1. Lauryn Hill – Doo Wop (That Thing)
One side you’re in the 60’s, on the other you’re in the 90’s. But it’s happening in the same block/neighborhood. All at once. And we have 2 decade-appropriately styled Lauryn Hills in the video.
2. Destiny’s Child – Emotion
Three different stories of heartbreak and loss that are seemingly unrelated, then in the end, we find out they’re all related. The best part is when the members switch screens. It also spawned this hilarious parody.
3. Kyla – Nasaan Ka Na (trans.: Where Are You Now)
I believe this local video was inspired by the previous one (and the next). This shows two sides of a relationship that has gone cold.
4. Cibo Matto – Sugar Water
This is my earliest memory of watching MTV (when it actually lived up to its name, by showing actual music videos) and going “OMG,” “WTF,” “How did they do that?” all at the same time. The left side runs normally, while the right side runs in reverse.
5. The Chemical Brothers – Let Forever Be
From the same director as above, Michel Gondry, the father of trippy music videos, makes IMO one of the trippiest videos of all time.
6. Two Door Cinema Club – Come Back Home
I’m pretty sure the director of this video was (at least, partly) inspired by Mr. Gondry. Its concept is somewhat like a mixture of the two previous ones.
7. Zedd – Stay The Night
The most recent video on the list, director Daniel “Cloud” Campos (he’s the dancing guy in it), makes clever use of light bulbs as a teleportation device — one minute you’re in your apartment, the next minute you’re in your significant other’s bed.
8. Kylie Minogue – Come Into My World
Also from Michel Gondry, IMO one of the best pop videos of all time. It’s fun watching the scene loop over and over and seeing the different little details that change. It’s also clever how all the Kylie’s seem to interact with each other and sing together during the chorus.