I just delivered a truck to FL. yesterday, as I headed south I kept noticing all the pick ups, ect. pulling HEAVY trailers with there headlights aiming at the sky, this got me thinking about this post, PULLING the trailer without brakes is not that big of a deal, stopping it is another story, even "being aware" is NOT a help when the O CHIT stopping event HAPPENS, in best case just some bent metal, with even a DAMP road serface, there is a very good chance that the pulling truck to will try to stop, the non braked HEAVY trailer WILL tend to want to swap ends, swinging around, causing a real cluster f, never mind the SECOND trailer hooked behind.
So to sum this up, to say this IDEA was NOT the SMARTEST is a major understatement. The reason you got away with this has NOTHING to do with skill, just that you had a VERY LUCKY day and GOD was your copilot. One of the bad things about this is that OTHERS see this, see that you got away with it, and themselves do it, but may not be as lucky as you, Another thing is that if a O CHIT/CLUSER F does happen, soccer mom does get tied up by the CLUSTER, IT WILL look real bad on the hobby and the HOBBIEST (US)