JudeOliver. It's quite handsome. JudeHenry just doesn't work, in my opinion. Two completely different styles of names. I don't care for Rory - makes me think of a bratty little kid for some reason.
Although I like Jude and Rory, there's something about Jude that appeals more to me. My fave combo is JudeOliver. Of the Rory combos, I definitely prefer the flow of RoryJonathan.