A few examples of unwinnable (or winnable by extreme amounts of skill/luck/stats) i enjoyed were the following and why.
Resident Evil 5 - Wesker fight 1. He starts off saying he only has 7 minutes to "play" with you. Ok. Survive is the name of the game. He dodges every round fired at him. However you can make him retreat earlier if you figure out how to get the door on the side unlock by letting him kick you through it. Now you can blindside him when he loses track of you. Do a LOT of damage and he retreats and you're rewarded with a gem that sells a lot.
Metal Gear Rising - Jet Stream Sam will straight up parry anything you do. If you parry HIM it still chips off a good portion of your health. It's battle of attrition and you don't have the resources if you are good or just get trounced if you are still learning the mechanics.
Metal Gear Solid 2 - Lady Luck. It shows in cutscenes that bullets swerve away from her and any explosives thrown/shot at her will just defuse and be duds. You fight her in a locked room and of course...bullets just swerve away from her. She fires at you and the only way to not die is hide. However she is destroying all the hiding spots. You notice the elevator is coming down so now you know it's a waiting game. The elevator comes down only for a wl2nd boss to appear right when you are pretty much down to the last bit of cover that exists in the room. The fight ends here.
Edit - 5 not 4. MY BAD!


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