One day back in college I was sketching monkeys at the local zoo, when I came across a little caricature stand, drawing couples, kids, parents, twisting their features into a variety of entertaining and potentially offensive ways. The art of caricature had always fascinated me, and it seemed like it could be fun. I thought "what the hell" and approached the booth, asking if they happened to be hiring. The next day i was sitting at my own little easel, with a giant "IN TRAINING" sign above my head. My stint there lasted about 2 years, and it was a blast.
I will say one thing: There's nothing quite sobering as seeing the enthusiasm drain from a customers face, as the crowd of observers behind loudly whisper encouraging lines like "that looks nothing like him", "that nose is huge", or "why does she have a moustache?". However, when you nailed it, and the crowd approved, the customer leaves happy, and you feel great!
Anyhow, sketching my friends and family is something I still love to do, I thought id post a few of them.