Tom Hanks & Rita Wilison
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.
Billy Bob Thornton & Laura Dern
Before he dated Angelina Jolie, Billy Bob Thornton and Laura Dern made for quite the power couple.
Leonardo DiCaprio
A young Leo headed to the Vanity Fair after party with his smitten date.
Brad Pitt & Gwyneth Paltrow
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.
Ben Affleck & Matt Damon
In one of their first Oscars victories, the two best friends hold their trophy in the air at the 1998 show.
Renee Zellweger
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."
Melanie Griffith & Antonio Banderas
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.
Martin Scorcese & Barbara de Fina
The famed director and Goodfellas producer de Fina walk the red carpet together at the 62nd Academy Awards.
Kathy Bates
In 1998, there was some fierce competition for the Best Supporting Actress award, which Bates lost to Judi Dench.
Jodie Foster & Al Pacino
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.
Diane Keaton & Steve Martin
Five years after making Father of the Bride, the two stars reunite on the 69th Academy Award's red carpet in 1997.
Sigourney Weaver
The three-time nominee presented the In Memoriam portion of the 67th Academy Awards in 1995.
Charize Theron
The South African actress attended the Vanity Fair after party in a chic dress.