can't remember the song to this music video!

I need help in remembering these two songs to music videos,
The first one is from between 90's and early to mid 2000's, I remember it was on the extras on a DVD movie (can't remember that either). It was a hip hop song, and everyone was wearing black T shirts with a white question mark on them, as well as holding up flags with the same.
(I thought it had been LL cool j but i was wrong)

The second video was about a guys bestfriend talking sense into him about how he has been treating his mrs they started out talking in the car and then it turned into a song (RNB)

I don't know if anyone would know what ones I am talking about.

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