Penny says: "I liked the idea of playing with texture and color. These boots are different than traditional high heels; they’re cool but also tough."

Ankle boots, Saint Laurent, $823. All styles available at THE OUTNET.com

Saint Laurent Belted Double-Breasted Wool-Twill Blazer $1155 at THE OUTNET

Isa Arfen Fringed Striped Lamé and Jersey Midi Skirt $416 at THE OUTNET

Saint Laurent Chain-Embellished Leather Ankle Boots $823 at THE OUTNET

Proenza Schouler Appliqued Felt and Leather Clutch $545 at THE OUTNET