Does the "Malkovich Malkovich" scene from Being John Malkovich count? There are probably a good 50 Malkoviches in the scene (though they're obviously not named characters.) Malkovich also plays a several different characters inhabiting his body over the course of the movie as well.

Does the "Malkovich Malkovich" scene from Being John Malkovich count? It's difficult to count precisely how many Malkoviches are in this scene; I counted 45 while going through shot-by-shot, but I may have missed a few and/or double-counted some. These are obviously not named roles, so it may not count for what you're looking for.

Beyond this, Malkovich also plays three "characters" for substantial periods of time in the movie:

• Himself;
• Craig inhabiting his body; and
• Lester and his friends inhabiting his body, towards the end of the movie.

Several other characters "enter" John Malkovich during the movie, but they are not shown having control over Malkovich (just being spectators.)