Having my picture taken is one of my least favorite things in the world. I came across a site that gave tips to photographers for coping with people like me, based on the logic that if we actually like pictures of ourselves, we are more likely to pay for them.
Here's the most interesting tip--instead of "say cheese!" instruct the subject to squeeze his butt cheeks together. The result is a natural smile at such a goofy request and the overall affect is one of happy, curious expectation rather than forced pleasantness.