Spears had done almost everything right and had become one of the most famous stars in the world after mere years. Though it seemed like she could do it all, that came back to bite her when she starred in a movie titled, fittingly, “Crossroads.” As a coming-of-age road trip with a few other female stars, it should have drawn in plenty of box office sales.
And it did…but critics hated it, taking aim at Spears’s acting and calling it nothing more than a vanity project. Zoe Saldana, of all people, called Spears’s acting “very good.” At the same time, Britney’s parents revealed they were divorcing after twenty-seven years of marriage.
Following in Her Grandmother's Footsteps
In 2002, Spears decided to right by her great-grandmother, opening her own restaurant in New York City. The restaurant bore the title Nyla, and it sold Louisiana-style Cajun food, the same thing that Spears enjoyed every day while growing up. Only months after it opened, it crashed, and Spears came away saying her business partners hadn't kept her involved.
Unfortunately, the restaurant took on a huge amount of debt, and health code violations plagued the establishment. When Spears pulled out, the location closed and rebranded as an Italian restaurant before closing permanently.
Staying Close With the Family
She's had a tumultuous life, but Britney has always remained close with her family. When Jamie Lynn was pregnant at the young age of sixteen, Britney stuck by her side. She also bought her brother, Bryan, a 1.5 million dollar loft in New York City, but then nearly burnt it to the ground when she knocked over a candle.
Spears has always been generous with her money – after September 11th, she donated a million dollars to the children of uniformed officers affected by the attack.
The Kiss That Shocked the World
The 2003 VMAs featured an incredible anticipated performance that combined Madonna, Britney, and Christina Aguilera. Britney found a way to make the performance even more memorable. During the middle of Madonna's classic pop hit “Like A Virgin,” the queen of pop kissed both fellow performers on the lips (no doubt inspiring Katy Perry in the process).
This memorable event came right on the heels of Britney's breakup with Timberlake. While Madonna quickly switched sides to give Aguilera the same lip lovin', the broadcast quickly pointed the camera at Timberlake, catching him in the process of making a face.
A Long List of Lovers
After her heartbreaking breakup with Timberlake, Britney hit the dating field. Whether it's famous actors like Colin Farrell or Jared Leto, or musicians like Fred Durst, Britney barely had a moment to herself. It was Durst who came with some controversy, however.
In 2003, at the height of both of their careers, the Limp Bizkit front-man worked on a song with Spears, and they soon got into a relationship. Well, he thinks they did, at least, though Britney has denied all of his claims. Whether or not he was telling the truth, he later went on record saying, “I just guess at the time it was taboo for a guy like me to be associated with a gal like her.”