Although I like the whimsy in the top photo, you don't look too happy to be wearing that hat. You look happier in the bottom photo, probably because you're smoking a pipe! So my vote is for the bottom photo.
Which photo more accurately represents your personality? (Or your self-image of your self-perception) Perhaps an extremely high end artisanal pipe could be photoshopped into the top photo and give you the best of both worlds! Just sayin'...
It really depends, do you want to come across as fun and friendly, or someone who is very serious? I vote for fun. But, you do some important work in the pipe world, so you may want people to take you seriously at times.
I think I'll vote for "fun" as well. I use my company logo for mine. We at Nate like to portray a sense of professionalism to hide the fact we aren't a "we" or a company of any kind