Ooh you've watch If Her Flag Breaks, for someone starting to watch anime, that's quite rare to see them watch an underrated show.
Well from Crunchyroll I can say Fate/Zero is really good, plus they have a sequel remake coming in October. A mature series that have loves to focus on plot and character development plus throwing around epic fight scenes making it one of the few anime I can call a master piece. It has 25 episodes, first episode being a 40 minutes prologue to explain the characters and game.
I can point you towards The World God Only Knows, which is similar to If Her Flag Breaks on capturing girls based on routes known as "flags". First few episodes won't really be as appealing, but it's worth it in the long run. It currently has three 12 episodes season.