Chelsea 3-5 Arsenal
Andre Villas-Boas didn't have the most enjoyable time in the Premier League, did he? His early days at Chelsea were haunted by a number of damaging and embarrassing defeats, including this one to Arsenal in 2011.
The Blues were in the game at Stamford Bridge and even took the lead twice, but it ran away from them in the second half. Robin van Persie scored a hat-trick as he continued his terrific run of form of that time.
Definitely the two most embarrassing aspects of the defeat were the moment when John Terry fell flat on his face to let Van Persie in to score late in the game and the fact that legendary flop Andre Santos managed to get among the goals.