I'm a commercial driver here in Wyoming, our state actually has no overall length limit but... the trailer(s) are limited to 81 feet from the front bulkhead to the rear most portion of the back trailer. This essentially limits length by limiting the trailer(s) length. The tankers I typically drag around have an overall length of 105' to 112' including the truck and we travel without oversize permit.
Having cleared that up...
Can you tow doubles (it's doubles not triples)? Yes in some states you can but should you? The answer to that is probably NO!! Your rig is NOT designed for this kind of service and you probably have little if any experience doing it. Doubles can be a hand full to deal with in wind or inclement weather not to mention you're playing test pilot by over loading your tow vehicle (assuming it's not an MDT).
Regarding the "Tape Measure Police" believe me they are out there and if they see you and believe that you are doing something unsafe they WILL make contact with you. By the way, if you tow doubles in Texas and get caught the DPS will make you break the set no if's, and's or but's.