One of the most unusual commercials I've come across is the Kate Moss for Basement ad. In fact, it's incredibly cryptic and I'm not sure I want to leave the mysterious bits to the imagination.
The Kate Moss for Basement clip starts off with the supermodel looking out the window. It then cuts to a gentleman reading a paper and here's where it gets weird. Turns out the dude is really a buck (male rabbit), and thus the flirtation begins. As the night goes on, the two eventually spark a connection ending the tireless game of seduction. The clip ends with Moss waking up alone to a bunch of baby rabbits whispering "good Luck" to the screen. If you're as confused as I am, don't worry. It's an entertaining video nonetheless.
The commercial was shot for Basement's Dream Collection.