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Chanseys Special Illustration Rare is a heartwarming entry in the Twilight Masquerade top 10 cards

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The best Shift target is probably Peter Pan - Never Landing but if you want to stick to Ruby cards, it would be the Peter Pan we just looked at, Peter Pan - Never Land Hero

A good example of a land combo is the classic Dark Depths + Thespian's Stage, though Commander players might be more familiar with Cabal Coffers + Urborg, Tomb of Yawgmoth

Moreover, if it misses, "Dark Magician" will be destroyed along with it, making it even more difficult to use