.

Shiloh Jolie's Daring Fashion Choices

Shiloh Jolie has never been one to shy away from bold fashion choices. The 19-year-old daughter of Hollywood icons Angelina Jolie and Brad Pitt has always embraced an edgy, individualistic style. Her latest look – bleach blonde hair and a bold lip piercing – is a testament to her fearless approach to fashion. Pairing her punk-inspired hairstyle with a black hoodie featuring Al Pacino's Scarface character, baggy jeans, and black sneakers, Shiloh is once again making a statement.

Angelina Jolie's Daughter Shiloh Jolie

Angelina Jolie's Daughter Shiloh Jolie

“Shiloh, we feel, has Montenegro style,” Angelina once said, reflecting on her daughter's unique fashion sense.

A Style Evolution Like No Other

Shiloh's style journey has been anything but conventional. As a child, she preferred suits, ties, and androgynous clothing, often choosing to dress more like her brothers. Her mother, Angelina Jolie, shared that Shiloh loved "dressing like a dude" and felt more at home in boys' clothing. "She likes to dress like a boy. She wants to be a boy," Angelina revealed, emphasizing the importance of letting children express themselves freely.

Embracing Femininity and Dance

As she grew older, Shiloh began experimenting with more traditionally feminine looks, stepping out in flowing dresses and makeup. In 2019, she dazzled at The Eternals premiere in Rome, wearing her mother's Dior dress, adding her own twist with yellow animal print sneakers. Her style continued to evolve as she embraced dance, favoring baggy, comfortable clothing that allowed for freedom of movement. Her edgy new look aligns perfectly with the dance aesthetic, reflecting her passion and commitment.

Shiloh's Dance Dreams

Shiloh's love for dance has significantly influenced her style. At the Millenium Dance Complex in Los Angeles, she opts for athletic wear that's both stylish and functional. Her transformation into a dance enthusiast has brought about a change in fashion, showcasing her adaptability and flair. Shiloh's journey from tomboy to trendsetter is a testament to her bold spirit and creative expression.

Avery
Author: Avery
Avery

Avery

Avery runs the fast lane: tip triage, source vetting, and headline decisions in minutes. She specializes in “developing” items that turn into next-day exclusives, balancing speed with receipts. Expect tight copy, clean attributions, and zero fluff.