A master of the verbal gaffe, Berlusconi decided to take his game to a new level in 2002 with... the physical gaffe. During a photo op with EU leaders, the then 65-year-old prime minister held up his pinky and forefinger behind the head of Spanish foreign minister Josep Pique a familiar gesture in Italy known as "corna" (horns), which signifies a cuckold. Needless to say, the Spanish official and his wife were not amused.
Top 10 Worst Silvio Berlusconi Gaffes
Italian Prime Minister Silvio Berlusconi has conquered Italian politics for 17 years, been indicted more than 20 times and was recently convicted of tax evasion by an Italian court. But his political career is not yet over as he prepares to run again for the premiership, TIME takes a look at his most regrettable faux pas and inappropriate zingers