Hmm. I have just tried on my jeans rolled up over my boots to a mid calf kind of length, more to keep my jeans out of puddles than anything else. But I'm not sure how this looks to everyone else! Thinking of going out like this but don't want to look a prat! I would wear my jeans, flat black sude boots and my fitted black cord jacket. But it has whispers of a showjumper. Is the hourglass figure a bad thing? My waist definately goes in and then back out, but possibly to the extent that my jeans look like jodhpurs Does this look sound stupid to you, or is it late and I'm just being paranoid?