My first con was Kumoricon 2005. I have always enjoyed anime, and got politely dragged along to a couple of meetings that year by kylite and darkerlight. After the first few, I decided what the heck and volunteered to do yojimbo for my first con. Ended up being one of the best decisions I made, as I had an absolute blast last year. Lots of awesome costumes and cool people to stay up all night with.