Sports figure(s) involved: Cristiano Ronaldo
Year: 2007

Cristiano Ronaldo has always had a Eurotrash look about him, and that label may have received some validation back in 2007 when it was discovered that he and his teammates had taken part in some questionable post game activities following their victory over Tottenham Hotspur. Enlisting the help of a nearby escort service, the Man U. footballers decided that the greatest team-building exercise would be to have a giant orgy with five hookers. Because of course it is. This is probably the most Ronaldo thing that Ronaldo has ever done.