21. Benedict Cumberbatch (AKA Doctor Strange)

Starting with the man with the greatest name in the world, we're moving on to a new phase in our list now - famous faces who've actually played the opposite gender on screen. Benedict Cumberbatch has been hugely successful on both television and the silver screen. He's given us an era-defining interpretation of Sherlock Holmes, a convincing alternative take of Khan in 'Star Trek,' and of course his superhero movie work as 'Doctor Strange.' Seemingly a man who likes to take on challenges, he's even played controversial Wikileaks founder Julian Assange in a biopic.

We suspect he may have regretted his choice to gender-swap in front of the camera, though. Perhaps the producers and directors promised him that there would be a more convincing use of camera trickery to make him appear female, but this is very clearly just Cumberbatch in a long wig. It's not convincing it's not feminine, and no effort has been made to soften his very famously sharp features.

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