Short and sweet:
Group of PCs is trying to take down a big bad villain. Said villain has taken a member of the group hostage. One character (let's call her Princess Twinkletoes, since she's a runaway princess and a dancer and... yadda yadda yadda), having high charisma and ranks in diplomacy and bluff, goes to negotiate. She rolls VERY WELL.
Now,
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And 'you can't control how they'll act on that' is, in my opinion, kind of a cop out. The GM /does/ control how they'll act on that. That's the whole point of being a GM. And turning a good roll into a bad roll is just not particularly fun. Especially since the strong impression I'm getting is that it was meant as 'gotcha' to a player that the GM already viewed with veiled contempt.
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You seem to be harping too much in favor of the system, ignoring the human factor that makes these events happen; you're also assuming a lot about the original poster's mindset, which neither I nor you have any room to do.
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I don't think anyone "screwed" the player. I can't think of too many people who would just be "awed" by someone effectively going "You're a stupid stupidhead! We don't even like your hostage, so you might as well give up! Nyah nyah!". It might be a bit more bland, but if you can't think up anything witty to say, just roll the dice and go from there.
In short? Your high horse, get off it.
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A villain who acts with complete efficiency and brutality is, quite frankly, boring as hell. Sure, the most intelligent thing to do would be to hire snipers to wait at the end of rifle range for the PCs to come out of eating lunch and then headshot every one of them without warning or clue, before the PCs even realize that they're on someone's hit list.
But it would be a short game.
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Even the most calculating villains have weaknesses, even if they do tie up all loose ends. They can be glaring weaknesses too, to anyone paying attention.
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But having an arrogant player try and negotiate, and have it backfire? I don't see how that's bad. If the GM had killed the hostage, then yes, I'd agree. But making a player's terrible word choice cause a momentary problem? ... where's the issue?
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Also, Princess Twinkletoes has a history of snatching defeat from the jaws of victory, whether releasing a bounty ("they gave me their word of honor! As a runaway princess, I believe in honor!") or slapping around a kidnapping victim (Me: Are you sure? This was the guy you were supposed to RESCUE. Princess' player: ...oh. I thought this was another bounty mission.)
Out of game, she is fun to hang around with, but she takes off her logic hat when playing for some reason.
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