In 1990, Julia Roberts had already earned a best supporting actress nomination for her performance in Steel Magnolias. Her leading lady role in Pretty Woman scored the then 23-year-old a best actress nom in 1991, a best actress Golden Globe win and propelled her career as an A-list star.
Since entertaining worldwide audiences as a prostitute who stayed at the Beverly Wilshire and fell in love with her client, Roberts career has skyrocketed to her being one of the top actresses in Hollywood. She went on to star in Sleeping With the Enemy, The Pelican Brief, My Best Friend's Wedding, Stepmom and Erin Brokovich, which earner her a best actress Oscar win in 2001. Following her win, Roberts has appeared and starred in numerous films, including Ocean's Eleven, Mona Lisa Smile, Closer, Eat Pray Love and 2013's August: Osage County, which scored her a best supporting actress nomination.
Prior to Pretty Woman, Richard Gere starred in 1982's An Officer and a Gentleman, which earned the actor a best actor Golden Globe nomination in 1983.
Since starring as Edward Lewis opposite Julia Roberts in 1990 (which also nabbed him a Golden Globe best actor nom), the actor rekindled his onscreen romance with the actress again in 1999's Runaway Bride, starred in Unfaithful, and earned Golden Globe nominations for his performances in 2003's Chicago and 2013's Arbitrage. Most recently, Gere appears in the 2015 flick The Second Best Exotic Marigold Hotel.
Seinfeld had just taken flight as a successful comedic television program when Jason Alexander appeared in Pretty Woman in 1990 as Philip Stuckey, Richard Gere's sidekick and advisor.
Since his supporting role in Pretty Woman, Alexander continued to star in Seinfeld, which earned the actor four best supporting actor Golden Globe nominations and seven best supporting actor Emmy noms. The actor has appeared in numerous television programs and films since the early 90s, including The Hunchback of Notre Dame, Duckman, Dilbert and Hachi: A Dog's Tale.
Hector Elizondo was a TV and film actor for nearly 20 years prior to his role in Pretty Woman, including Popi and American Gigilo. His role as Barney Thompson opposite Julia Roberts and Richard Gere scored the actor a best supporting actor Golden Globe nomination.
Following Pretty Woman, Elizondo went on to earn five Emmy nominations, one Emmy win and appear in numerous TV and film projects, including Chicago Hope, Cane, Monk and The Princess Diaries. Since 2011, Elizondo has appeared on Last Man Standing.
Laura San Giacomo had short TV stints prior to her role as Kit De Luca, Julia Roberts' comical prostitute friend, in Pretty Woman. In 1990, she earned a Golden Globe nomination for her best supporting actress role in Sex, Lies and Videotape.
Since her role in Pretty Woman, San Giacomo scored a best actress Golden Globe nomination for Just Shoot Me! in 1999 and appeared in Gargoyles, The Handler and Saving Grace, amongst others.