First: 15, trying to be a big man drinking lots of vodka. Next day, parents knew I was ropey and made me wash the car. I was sick about five times.
Worst: 2006. Drank a whole large bottle of JD (trying to be a big man) and DIDN'T throw up before i passed out - huge mistake. Woke up sweating booze fully clothed. Managed to get on a train to work. I was a layout designer for a mag at the time and this guy was opposite me working on his mac. Asked him what he did and he said he was Future Publishing's head of design.
I thought 'holy shit, i could get a job out of this'. So said: hey, I'm a layout designer too!
He looked at me, with my unshaven face, booze sweat and, alas, the 'Subway Try It Toasted' tshirt i'd found in the house and thrown on and just said "sure you are, buddy." Then shook his head and looked away. :(
Felt like shit for about two days.