Sting and Stone Cold are my all time favorites and both have replied to me. I was actually one of the first people Sting actually tweeted when he joined Twitter.
I was like
@Sting: Your movie shutterspeed was a good movie should of won an oscar!
His Reply(TheRyan26: I thought you were serious until you said it was a good movie.
Stone Cold has actually replied me quite a few times over the past couple years, the one stands out to me was that another fan had made a fake twitter account as a Kevin Nash tweeting him and Stone Cold actually thought it was Nash. So i send him a tweet
@SteveAustinbsr: Hey that Kevin Nash is a fake account Steve!!!
His reply(TheRyan26): Sorry Bro. Im still half sleep, I blocked his chump ass too!
I also tweeted Goldberg one time about Vince Russo writing a new book about how WCW killed him. My tweet and Goldberg's reply got picked up by the Wrestling news sites too haha
I also have gotten a tweet from HBK and Hogan as well.
So I have been kind of fortunate getting tweets from legends like these.