The most annoying auto-correct moment that I had was when the whole Lebron James announcement thing went down this summer. My buddy is a big Cavaliers fan and texted me about it. I texted him back something along the lines of "I'm not a big NBA fan now, if I was then maybe it would be a bigger deal." not sure what i mis-typed but it switched the B to an N, slightly changing the tone of the text, especially since my buddy is African American.