milestones
Year
Milestone
1974 
Began career working with independent theater company in home town of Malaga at age 14, having abandoned dreams of playing professional soccer after breaking foot
 
Formed theater troupe and traveled around southern Spain in an old truck putting on street productions
1980 
Moved to Madrid; worked as a waiter and department store clerk while trying to get acting jobs (date approximate)
1981 
Worked for five years as an ensemble member of Spain's National Theater
1981 
Made professional stage debut in "Los Tarantos"
1982 
Feature film debut, "Labyrinth of Passion" (released in the USA in 1990); first collaboration with Pedro Almodovar
1984 
Acted in Carlos Saura's "Los Zancos/The Stilts"
1986 
Reteamed with Almodovar for "Matador"; first film with Carmen Maura
1987 
Third film with Almodovar, "Law of Desire", cast him as a heterosexual discovering homosexual love
1988 
Co-starred in Almodovar's "Women on the Verge of a Nervous Breakdown", starring Maura; then-wife Ana Leza also in cast
1988 
Played gigolo opposite Maura's wealthy, sexually dysfunctional woman in Rafael Moleon's (former assistant to Almodovar) feature directing debut, "Baton Rouge"; fourth film with Maura; Victoria Abril also starred
1990 
Starred opposite Abril in Almodovar's "Tie Me Up! Tie Me Down!"; last collaboration to date with the director (left cast of 1991's "High Heels" to do "Mambo Kings"); fourth film with Abril
1991 
Appeared as himself in Madonna's tour documentary "Truth or Dare"; the 'Material Girl' gave his career a big boost by publicly (and unrequitedly) lusting after him
1992 
Acted in first Hollywood film, Arne Glimcher's "The Mambo Kings"; had to learn the entire script phonetically, and the fact that he did not understand what he was saying showed
1993 
Reteamed with Saura for "Outrage"
1993 
Played hunks in two high profile films: opposite Glenn Close and Winona Ryder in "The House of the Spirits" (based on the Isabel Allende novel) and as Tom Hanks' lover in "Philadelphia"
1994 
Portrayed sinister gay bloodsucker Armand in Neil Jordan's film adaptation of "Interview with the Vampire"
1994 
Acted in "Of Love and Shadows", another picture adapted from a work by Allende
1995 
First leading role in Hollywood film, Robert Rodriguez's "Desperado"
1995 
Co-starred with future wife Melanie Griffith in "Two Much"
1996 
Played Che in the film musical "Evita", opposite Madonna
 
Formed Green Moon Productions, deriving its name from Federico Garcia Lorca's declaration that "Andalusians are not dark from the sun, but from the green moon"
1998 
Starred alongside Anthony Hopkins in "The Mask of Zorro"; Martin Campbell replaced Rodriguez as director
1999 
Feature directorial debut, "Crazy in Alabama", starring Griffith; also produced
2000 
Reteamed with Glimcher for "The White River Kid" (filmed in 1998); aired on Starz! in lieu of a theatrical release
2000 
Starred opposite Woody Harrelson as professional boxing rivals in Ron Shelton's "Play It to the Bone"
2001 
Reteamed with Robert Rodriguez to play a retired espionage agent who comes out of retirement in "Spy Kids"
2001 
Had leading role opposite Angelina Jolie in "Original Sin"
2002 
Reprised role of espionage agent and parent in "Spy Kids 2"
2002 
Co-starred in the bio pic feature "Frida"
2002 
Co-starred opposite Rebecca Romijn-Stamos in "Femme Fatale"
2003 
Made Broadway debut in a revival of the award-winning musical "Nine"
2003 
Returned to his role as Gregorio Cortez in "Spy Kids 3D: Game Over"
2003 
Reteamed with director Robert Rodriguez for "Once Upon a Time in Mexico" the third in an unofficial trilogy begun with "El Mariachi"
2003 
Portrayed Pancho Villa in the HBO movie "And Starring Poncho Villa as Himself"; received a Golden Globe and an Emmy nomination for Best Actor in a Miniseries or movie (2004)
2004 
Voiced the character Puss-in-Boots, opposite Mike Myers and Cameron Diaz for "Shrek 2"
2005 
Reteamed with Catherine Zeta-Jones and director Martin Campbell for "The Legend of Zorro"
2006 
Played a former professional dancer in the musical-drama "Take the Lead"
2006 
Directed second feature, the Spanish-language production "El Camino de los Ingleses/The English Path"
2007 
Reprised role of Puss in Boots for "Shrek the Third"
2007 
Cast opposite Jennifer Lopez in "Bordertown"
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Lauren and Heidi of MTV's "The Hills"
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