Have You Considered… Angelina Jolie in the 90s?

Feature image by Jeff Kravitz/FilmMagic and Jim Smeal/Ron Galella Collection via Getty Images

I’m still not sure what brought me back to Angelina. To be honest, I’m sure she was always there.

Maybe it’s because a historic queer Oscars are coming up and in everyone’s excitement about Kristen Stewart and Ariana DeBose’s nominations, a lot of straight (some gay) media are skipping over Angelina Jolie’s win for Girl, Interrupted — which is not only bisexual erasure for Angelina (it is!), but also erasure of the movie that made me gay.

Maybe it’s because Autostraddle turned 13 this week, and that means I wrote about what a horny lonely nerd I was in 1999, which will always bring me back to Angelina Jolie (what did I just say?? Did you forget already! Girl, Interrupted made me gay).

But also maybe some things don’t need to have a reason. Angelina was — and remains — a stunner. Somehow both ethereal and permanent. First of her name, a legend of her time, none other like her.

And so… listed without commentary, here are 10 photos of Angelina Jolie, curated together for no other reason than the 90s called and they said hold my bisexual beer.

At the 1997 Cable ACE Awards with Peta Wilson

In 1997 Angelina Jolie has a pixie hair cut and a shimmery dark grey sleeveless dress and is kissing a blonde woman.

Photo by Jeff Kravitz/FilmMagic

Were the 90s Always This Dreamy?

Angelina Jolie is in a brown tube top with her arms above her head, running her fingers through her bob length brown hair with light brown highlights. There is a dark grey background behind her.

Photo by Harry Langdon/Getty Images

55th Annual Golden Globe Awards

Angelina Jolie has a dark brown pixie cut and blue eyeshadow. Her eyes are closed and she is licking her Golden Globe award while smiling. She's in a sheer white scarf around her shoulders and silver sparkly white dress.

Photo by Jim Smeal/Ron Galella Collection via Getty Images

Angelina Jolie has a dark brown pixie cut and blue eyeshadow. She is smiling. She's in a sheer white scarf around her shoulders and silver sparkly white dress, her red HIV/AIDS ribbon is visible.

Photo by Ke.Mazur/WireImage)

In Front of a Graffiti Wall

Angelina Jolie stands in front of an orange graffiti wall with dark black hair that is shoulder length and a white sweater.

Photo by Ke.Mazur/WireImage

At the 50th Annual Primetime Emmy Awards

Angelina Jolie is in a blush skin tight sleeveless gown with a slit up to her left thigh and a matching sparkly clutch. Hair hair is pulled away from her face and she has on dark purple lipstick. She is on the red carpet.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images

At the 5th Annual SAG Awards

Angelina Jolie has dark blonde hair and nude lipstick. Her hair is curled into a bisexual bob. She has a large diamond necklace and an off-white scarf wrapped across her shoulders.

Photo by Jim Smeal/Ron Galella Collection via Getty Images

At the Airport

Angelina Jolie is walking with her eyes down in the parking lot of LAX Airport at night. She has on black jeans, a black v neck t shirt and a long black leather jacket. Her brunette hair is pulled into a bun.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images

Looking like The Matrix in 1999

Angelina Jolie is bitting her nails while smirking to the left of the camera, her dark hair is pulled into a bun. She is in an oversized grey trench coat.

Photo by Ron Galella, Ltd./Ron Galella Collection via Getty Images

And Of Course with Gillian Anderson, Because Bisexuals

Angelina Jolie is in a white dress blazer that is closed with her brunette hair swept into a bun, she's talking with Gillian Anderson, with red hair in a bob and a checkered suit coat.

Photo by LUCY NICHOLSON/AFP via Getty Images

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Carmen Phillips

Carmen Phillips is Autostraddle's former editor in chief. She began at Autostraddle in 2017 as a freelance team writer and worked her way up through the company, eventually becoming the EIC from 2021-2024. A Black Puerto Rican feminist writer with a PhD in American Studies from New York University, Carmen specializes in writing about Blackness, race, queerness, politics, culture, and the many ways we find community and connection with each other.  During her time at Autostraddle, Carmen focused on pop culture, TV and film reviews, criticism, interviews, and news analysis. She claims many past homes, but left the largest parts of her heart in Detroit, Brooklyn, and Buffalo, NY. And there were several years in her early 20s when she earnestly slept with a copy of James Baldwin’s “Fire Next Time” under her pillow. To reach out, you can find Carmen on Twitter, Instagram, or her website.

Carmen has written 716 articles for us.

21 Comments

  2. I once had an Angelina Jolie geocities fan page. I even got a Cease and Desist letter from some movie company because I posted a script.

    I can’t tell you the amount of times I watched Gia, Foxfire, Hackers, etc…

    I had so many photos of her saved.

    Reply to This Comment

  8. Thank you for this very timely piece of journalism. And by timely I mean for me, personally, since I spent the first half of my day having an emotional breakdown. and then I pulled myself together and led a meeting! so crossing “consider Angelina Jolie in the 90s” off my to do list is really helping me wrap up this work week feeling accomplished

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  10. Jolie in 90s was the shit! I think about her every day.

    For some movies with her in the 90s, I would reccomend:

    Gia – where she plays lesbian supermodel Gia Carangi who became addicted to drugs and was one of the first famous people to contract and die of AIDES.

    Foxfire – where she plays a butch feminist who forms a gang of girls in order to smash the patriarchy around their small town and fend for themselves.

    Hackers – where she plays a short haired punk hacker taking down the corrupt government with her then boyfriend Johnny Lee Millar.

    And of course, Girl Interrupted where she won her first Oscar for playing a charming bisexual sociopath Lisa Rowe.

    Reply to This Comment

  12. I was a hardcore Angelina fan in the 90s so I absolutely love this. I remember seeing Girl, Interrupted in the movie theater. I went by myself because I was both very gay and very emotional and didn’t want to deal with anyone else’s reaction, or judgement of my reaction, to the movie. I loved it so much, obviously, and still do.

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  14. Angelina Jolie was one of the first people I ever heard t define herself as bisexual. I still have a magazine with an interview in which she delves a little bit into it. I remember being fascinated about it when I was around 17, somehow that resonated with me, but I was still unable to say to myself that that was also my reality.
    And yes…I have considered Angelina Jolie, and still do. Even if sometimes I have had strong discrepancies with her wording on how to define herself or talk about sexual attraction and gender, I will be always grateful for what she did when there was little people openly talking about these things.

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