I built a level 1 rogue with WiS enabled, and gave him a short sword and a shield. When he has the shield equipped, his attack bonus looks like this:
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Melee -2 = +0 (BAB) +2 (dexterity mod) -2 (ACP from armor) -2 (ACP from shield)
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Then I disabled the WiS rules and gave him Weapon Finesse normally. His attack bonus then looked like this:
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Melee -2 = +0 (BAB) +2 (dexterity mod) -2 (ACP from armor) -2 (ACP from shield)
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I'm getting identical results whether the World is Square rules are enabled or not, so I don't think it's a WiS thing.
As to whether it's really supposed to apply that armor check penalty TWICE, I don't know. It seems a tad punitive.
My test PC wasn't wearing armor -- his only gear was a shield and the short sword. I've attached the portfolio in case anyone wants to verify that I'm not crazy. Please, please verify that I'm not crazy. I'M NOT CRAZY! *froths*