My favourite match of recent times was the 5-1 League Cup win. Wenger's face was priceless, it felt like walking on air or snorting some top quality cocaine or riding on a magic carpet when leaving WHL.
The Wigan 9-1 is the most memorable because I was working on a mine in Eritrea, there was one television in a dark room with about 80 Eritreans in. They'd been working all day in 50 degree centigrade heat and didn't own a bar of soap between them, you can imagine one had to be quite brave to venture in. It was about as crowded as a Nairobi Matutu.
Most Eritreans are Gooner fans because their President has declared his allegiance and it is not advisable to go against the President in Eritrea, so they were getting more and more pissed off as the score mounted, there was only one person in the room singing.
At the end to celebrate I bought all of them a beer which, became a tradition and meant that a whole bunch off gooner fans used to cheer for Tottenham because they knew that they would all get a free beer if Tottenham won. Three actually changed allegiance to Tottenham and were dully awarded with crisp, brand new Spurs shirts at great cost to myself. Fortunately, due to black market exchange rates, the beers only cost about 17p each.