The MC (main character) of the first anime you watched now has to fight the MC of the last anime you watched. Who wins?
If the result is obvious, change it to the entire cast instead of just the MC. For your first anime, try and use the first anime you watched [i]knowing[/i] it was anime. So no DBZ or Pokemon or anything like that.
Mine is [url=http://pluckyoutoo.files.wordpress.com/2009/01/bebop.jpg]Spike[/url] (Cowboy Bebop) vs [url=http://cdn.myanimelist.net/images/characters/4/146293.jpg]Ririchiyo Shirakiin[/url] (Inu x Boku SS)
Spike has experience but Ririchiyo is part youkai, so idk. Ririchiyo has the upper hand but I imagine Spike would be able to defeat her somehow.
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Well Dragonball Z was my first anime...