Dramatic Degen is the one I watch the most, as he plays similar stakes to me, is of similar skill to me and is a really nice and funny guy. I also like Matt Staples for the same reasons, although his personality doesn't mesh quite as well with mine. DD is a bit more sarcastic, Matt tends to be a bit more serious overall and has a bit of an "aww shucks" vibe about him.
In terms of players to watch for their pure poker skill, Doug Polk and Tonkaaaa have to top that list. Other very skilled players include rounder3989 (although he is rather quiet and doesn't explain why he does what he does very often), ILIOS72 (he is extremely aggressive and wild if you like players like that), CSWIDLER (he is a bit crazy, but that makes his stream fun to watch), ruperte and ThePokerDevil (both of whom are a bit quiet for my taste, but very skilled players).
For pure entertainment I love streamers like biggestnacho, JakeUpton, Buehlero and Hristivoje. They play lower stakes and don't crush, but put on a good show!