Good questions!
What I tend to care most about is not pleasing my Mistress per se (please don't tell her I said that!) but having opportunities to please her. I worry about time and schedules. I adore bathing Mistress but she's a busy woman. But that's a very broad and general thing... scheduling.
I think growth is another thing I think about a lot. I've recently discovered that I have a desire to experience a few things that a few years ago seemed incomprehensible. For example, I want to be trained as a toilet slave. I worry that perhaps my Mistress and I will grow apart. I think I worry more that we will share more and more of the things that I want but that I fear. Though, again, growth as individuals and as Dominant and submissive is a very broad topic.
Hmm...
How's this for specific. I care about my orgasms! Who doesn't? Sometimes I'm pleasuring Mistress with my tongue and I consciously put my needs out of my mind. It's easy when I'm between her thighs! But other times I want to come or even just touch myself so badly that it clouds everything else.
My Mistress seems to deal with each of these things well. She delights in keeping me a wanton little slut (and, secretly, I delight at being kept sopping wet). She manages her time well and allows for me to do things that she likes... dinners, drying her after a shower, long stints of my mouth between her legs, and what not.
She's working the things that I want and like into scenes, sometimes tormenting me with the humiliation of it all. I just had to have the courage to tell her that I have certain desires. She decides if, when, or how to use them. Have you ever been made to beg for an enema? *blush*
As for unhappiness, I'm ashamed to say that I'm a bad girl. I tend to act out so I'm punished. A nice, long session of strict bondage, fierce humiliation, pain, or a little of each followed by a tender night of aftercare seems to do the trick every time.
My Mistress? When I'm down (and not being a brat) she tends to be very, very sweet. Sometimes she'll let me do menial things like completely dress or undress her. Those tasks are like magic.