I don't know, I've seen some pretty weird designs come from high society.Actually , thing is, that you just don't venture into high-society part in jacket coloured with historisized patterns.
DmC Dante has been fighting demons on an almost constant basis as well.Because unlike characters in DmC, both Dante and Vergil were hunting and fighting demons on regular basis. In DmC neither of them does it before game kicks in. Dante lacks experience, while Vergil proved to be completely inferior in his swordsmanship to Dante and appears more of pc geek, than experienced Demon-Hunter unlike his original version.
Only difference is he doesn't get payed to do it.
And considering DMC3 and DmC Dante are similar in age, their fighting experience should be about the same.