11 December 1988 - PSV's Penalty Luck Runs Out

On 11 December 1988, Nacional eventually claimed the Intercontinental Cup, beating PSV Eindhoven in a penalty shootout that reached a total of 20 kicks.

Playing before a crowd of 62,000 at the National Stadium in Tokyo, the Copa Libertadores champions went up in the 7th minute with a powerful header from Uruguayan midfielder Santiago Ostolaza off a corner kick. They held onto their lead until the 75th minute, when PSV's Brazilian striker Romário delivered an equalizer with a header of his own.

Level at 1-1 after 90 minutes, the match went to extra time, where PSV took the lead with a 110th-minute penalty kick from center back Ronald Koeman, who sent his shot straight down the middle. But nine minutes later, with PSV looking almost certain to win, Ostolaza struck again with another header to send the match into penalty kicks.

Penalty kicks had been kind to PSV earlier in the year, as they topped Benfica in the European Cup 0-0 (6-5). But after five kicks each, the two teams were still level, having converted three each. After Ostolaza converted the ninth kick for Nacional to stay level at 6-6, PSV right back Barry van Aerle missed his kick, opening the door for the Uruguayans, who won 2-2 (7-6) after Tony Gómez converted his attempt.

17 July 1994 - Nobody Remembers That Two Other Players Missed, Too

On 17 July 1994, Italy lost the World Cup Final in a penalty shootout to Brazil when their top scorer of the tournament, Roberto Baggio, sent his attempt over the bar.

Simply making it to the Final was a minor miracle for Italy, who opened their tournament campaign with a first-round loss to Ireland. And, as the fourth-best third place team in the group stages, they were the last team to qualify for the knockout rounds. Baggio, who had won the 1993 Ballon d'Or and FIFA World Player of the Year award for his UEFA Cup-winning season with Juventus, shined in the later rounds, scoring five goals--three of them match-winners (against Nigeria, Spain, and Bulgaria)--to take Italy to the final.

Baggio's scoring streak dried up in the final, as it did for Brazil's top scorer Romário (who was also on five goals for the tournament). With the match scoreless at the end of extra time, the teams went into penalty kicks to decide the winner. After four kicks each, Brazil were up 3-2 when Baggio stepped up to the spot.

It was his second penalty attempt of the tournament, as his match-winner against Nigeria had come from the spot in the 102nd minute. But this time, he fired the ball over the bar to end the match and give the trophy to Brazil.

He returned to the World Cup with Italy in 1998 to become the only Italian player to score in three different World Cups and his total of nine World Cup goals remains an Italian record.