On 22 September 2005, Real Madrid's Jonathan Woodgate used an own goal and a red card to make one of the worst debuts in football history.
The defender had joined Real Madrid over a year earlier, completing a £13.4M move from Newcastle in August 2004. But a lingering thigh injury suffered against Chelsea the previous April had kept him out of any competitive matches for his new club until he finally got the call to start in a league contest against Athletic Bilbao.
He made his mark in the 25th minute, when he misjudged an attempted clearance and headed the ball into his own net past keeper Iker Casillas. Then, just before the break, he received a yellow card for a challenge on Athletic midfielder Carlos Gurpegi. His day ended twenty minutes into the second half after he received a second booking for a foul on winger Joseba Exteberria.
Fortunately for Woodgate, his errors did not impact Real Madrid, who went on to win the match 3-1. But he made only eight more league appearances for them before moving back to England on loan with Middlesbrough, then signing for them on a permanent deal in 2007.