For my own part: denotationally, yes, I would understand “Do you prefer (that Dave eat) chocolate or vanilla ice cream?” and “Do you consider (Dave eating) chocolate ice cream or vanilla as the morally superior flavor for (Dave eating) ice cream?” as asking the same question.
Connotationally, of course, the latter has all kinds of (mostly ill-defined) baggage the former doesn’t.
For my own part: denotationally, yes, I would understand “Do you prefer (that Dave eat) chocolate or vanilla ice cream?” and “Do you consider (Dave eating) chocolate ice cream or vanilla as the morally superior flavor for (Dave eating) ice cream?” as asking the same question.
Connotationally, of course, the latter has all kinds of (mostly ill-defined) baggage the former doesn’t.