Renee the Rogue from Wayward Souls for iOS easily crushes a meeple
Computer-game wise, I’ve been addicted to ClickerHeroes, which is full of characters with very little personality beyond numbers; Shinatobe could beat Aphrodite. But that’s boring.
So, non-video-game, I’ve got a Pathfinderish 13th level priest of trickery, knowledge, and travel, up against a settler of Catan. Honestly, I’d put that priest up against almost any video-game character: scry, invisibility, teleport, all sorts of ugly tricks on the poor schmuck. The poor settler would never know what was happening until after he was already dead.
Nathan Drake vs Arkham Origins-era Batman
Cloud Strife at endgame, vs the Boss of the Third Street Saints halfway through her quest to take over Steelport.
On the one hand, Cloud is ridorkulously more powerful.
On the other hand, the Boss is way more likely to shoot him in the balls with a sniper rifle than to let him get a shot at her…
Tough call.
Last night I played Minecraft as “Steve” and Civilization V as Attila the Hun. I don’t think it would be much of a contest.
Absolutely. A regular human like Attila against a hulking monster who can crush rocks barehanded or punch trees to pieces? Wouldn’t last a second.
The Chosen One from Fallout 2 vs a squad of mercs from Jagged Alliance 2. It’s not even close, the JA squad get annihlated very quickly.
My level 70 Beorning from LOTRO would tear apart Simon Bolivar from Colonisation.
Talion from Middle Earth: Shadow of Mordor v. Booker DeWitt.
Booker has good weapons and vigors, but I don’t think he can defend against stealth all that well.
The president of Tropico vs Jaina Proudmoore. Jaina wins easily unless El Presidente could order a nuclear strike in time.
Based on how much gold the player can carry, Steve can also lift the equivalent weight of six Eiffel Towers.
Laura Croft vs Batman. Nice knowing you Laura.
The last game I played was Planescape, the game before that was Abe’s Exodus(sp?). Now there would be a weird matchup! Of course the Nameless One would win since he can’t be killed.
On the other hand, he can only carry 2,304 feathers. 
Edna (mental patient of Edna & Harvey: the Breakout) vs. Alberto Echeverria (a soldier from Expeditions:Conquistador. He was the last to move and having her go up against the whole party would be unfair)
If Edna has her bunny Harvey with her (as she should) she might be able to escape. Stay and fight? No way. And if Alberto gets the first shot, he can stun her and probably finish her off before she gets much done.
BJ Blazkowicz from Wolfenstein: TNO versus The Dragonborn (level 55 or so) from Skyrim.
BJ has rocket launchers, lasers, guns, knives, armor and the ability to shoot while sliding.
The Dragonborn can Fus Ro Dah him off a cliff. Also the Dragonborn can take a pounding from a Dragon or Dremora Lords or Dragron Priests or giant spiders/bears/trolls and sometimes several of these at a time. The Dragonborn also has the Wabbajack and could possibly turn BJ into a literal chicken. I used to be an adventurer like you… until I took a Wabbajack blast to the face.
I think the Dragonborn wins, although with a lot of black streaks on his Daedric armor.
For me, it’d be Batman versus Paul George of the Indiana Pacers. My boy Paul gets his ass kicked.
A level 21 Inquisitor (assassin) from Dragon Age: Inquisition vs. a level 300 agent of S.H.I.E.L.D. from Marvel: Avengers Alliance. From range, the S.H.I.E.L.D. agent can just plink away with her Rocket Pistol using her Synthetic Cosmic Cube for defense. Up close, the dagger-wielding assassin might be able to take her out, though.
Shepard from Mass Effect vs my battleship in World of Warships (original name there, fellas)
I’m afraid the Normandy will have no problem turning the battleship into a nice reef for future divers to go exploring.