When you think of thigh high boots, your first thought may be that of Julia Roberts a la Pretty Woman, but that’s a bit narrow minded, my friend. When not constructed of man made material, over the knee boots are quite sexy, yet still very chic. Pair them with your favorite pants or a flowy dress and you are going to be the prettiest woman in the room.

Christian Louboutin Gazolina 140 Suede Over the Knee Boots, $2,101

Sergio Rossi Suede Over the Knee Boots, $1,400

Sigerson Morrison Long Cuff Over the Knee Boots, $995

Sam Edelman Sutton Black Suede Over the Knee Boots, $225

Kelsi Dagger Briallen Leather Over the Knee Boots, $188

Charlotte Russe Over the Knew Faux Suede Boots, $45.50