Ben Affleck:
"Making Movies" - Dire Straits
http://www.youtube.com/watch?v=3CDVLktIeg0 -- start at about 2:06, but be sure to watch the whole video for some early music video goodness.

(since his new movies is about getting people out of Iran by plannign a fake movie and since he is directing more movies now)


Connie Britton:
"You're Lookin At Country" - Loretta Lynn
http://www.youtube.com/watch?v=C_zwBHvXIZQ

(She plays a county singer in her new show Nashville)


Cesar Millan:
"Careless Whisper" - George Michael
http://www.youtube.com/watch?v=izGwDsrQ1eQ

(I did not know until now that this technically *is* a George Michael song-- it was just marketed in the US as a Wham song. Thank god for Wikipedia, I was about to go off on Vevo for being historical revisionists.)