here's drawn characters that fit some but not all criteria - just in case
Hanazono from Yuureitou (includes NSFW scenes)- appears in chapter 1 (http://kissmanga.com/Manga/Yuureitou/Vol-001-Ch-001--The-Ghost-Tower?id=146922#18) and ch 4 (http://kissmanga.com/Manga/Yuureitou/Vol-001-Ch-004--The-Threatening-Mask?id=152252#10) and ch 6 (http://kissmanga.com/Manga/Yuureitou/Vol-001-Ch-006--Hanazono-san?id=152254#22) - not exactly the brooding type but her hair is up and her clothes are retro
Anonymous from Shimanami Tasogare (http://kissmanga.com/Manga/Shimanami-Tasogare/Vol-001-Ch-001?id=267755#21)
Main love interest from Mizutama Puzzle (http://kissmanga.com/Manga/Mizutama-Puzzle/Ch-001a?id=335407#5)
Angelicus from Baroque (http://kissmanga.com/Manga/Baroque/Vol-003-Ch-012----Great-Blaze---Side-B--002-?id=187472#4)
Tomoki from Probability Investigator Mikoshiba Gakuto (http://kissmanga.com/Manga/Kakuritsu-Sousakan-Mikoshiba-Gakuto/Vol-001-Ch-001--Probability-of-Murder-Intent?id=152801#14)
Katarina from Basculer (http://kissmanga.com/Manga/Basculer/Vol-001-Ch-001---001?id=380040#13)