blargney the second
blargney the minute's son
Yeah, 'cause nobody ever rolls a one. 

V once said that Thog had a poor Will save, and he failed a save vs a spell Elan cast, but maybe he rolled a "one" there.
I don't think he stunned Roy though. I think Roy was staggered before that big rock dropped on his head.
It's easier to analyze what is happening if we stick to known rules. We know the author doesn't follow them at all strictly.
Miko overpowers the entire OotS and captures them. . .which is explained as "railroad plot" (which is later shown to be the railroad to get the OotS on the plot hook for the main focus of the campaign, i.e. the 5 Gates of the Snarl).
That particular one was explained as a railroad plot in the comic itself, but wasn't exactly a break in game mechanics. Rich actually has a round-by-round account of the unseen battle that explains how Miko and Windstriker were able to beat the order within the confines of the rules. Calling it a railroad plot was just Roy whining, not an admission that rules had been broken. The other examples you gave however, I agree with.
Here's that account of the battle anyways:
Order of the Stick: November II - Page 17 - Giant in the Playground Forums
I know that excuse of an explanation, and that is what it was: an excuse, and not a particularly good one.
That explanation required the OotS to use the worst possible tactics every round while consistently rolling poorly, while Miko plays letter-perfect tactics and never has a bad roll.
Seriously, a single Human Monk/Paladin of roughly equivalent level to the OotS overpowering the entire order without heavy hand of plot? Yeah, it was a railroad and I'm calling it like I see it.
It's just like Thog managing to completely pummel Roy in these comics to the point of throwing him around like a rag doll. You can come up with a justification in the rules which involves highly unlikely dice rolls, min-maxing and creative interpretation of the rules, but it's an ex-post-facto justification of plot, not game rules driving the plot.