In 1999, Hanks was nominated for Best Picture for his role in the critically-acclaimed film Saving Private Ryan, although Roberto Benigni ultimately went home with the award.
Before he dated Angelina Jolie, Billy Bob Thornton and Laura Dern made for quite the power couple.
A young Leo headed to the Vanity Fair after party with his smitten date.
It would seem Pitt's penchant for wearing sunglasses on the red carpet began back in the '90s when he and his then-girlfriend Gwyneth Paltrow attended the 68th annual show.
In one of their first Oscars victories, the two best friends hold their trophy in the air at the 1998 show.
In 1998 the actress starred alongside Meryl Streep in One True Thing, which earned Streep a nomination for Best Actress. Although Renee wasn't nominated herself, she made an appearance and presented the performance of the Best Song nominee "A Soft Place to Fall."
Months before the release of the famed Mask of Zorro, the actor and his now-ex-wife did date night at the 70th Academy Awards in 1998.
The famed director and Goodfellas producer de Fina walk the red carpet together at the 62nd Academy Awards.
In 1998, there was some fierce competition for the Best Supporting Actress award, which Bates lost to Judi Dench.
Fun fact: Al Pacino is the sixth man in Oscars' history to be nominated for Best Supporting Actor and Best Actor in the same year. He unfortunately lost Supporting Actor to Gene Hackman, but won for Best Actor, which Jodie presented to him.
Five years after making Father of the Bride, the two stars reunite on the 69th Academy Award's red carpet in 1997.
The three-time nominee presented the In Memoriam portion of the 67th Academy Awards in 1995.
The South African actress attended the Vanity Fair after party in a chic dress.