Jay Leno
Billy Ocean's "Get Outta My Dreams, Get Into My Car"
https://www.youtube.com/watch?v=zNgcYGgtf8M
REASON: He's into cars and has a hefty car collection.



Kate Upton
Dire Straits' "Twisting By The Pool"
https://www.youtube.com/watch?v=WMX_B8Iumsg
REASON: I'm sure she'll do her share of modeling near a pool this season so... there you go.






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