With out of state plates you will probably be less likely to be hassled by LEOs than if you had in state plates. But you might also be the one that encounters that one officer who pulls you over. He/she would probably make you drop one trailer, tow it somewhere and park it, and come back for the other. Of course you could wait a while, hook both back up, and proceed on your way hoping he/she went the other way. But that could backfire if you were pulled over by another LEO. I as driving my DW’s car with her as passenger. Was running about 10 over the limit when I noticed an LEO following behind. After several minutes he turned on his lights. He said the reason he pulled me over was that his check showed the vehicle had recently been pulled over for another traffic infraction. My DW sheepishly admitted she had been pulled over a few days before for rolling thru a stop sign. He let me off. So a previous stop might show up to a second officer.
And yes, triple tow is a much disputed term. But like it or not, triple tow is a common term used in the RV world magazines, stories, and articles and is here to stay.