I spent an hour and a half trying to get into Canada with a box of vintage sailplane association Tshirts. Apparently they were very worried that I was going to set up a black market T-shirt shop while I was there.

Getting the glider into the US was easy from my perspective but my customer had hired an import agent to dot the i's and cross t's. I handed them a pile of paperwork. I ran through the xray thing the semis go through to check for illegal aliens and they had a look in the front of the trailer and I was back in the USA