Dior Guetre Ankle Boot: Ride, Dior, Ride.

These statement booties are tough and edgy while still being feminine. The motorcycle-inspired nude calfskin heels will make your legs look longer if worn with something like a pair of Alice + Olivia cuffed leather shorts combined with a Patterson J. Kincaid blouse. For a more relaxed look, try them on with some red Rag & Bone jeans and a Phillip Lim tunic. The lace up look is always a great look when the weather starts to turn. Add in the crocodile-embossed straps and these tough booties will let you walk the walk with sensible sex appeal. A round toe and stacked heel make this a great bootie for many occasions. Lace yourself in and go for a ride.

Neiman Marcus for $1,400.