It's typical for most Japanese oriented games to have feminine looking protagonists today, but sometimes I really do feel like Japan takes it a little too far sometimes.
Simon's design from Chronicles and Judgment is absolutely horrible, he looks like some kind of BDSM bondage slave or something. Simon's canon look to me is always going to be the Conan look a like from Castlevania NES or his armor from Super Castlevania IV. Personally, SCIV was the best look for Simon.