For posterity's sake, here are some more before pictures:
I took Penny to a special kids salon, cutely names Pigtails and Crewcuts. They get keep the kids so distracted with special car chairs, suckers, and movies, that Penny hardly seemed to notice her hair getting cut.
She got to pick a prize at the end, she choose a pencil, which she was really excited about until she asked me to open it for her. I am not sure what she thought she was going to find inside the pencil, but she was frustrated I wouldn't unwrap it.
The back of her hair looks a million times better now--I should have had it cut sooner!
It was nice to spend a little one-on-one time with Penny. We need to go on mommy-daughter dates more often!