Artist Seamus Wray is painting a series of self-portraits of himself painting previous self-portraits, Inception-style. Here's the first painting:
And then the most recent one (cats are increasingly involved):
You can see the full progression so far on his Instagram. The influence of MC Escher is obvious here, but the two things that sprung to mind more immediately for me were Annie Wong's "time-tunnel artwork" (she takes periodic photographs of her and her son with the previous photograph in the background) and Macaulay Culkin wearing a t-shirt of Ryan Gosling wearing a t-shirt of Macaulay Culkin. Oh, and the Droste effect.