Em...I've never made friends with dragons but when I do have time to kill, I sneak around reverse-pickpocketing gold onto beggars and the oppressed. >.> I gave Cairine in Markarth a cure disease potion and a good meal too. It was hard to do it too, what with my pickpocketing skill being so low. I had to reload something like ten times before I was finally successful at doing it without her freaking out. And when I did finally succeed, I pumped my fist in the air and whooped aloud.
I also pickpocketed a courier for the letter he was carrying, just because I was curious about its contents. Once I'd read it, I immediately reverse-pickpocketed it back to him because I felt bad about taking it. >.<