I have no personal experience with pull behind trailers but I do know of an event that would keep me from pulling one. This guy on a dresser was on his way to Sturgis a few years ago pulling a trailer. He had his girlfriend in the backseat. He had a flat rear tire in Wichita Falls, TX. He pulled into a station and had it patched, then took off again. I suspect the patch was not a good one and the tire started going down again because shortly after leaving town, he was getting squirrely, the trailer tire went off onto the shoulder and pulled the bike down. It was a freak accident that cost him his life. His girlfriend was only scratched and bruised a little but apparently the handlebars caught him in the ribs and punctured a lung. He survived the fall but later died in the hospital.