This Meme comes from a 2009 Dos Equis Beer commerical or rather a whole bunch of them, the character is called ‘The most interesting man in the world’ and each commerical demostrated many levels of this extreme interesting-ness-ness. The actor is a guy called Jonathon Goldsmith but the narration of the man was all down to Will Lyman. The key catchphrases from the commercial: “I don’t always drink beer, but when I do, I prefer Dos Equis,”, and “Stay thirsty, my friends”.
The Meme runs on the parody of tis commerical using the phrase “I don’t always do X, but when I do, I Y”. These are a few of our fav’s – you can find more here