Here are a few of my favourites in chronological order. Please click the picture to follow through to DeviantArt!
ad Augusta per Angusta by ~warui-chan on deviantART
Kuja from Final Fantasy IX
Vivacious Villain by ~warui-chan on deviantART
Grell Sutcliff from The Jack the Ripper Arc; Kuroshitsuji
Angels of 'Redtribution' by ~warui-chan on deviantART
Dagger from The Noah's Ark Circus Arc; Kuroshitsuji
He Never Misses His Mark by ~warui-chan on deviantART
Grell Sutcliff from The Jack the Ripper Arc; Kuroshitsuji
The Kiss of Death by ~warui-chan on deviantART
Meiko from Requiem; Vocaloid
Et lux perpetua luceat eis by ~warui-chan on deviantART
Alois Trancy in funeral garb from Kuroshitsuji Season II
Smug and Satisfied by ~warui-chan on deviantART
Grell Sutcliff from The Most Beautiful Death in the World; Kuroshitsuji Musical II
Devastating by ~warui-chan on deviantART
As you can see, I'm a big fan of Kuroshitsuji in all forms- manga, anime and musical. I think it's mostly due to Toboso Yana's penchant for historical detail and anachronistic execution. That and the Reapers are amazing creatures with which I would have no problem if they got a show dedicated just to them |D
Please check out my DeviantArt gallery for more!