Ewan McGregor

#1: Yellow Magic Orchestra - Behind the Mask
https://www.youtube.com/watch?v=u4VMLYnH_Dc <-YMO version
https://www.youtube.com/watch?v=7Nf8_P5WaX4 < - Greg Phillinganes version
https://www.youtube.com/watch?v=5bOkWTprifg <-Michael Jackson version that I didn't notice is on the official Vevo channel. When did they release this?

Why? He's plays The Black Mask in Birds of Prey.

#2:
Nova Local - If You Only Had The Time
https://www.youtube.com/watch?v=eXrp-7lTdYw#t=43s

Why? This is the sample from Dangerdoom's "The Mask" https://www.youtube.com/watch?v=ZR0XZP67qao

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Fran Lebowitz
The Frannie Song - The Guy Who Sings Your Name Over and Over
https://www.youtube.com/watch?v=LYtuCH5ywNg

Why? Frankly, she's on a lot.

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Gone: My Discogs collection for The Roots:
http://www.discogs.com/user/tomhayes-roots/collection