Lobo and Deathstroke (new 52 versions)
Wolverine and Deadpool
DP has his healing factor. Wolverine has adamantium.
Slade has his 2 swords, 2 daggers, his armor, a machine gun with 5 clips of hollow point bullets, and his pistol with 5 clips of hollow point bullets.
Deadpool has 2 adamantium katanas, a machine gun with 5 clips, and 5 concussion grenades.
I apologize for the amount of Liefeld art here, but the two pictures are obviously really similar so I just thought that was kinda cool.
Fight in the Canadian Rockies, in an alpine forest near a lake.
Start 100 yards apart.
Win by KO, incapacitation, or death.