Shattered Kingdoms

If you can't get all after they make you do a drop all, then you are lame or stupid. Even with max charm there is enough lag for anyone to type get all;wear all;get all

I respectfully disagree here. Or rather... this is exactly my initial question. He can easily pick it up, just as I easily could have recalled. The question is, should he? Would he? If he loves his charmer so much that he is willing to drop his pants in public when asked, would he really pick it all up immediately after?

This is where PK clashes in my mind with RP, and why I have a hard time setting the 'line' for self control in the charmed one. Survival instinct would bid him to do one, but the love for his charmer would big him to do another.

On the other hand, in a case scenario where the charmer does no roleplay, am I being a lame/stupid fool for letting him/her do so without due resistance?

Such a tactic of remove all should only work once on any given char in my mind, so long as they have a reasonable int (remember int drops after charm). Once burnt twice shy. If they ask for an item you should give it to them if they have a reason. Same way you would probably do it if someone important asked for it. Really How many people would strip naked before someone they where stupid about if last time they where stabbed?

My two cents:

The instant your character fails to resist that spell, a major, artificial change occurs in his psyche. You might say your character is suddenly inflicted with a temporary case of Disassociative Identity Disorder. The normal personality is still there somewhere, but it has to fight for control to regain it.

The reaction of someone who's charmed to being ordered to do things utterly opposed to ones normal personality and ethics should probably depend on exactly how deep those convictions are.

The period after a charm wears off should also be quite a stressful experience for most people. Trying to integrate the experiences of what's happened with ones normal self-conception, et cetera. This shouldn't be shrugged off or treated as no big deal psychologically by any character with a normally strong sense of self.