I would go with three videos, which are so fascinating to me.
I mean that was released in 95/96 and it still looks so modern, and cold. I don't know, I think it fits the song perfectly. I love the choregraphy, and the black & white.
I know, I know, another one by Michael Jackson, but David Fincher made a wonderful job with that one. I love the contrast between the colors and the song is so beautiful.
Sorry but Jackson made some of the most fascinating videos. That was in 1987, it still looks good. I love the part with Liz Taylor.
However, I won't post them because everyone know them by now, but some of Lady Gaga's videos are fascinating - and I don't even like her that much. Paparazzi and the influence of Cindy Sherman looks great, same for Bad Romance.It such a nice change from all the others videos which came out lately.