Not just boots but pointy toed dress shoes as well. I used to work on a LR31 and somehow a Sasquatch got hired as a new FO, nice guy, due to his height and shoe size I wondered why he was willing to endure hours of torture in that cramped cockpit. In the 30 series Lears the pressurization control panel is located on the copilots lower instrument panel and because that airplane was designed with slide rules the pressurization was designed to run on pneumatics with no regard to electronics in an emergency there are plastic air lines that run up underneath the panel. Well it did not take long for the airplane to start having pressurization issues after Bigfoot started flying around in the right seat. It had always worked perfectly so we were a bit flummoxed. I thought we were probably going to need to replace the control panel so I pulled the copilots seat and stuck my head under the panel. I found a bunch of the pneumatic connections "unseated" so I reinstalled them. I was wondering how this might've happened when Mr. Pointy Shoes walked into the hangar and it all became very clear. After a quick discussion regarding his personal dimensions and a very strong recommendation to get a more rounded or square shaped style shoe, he agreed and we never had another issue.