Looking to start another longer playthrough with a complete feel. I typically marry Sylgja and adopt the two girls who beg in the cities because they seem the most troubled.
Can you think of an NPC for marriage more troubled than Sylgja or children more troubled than the two girls who are homeless?
I wish Aventus Arentino was an option to adopt. He would be an interesting child to raise.
It would be wise not to make him do any chores, lest he call on the Dark Brotherhood. :P
But to answer you're question, I usually adopt Sophie from Windhelm, an awfuly cold place to be wearing a thin dress like hers. She seems the most troubled and lonely to me.
Only married once in a playthrough and that was to Ysolde. Fairly attractive, flirts with the Dragonborn, and knows how to make daddy some coin.
I don't really get around to doing those sorts of things. In my head, my DB sleeps around with some of the women around Skyrim, but no trips to the Temple of Mara.