My dad likes to play poker and we went to a casino for his stag do. I lost at poker pretty hard because I can't bluff against more experienced players.

Anyway, story is the first thing I hear when we walked in was that the best man had bet and lost £1000. On his last gamble, he won £2000. Despite this insane luck, he ended up losing it all again and was again down £1000. This was in the span of 30 minutes.

I dont understand why you are willing to do something like that. I would have quit when I was £1000 up and took it easy for the rest of the night, instead of blowing it all again.