It’s that time of year when we are all stocking up on our winter staples which will get us through the next five months.

High on that list are boots.

Every year I want to invest in a pair of thigh-high boots, or hooker boots as my sister calls them, but I always chicken out.

There are two ways to wear these boots.

For the less overtly sexy route, we need to follow Kourtney Kardashian and Rosie Huntington-Whiteley.

Kourtney’s look may have a lot going on, but she opted for low-heeled thigh-high Chanel boots whilst Rosie wore less shiny, slouchy suede boots.

The overtly sexy route was demonstrated by Ciara as she left ‘Dan Tanas’ restaurant in LA last night.

Leather thigh-high Louboutin boots + Givenchy tunic + lots of skin on display = tacky.

How will you wear yours?

Azzedine Alaia suede wedge boots
Matches Fashion
Michael Kors suede over-the-knee boots
Giuseppe Zanotti suede over-the-knee boots

Credit: Fame Pictures & Xposure