The one in the left column is your Contacts. The individual photos are just photos - they all go the the same place when you click anywhere on the button. The guy's photo says "Photos" on it. It just goes to your photos list when you click it, not to that particular photo. And the squirrels open the Bing app. Bing makes a big deal about their daily photo, I guess the app icon updates each day to match.
Edit: I agree it looks crazy, but at least it behaves consistently!
Ah, my bad -- the picture was scaled down, and I didn't click to make it full size. I see label text now. Although part of the word "photos" is washed out against the background. If anyone from Microsoft is reading this, it might be helpful to use a font with a contrasting outline color around it to prevent this washout effect.
Edit: I agree it looks crazy, but at least it behaves consistently!