I like seeing how everyone takes the same townies and does different things to them, and I really like giving the townies makeovers.
Paolo Rocca ended up marrying my legacy founder each time that I retry the challenge (he's my favorite), and I always have problems with Akira (I have no idea why either).
Edit: I always find myself coming back to this thread and the 10 years later thread, cause I love the creativity.
These are some of my favorite makeovers. Idk if I did their style justice, but I tried.
Liberty Lee:
http://i.imgur.com/MApS7oD.png
Siobhan Fyres:
http://i.imgur.com/fwjz9DQ.png
Sofia Bjergsen:
http://i.imgur.com/OMg8nuT.png