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Aguilera began his career playing for River Plate Montevideo, from 1980 to 1982. From 1983 to 1985 he played in Club Nacional de Football, then passed to Independiente Medellín (1985), returned to Nacional (1986), Racing Club of Argentina (1986), again in Nacional (1987), and Tecos of Mexico (1987–88). In 1988, he went to Europe to play for Italian clubs Genoa C.F.C. (1989–92), and then A.C. Torino (1992–94). He returned to C.A. Peñarol in 1994, where he played until 1999, finishing a brilliant career. Whilst at Genoa he memorably scored two goals at Anfield to knock Liverpool out of the 1991–92 UEFA Cup.
In his second phase with Peñarol, he was Uruguayan Champion in 1994, 1995, 1996, 1997, and 1999.
International career
Aguilera also played for the Uruguayan national team, winning the Copa América in 1983. He represented Uruguay at the FIFA World Cup level in 1986, in Mexico, and 1990, in Italy.
International goals
Scores and results list Uruguay's goal tally first.