That's the sort of argument I can empathize with because when I know a character has the skills invested and the character makes a concerted effort, I lend that benefit of the doubt.
That said, I cannot stand when a character with no points invested in those skills, and likely none or negative ones in Charisma tries to achieve the same result. In fact, in several cases I've responded to tells requesting for a roll after a spontaneous roll and little actual effort with a much more polite version of "Fuck off."
Coming from somebody who builds his characters with roleplay in mind over optimization, I like to reward or give the benefit of the doubt to those that invest their ability and skill points similarly. Doing so, I've found the players are inclined to follow that protocol when it comes to dealing with known skills of my characters.
After all, like you mentioned Invalid, we're all too eager to let the tanks (high hp characters) man the frontlines and let the high CHA characters collect the rewards at the end of scripted quests. We should extend that same knowledge when it doesn't necessarily benefit us OOCly.
/Rationale.
