Well last night I sucked again. That makes for a few days in a row with no problems (I stopped now). No pain at all.
Last nights session was my best ever. It seems like every time I do it now I get farther and farther.
I was able to easily suck the head for a really long time.
I also.... sucked myself to orgasm. Never did that before. It was.... hmm.... different. I didn't really want to cum but when you are in some of these positions you don't have much time huh? Haha.
I ended up swallowing the entire load... it had to be one of my biggest ever. I had to swallow twice.

It was probably the most intense orgasm of my life.... knowing I just did something like that... never thought I could suck let alone go that far. It was almost surreal. And a bit gross.

I am going to take a break and see if it is easier to suck or harder. Seems like I had a good thing going. I never force myself thats for sure, but I don't want to overwork myself.
I also want to experiment with more positions. I seem to be able to do the C position better, but it is still far from being good.
Right now my best seems to come from a deep plow. Like I said before, how I position myself in the position matters the most... how I push off etc.