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Cars have windows. Houses have windows. So it can't be windows that makes the car go.
I swear I don't understand, and he tried to explain it to me. He said it's a double meaning with Windows the operating system but I just don't don't don't get it.
Can anyone make this understandable to me? I may have screwed up the retelling, because honestly I have no idea what the hell's going on with this joke.
The closest example of similar humor I can think of is in Monty Python and the Holy Grail, during the trial of trying to figure out if the woman is a witch. The scientist is there to settle it for the peons, and uses "logic" to solve the problem of whether she is a witch. Ultimately they decide that if she weighs the same as a duck, she must be made of wood, which floats on water, and therefore a witch. It's a series of nonsensical correlations misconstrued as fact, and it's funny because we the viewers understand the absurdity of it.
I think it's more a bit of wordplay than a joke exactly, but that your friend said is in the same vein. What on earth makes cars go? Well it can't be windows, can it? Houses have windows and they don't go at all! Whether you find that funny is obviously subjective but I also think delivery and conversational context are very important for humor like this.