Anne Hathaway rocked a look in one of our favorite films, "The Devil Wears Prada". Take a cue from this look by mixing classic separates and keeping your boots close to the leg (Chanel always nails it) and with a feminine heel. One golden rule to this look, keep the leg covered with a tight. You've taken the risk with the footwear, no need to drive it home with anything overt (no cleavage necessary).
This fur collar tuxedo sweater coat from Autumn Cashmere - available this fall at Hysteria - screams for a black suede over the knee boot. If you are wondering which heel, it is really a personal preference. If your short, go for a platform or a heel. If you played center on the basketball team, go for a flat - they all work with the right proportion on top. Although if this is too near the edge for you, opt for the flat-heeled style, which will keep the look more of a foxhunt classic style.
This dress above from Lorrie Lester is a perfect dress for an over the knee suede boot. This dress is also available in an animal print and solid black at Hysteria for $264.
Try going a little understated with a silk dress and over the knee boots. If the dress is loose fitting you have the ability to go with a bare leg if desired. When choosing your boots this season, keep in mind how tight they fit at the top of the thigh - if they are too tight you may find muffin top thigh - beware of this fashion faux pas. If you find a boot where the top of the back laces up you can achieve a most proper fit. The other extreme is not pretty either so avoid a swashbuckler costume appearance.