Thought this could be an interesting match up.
The main character of A Certain Magical Index takes on the main character of Fate stay/night.
There's only one mainline version of Toma (AFAIK) so he'll be taking on the three different Fate stay/night versions of Shirou in individual match-ups. Shirou is at his strongest during each respective route.
Match 1: Toma vs. Shirou from the Fate route
Match 2. Toma vs. Shirou from the Unlimited Blade Works route
Match 3: Toma vs. Shirou from the Heaven's Feel route
Who wins the most matches here?