I wear boots most days, and when I do, I usually have a Model 342Ti with a Skyline Clipdraw clip on a boot top. It works very well. I'd advise the following, though: Anything heavier than a 342 will quickly break down a boot top. Also, the clip needs to have its tip bent inward, so it doesn't tend to catch on the pant leg seam when the pant leg is pulled up to draw. This setup is ONLY backup for me; I'd never use it for my primary, unless I just had to have deeper cover than I usually do. A Renegade over an ankle boot is faster.