I've been doing caricatures on the weekends at Edmund's Oast, Charleston's newest brew pub, for about 3 weeks now and it's so much fun. It's great practice. The ultimate life drawing experience. Quickness, likeness and character, are all these things I think of when I approach a group or individual. I let everyone know that sitting should be fun. They should laugh and be natural while chatting and sipping on their delicious beverages. Rather than supreme realism I go for personality, a stylized fun quirky version of yourself! Being natural and relaxing is important for extracting the elements needed to get a great caricature!