1.) The pompous spoiled princess, known for her frivolity, once bought all the red dresses from the surrounding stores so no one would ever look like her.
2.) The stone faced boy detested bringing his wide eyed frivolous sister along with him on hunting trips because she always complained that it was a shallow sport for unintelligent humans.
Sadness frowned at him is basically saying he was depressed, I believe. The spider smiling at a fly...well thats exactly what it means. the spider litterally smiled at the fly OR showed the fly his fangs