3. David Bowie - "Zoolander"
Zoolander itself is a very, very weird movie. Its also very, very silly. It know this and boy does it embrace it. Ben Stillers 2001 film features a whole host of crazy cameos from all sorts of celebs, but the pick of the bunch is arguably David Bowie, who emerges from a crowd to rip off his sunglasses and state Perhaps I can be of service.
Bowies appearance comes accompanied by a freeze-frame, title card, and music just in case we didnt get the point that this was indeed a big deal. The legendary musician then adjudicates an underground model walk-off between male model Derek Zoolander (played by Stiller) and his arch-rival Hansel McDonald (Owen Wilson). Zoolander then proceeds to give himself an accidental super-wedgie, before Bowie dumps himself onto the walkway, looks up from under Stiller's legs and shouts Disqualified! in his prominent English accent. Seriously.