I like both of the images. I like the contrast--the blacks are black and the whites are white. I also like that I can see clearly through the glasses. In the second image, I think the lines do a nice job leading into the subject--and the tilt gives it more of a dynamic feel.
I have also noticed a very strong generational divide on images like yours. I really like the first one. Great conversion and exposure. I also think you nailed the DOF for the image. All the facial features are in great, sharp focus.