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This is Wade in Origins before his weapon x upgrade. The Wade that was blocking bullets out of the air. He is restored after each fight and he is willing to kill. Which fights does he win (if any)?

Fight 1:
Captain America with shield

Fight 2:
Winter soldier with 9mm handgun

Fight 3.
Captain America (with shield) and Winter Soldier with 9mm gun.

Fight 4.
Spidey (Garfield), no webbing

Fight 5:
Spidey (Toby) and Spidey (Garfield), no webbing for both.

One thing is for sure, Wade would destroy Miyagi and Bane.

are we using writer's intentions shenanigans?

You mean, h1's opinion of the writer's intention?