I had a really fun shoot the other day with the gang at Abovo42.com, a Baltimore-based internet startup. In addition to my normal headshots, they also wanted to shoot portraits that showed their playful side. So everyone in the office brought props related to their hobbies -- golf clubs, soccer balls, beer brewing equipment, etc. -which we used for a bit of photo improv.
I haven't worked for anyone else in over 15 years, but if I did Abovo42 would be my kind of company. See the guy in the "Save Ferris" shirt? That's Sean the CEO!
See below for more examples from a classic "I can't believe I get paid for this" photo shoot.