Calvin Klein over-the-knee boots


COMFORT: DO THE FLIP
Pull up over the knee for an edgy, all-suede leg, or turn down.

Calvin Klein, $220, Macy's; 1-800-622-9748

Restricted boots


FULL COVERAGE
The gently bloused leg and seaming at the knee ensure a hassle-free fit.

Restricted, $110, Endless.com

See by Chloe boots


SWEET PLUM
Wear this luscious boot's thigh-flattering contoured top cuffed or unfolded.

See by Chloé, $715, Neiman Marcus; 800-365-7989

Volatile boot


GREAT BUY: HIGH RISE
This flat, foot-friendly boot won't tug at the knee because of the double buckle in back.

Volatile, $88, ShoeMall.com

Skechers boots


GREAT BUY: GAINING ALTITUDE
Big trend, little price. A slight dip in back minimizes bulk around the knee.

Skechers, $59, 800-746-3411

Seychelles boots


UP IN SMOKE
This side-buttoned, boldly seamed boot is an absolute pearl.

Seychelles, $230, SeychellesFootwear.com

Cynthia Vincent over the knee boot


Fashion Meets Function
The over-the-knee runway style is made wearable by a mid-size heel.

"Reva," Cynthia Vincent, $395; LordandTaylor.com 

O Boot Guide
O's Complete Boot Guide:
More than 70 styles we love


From the November 2009 issue of O, The Oprah Magazine