Winner: Roland Deschain
In a fight like this, it will come down to whoever gets in the first shot. It is no doubt a close match, and one that I find hard to call, but I find Roland to have a slight advantage in stealth and sneaking, so I must give him the victory.
Roland emerged from the jungle, shaking his duster in a vain attempt to keep it dry. Ever since the thinny - what he believed was a thinny, at any rate - delivered him to this strange land, his ordinarily painful arthritis had ceased to plague him. Thank the Man Jesus for small blessings. Thank the gods of his luck.
He had been told to kill. And Roland was not a man to ask questions.
This, the strange voice said, was a duel to the death - a tournament. It droned a list of names, many of which Roland did not recognize, though this "Sauron" certainly sounded familiar. It seemed it would be up to the wheel of ka to determine which one he would face.
For the moment, however, he sat by the sea, flexing his hand and polishing his father's guns. Hm. His right hand appeared to be whole again.
All the better to shoot with.
Roland got to his feet and began to lay his trap.
*
Jo made her way through the jungle, shoving past foliage with a determined look on her face. She had ditched her leather jacket a ways back. It would have just slowed her down, and if she was to survive this... 'contest'... then she would need every advantage she could take.
She had no idea why she wasn't dead, and wasn't about to try and find out. All that mattered was winning, so she could get back to her friends. Whoever was facing her today would have one hell of a time trying to beat her. She gave her guns a cursory once-over and drew them both.
A glimpse of something brown flashed in the corner of her eye, and she turned and fired in a single motion. The shots exploded into the foliage, tearing into a hat that had been set on a stick in the sand.
She ducked just as a shot streaked past her and blew a chunk out of the tree next to her. Damn it.
*
Roland caught a glimpse of the girl as he fired, and ducked behind a tree. She looked young, but he had seen the way she fired those big automatics without feeling the recoil. She was clearly far stronger than he was. He let a small smile bloom on his face. There were no semi-automatics in Mid-world, such weapons had fallen into disuse when the world moved on. He wondered how he would fare against an otherworldly gun such as those.
The gunslinger darted out of cover and fired thrice, fanning the hammer of his revolver with the heel of his palm. The bullets would have found their mark, if the girl had not slipped out of the way. They smashed harmlessly into the tree she was hiding behind, spraying palm sap into the air.
She returned fire just as quickly, but only caught the edges of Roland's flapping duster. As he ducked for cover again, he noticed a strange glow emanating from the girl's shoulder.
*
Jo cursed silently and darted for the man, leaping over the fallen log he was ducking behind and seizing him by the coat. As he fired wildly, she hurled him out onto the beach and leveled her pistol at him, preparing to fire.
But he was quick.
Too quick.
The man brought his gun up and fired just as Jo pulled the trigger. His shot smashed into her chest, causing her to jerk sideways, her own bullet tagging him in the shoulder. The shock drove her to her knees.
Strangely, there was no pain.
Jo heard the man whisper, "You have forgotten the face of your father." She tried to explain to him that she'd had no father, but her mouth had ceased to work.
As everything began to fade, she heard the hum of the portal that had taken her here...
EDIT:
Lord it's hard to write for characters you don't know.