A friend's father who was an architect used to do that all the time. He'd submit a drawing that definitely wouldn't pass planning regulations, then go for a meeting with the planning officer and say "Right well how about we swap the swimming pool I am allowed to have, for the dormer windows that I'm not allowed to have?"
Given that even down south here at 56°N no-one really bothers with having a pool, it's an easy trade.
My late father solved the "getting round the planning department" thing by simply being the only person prepared to keep welding new floor pans into the local head planning officer's string of rusty old Opel Manta GTEs...