"Russian Grand Duchess Anastasia Nikolaevna took this selfie with a Kodak Brownie box camera, and likely she was trying to terrify us with her creepy expression. Or she was really, really high." http://uk.complex.com/style/2014/02/vintage-selfies/anastasia-nikolaevna
One of the first selfies ever taken by a teenager and sent to a friend was snapped by Russian Grand Duchess Anastasia Nikolaevna in 1914.
She was 13 at the time and wrote to the recipients, "I took this picture of myself looking at the mirror. It was very hard as my hands were trembling."
Here's that photo, again from Wikipedia. She's almost making the now-popular "sparrow face." (http://www.businessinsider.com/oldest-selfies-2013-10?international=true&r=US&IR=T)