Gabrielle Union’s Sweetest Throwback Photos

bright smile

Union first appeared on screen in 1993 when she had a small role in an episode. Family Matters. The starlet continued to take on small roles in hit series such as: Saved by Bell And Moesha. By 1996 Union had gained a foothold on WB. 7. Heaven, She played the recurring character Keesha Hamilton until 1999.

First Movie

Union debuted on the big screen in 1999, playing popular girl Katie Darlingson in the teen romantic comedy. That’s All.

Screen Icon

For her next big movie, Union shares the screen with Julia Stiles, Heath Ledger and Joseph Gordon-Levitt, Andrew Keegan and Larisa Oleynik in this coming-of-age classic.10 things I don’t like about you.

The movie remains a fan favorite And For Union herself, who played Chastity Church in the 1999 romantic comedy. In 2021, the actress and her stepdaughter Zaya Wade recreated a scene from the movie on TikTok. In the cheeky clip, Zaya says Chastity’s words and Union responds as her character’s on-screen BFF Bianca Stratford, played by Oleynick.

I’m bringing

The young talent scored her breakthrough role as cheerleading captain Isis in the unforgettable comedy. Bring it on Looking back 20 years later, the superstar tells PEOPLE he wishes he had given more freedom with the character.

“I was given carte blanche to create ISIS from scratch,” Union said. “So I put a muzzle on him.”

In the film, her character faces Kirsten Dunst’s character stealing moves from Isis’ team, the East Compton Clovers. Union said he wanted ISIS to “bid” on the stage but was disappointed with the outcome.

“I thought it was about being a bigger person,” Union told PEOPLE in 2021. and he was disappointed, as he should be.”

All dressed up

In the early days of her career, Union proved she was the official Y2K style at every red carpet event. She wore sequins and embellished jeans to her premiere. Bring it on.

Angel Performance

That same year, Union joined the cast of the medical drama. City of Angels in its second season. Dr. In her role as Courtney Ellis, she shared the screen with names such as Viola Davis, Vivica A. Fox and Maya Rudolph.

that girl

Union continued her chic style with her knitted pink blouse and shiny gray trousers at the Young Hollywood Awards in June 2000.

Grow

The stunning starlet looked gorgeous as ever at the Essence Hollywood Issue party in 2001, where she split from her first husband, NFL player Chris Howard.

In January 2023, Union recalled her relationship with Howard in an episode. Armchair Expert with Dax Shepardcalling it “dysfunctional from day one.”

“In our first marriage, neither of us thought it should get in the way of our dates,” he said. Love and Basketball Star explained, adding that while they were together, she “felt like she had the right to be unfaithful.”

Thinking Pink

Arrived in style at the premiere of Union 2001 get over itmaking it stand out Bring it on leading lady Kirsten Dunst.

Being Charming

Union wowed in hot pink when she made her debut at the BET Awards in 2002. Although she was not nominated for any categories at the time, the actress continued to be nominated for best actress for the next three years. She has been nominated for BET Awards for her roles five years in a row. Being Mary Jane, Top Five, Think Like a Man Too together The Birth of a Nation.