Themes are always open to interpretation. If it's not clear how they apply, then leave a short explanation with your submission just to avoid confusion. As long as either the icon itself or the explanatioin make sense as to how it fits the theme, then it's accepted.
I wouldn't worry about it too much. Ryo and Len do have a very interesting dynamic between them. Doesn't need to be complex or anything. If you do icon them together, just try to make it something that looks like it fits (heck, I think there's a screencap of one of them grabbing the other by the shirt during one of their little tiffs) and say something along the lines of "because there's always conflict between the two of them" and it's good. XD
Sounds fine to me. Personally, I see it as something that can be interpreted into apperance, a character's expression, or even an action. Just a few ideas. XD
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