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If you could date any anime/manga character who would it be?

I don't know imaginging paper cuts sleeping with a 2d character it just wouldn't work.
Good news! They come in pillow form now, just (open an incognito window and) search for "dakimakura" or "waifu pillow"

But you'll need to train in the deadly arts to keep her safe
 
I suppose in my younger days Ayukawa Madoka from Kimagure Orange Road was an attractive "bad girl" that would be datable. In my college days maybe Otonashi Kyoko from Maison Ikkoku
 
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