Being a commercial driver and a part time farmer, this whole thread was interesting.
Other than Bird being able to fit in the sprite physically (I know I can't), it seems we all push the law at one time or another.
No matter how big, wide, high or overlimits the load is remember one thing.... If you are involved in an accident, any accident whether it is you fault or not, moving or stationary, it becomes your fault. That is the law in any state of the Union, period.
Furthermore, with revenues dwindling for states and local municipalities, motor carrier and local law enforcement officers are actively looking for all violations of the law and that includes overweight and non DOT compliant vehicles.
One thing I can tell you folks for certain is that each and every enforcer of the complicated and sometime unclear ICC regulations can and will interpret those rules and regulations as they see fit and will fine you accordingly. Yes, you can go to court for a judges interpretation, but most likely you will pay a fine in the end, and, most likely, wind up with points on your license.
Those regulations don't just apply to big trucks, they apply to all trucks, pickup trucks pulling trailers, goosenecks, RV's, whatever. Just because you are hauling your CUT from the dealer to home or wherever don't exempt you from those rules.
It would be wise for anyone pulling anything to stop at the Secretary of State's office and get a free copy of the regs and read them to make sure you are compliant.
I have seen many threads here about load securement. Load securement is plainly stated in the regs. Types of chains and grades are also discussed as well as straps and legal width of straps. Remember, when you are hauling a secured load and it comes off the trailer, you might damage your load and you might kill the person following you. The consequences of poorly secured loads can be devistating to say the least, both from a monetary standpoint and from a legal (being sued) standpoint.
It's much better to play it SAFE and LEGAL than to get bit.