#2 because he looks very intelligent
#1 because he is so cute.
I'm a lot of help. I think they are both great pictures. I think for a portrait head shot I would go with #2 because it doesn't have that cute puppy look to it. Either are gorgeous.
I think I'm going to go with #2...and for the exact same reasons you all pointed out. Thanks so much guys...this photog is fairly pricey and I can only get ONE head shot if I want some of her other shots of him. TY!