First 5 things to come to mind when reading this question:
1. The Story of Evil (Vocaloid) *Mainly Daughter of Evil (Kagamine Rin)*
2. I Wanna Be a Princess (Kagamine Rin)
3. Alois Trancy (Kuroshitsuji)
4. World is Mine (Hatsune Miku)
5. Demon Girlfriend (Kagamine Rin)