I have a bike w/ IGH and chain case. I have a habit of rolling up my jeans even when I ride that one because I worry about a pant leg getting caught in a pedal - not while pedaling but in the process of starting/stopping.

My road bike is typical in that it doesn't have a chain case or bash guard. But I'm unlikely to wear jeans riding on that one. It's my fun commuter bike and ride all day in the weekend bike. The IGH bike is my grocery-fetcher/might lock it outside going out bike.