This is probably a bad thing to post on a thread about visualizing inverting a surface, but since I've been making my clothes for over 2 decades, I had to check this out. So I took off my trousers and pinned the cuffs together along the circumference (it just so happens that I'm making a new winter coat, so I had pins handy), matching the seams to each other. I grabbed the cuffs and pulled one leg up through the other. The result is that the pinned cuffs sit right at the crotch seam -- there is no way to completely invert the trousers any more than this, and I don't think it would be possible even if the pants had a higher lycra content, as there is no way to get the cuffs THROUGH the crotch to complete the inversion. However, if I grab the pinned cuffs through the waist band and flick the trousers away from me, they turn right side out with a lot less effort than it takes to turn them inside out.

Also, all of the cash fell out of my pockets.