@VooDooMedic depends on the circumstances. In the places I've worked the people never wore pants that were too long so going over boots wasn't a problem. And more importantly, they had no worries loose pants at the bottom would be detrimental to their job. Do you do a job where loose pants near the floor could cause a hazard? Other than that it's an aesthetic thing. We already know you like to rub cocks, so as a gay man you should look tight and smooth.