I have really skinny calves, bad enough that even when I tuck my jeans into my boots there's still room. So what I've been doing as it's been getting colder is wearing legwarmers. I buy them in really neutral colors, like black and tan, nothing too crazy. You can wear them as high as you want. If you don't like your calf flopping around around the middle of the boot, get cable knit ones and make it so you can't see them. If you don't mind being able to see them, let them peek out about an inch over the top. HTH