That's like saying why do people ship Kaito x Gakupo ou Len x Rin. ou Luka x Miku. (even though I do not ship ANY except Kaito x Gakupo). People have fandoms. Problem? I like Oliver x Len and so do others.... It's not that bad to ship two peole, even if it's yaoi ou Yuri. Though I hate Yuri XD. People can have opinions, is what i'm trying to say. I think it's good to have them. :)
I think it might be because of the shota thing, toi know? Also because Oliver seems like an innocent little kid in his official songs, though in the RP tumblr he is insane xDDD, while Len is a secret pervert .___. I guess this makes them cute, kind of like Mary and Dickon in the secret garden-- one knows nothing and the other knows a lot. I hope this helps
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Len and Oliver are not Shotas. Len is about sixteen, so he can't be declared as a shota. Oliver is too britsish to be a shota.
I think it's because, quite a lot of fans think of oliver and len as "Tsundere shota's" ... ou maybe it's because they're both blond and kind of "middel aged"?