Alexander Pope

In the season premiere episode, the designers arrive on the runway of an airfield. In this unconventional challenge, skydivers begin to fall from the sky and the designers learn that they must use the colorful parachute materials to create a look that will help define their aesthetic. Kate Bosworth serves as a guest judge.

For this challenge the contestants are tasked to create designs inspired by over 30 million dollars' worth of precious jewels. Gossip Girl's Emmy award-winning costume designer Eric Daman guest judges.

The designers show their inner youth when their challenge leads them to Coney Island. Working in teams of two, the designers must win their unconventional materials by playing tried-and-true carnival games. Fashionista Kelly Osbourne guest judges.

The contestants must tie together a look with the prominent detail being a bowtie from multi Emmy-nominated actor Jesse Tyler Ferguson's Tie The Knot organization who will also be judging their designs.

After a shocking elimination, the designers realize they need to step it up to impress the judges. For the challenge, they do some "sole-searching" in the Marie Claire shoe closet and create a look based solely on the shoe they picked. Marie Claire's Editor-in-chief Anne Fulenwider and Big Bang Theory Actress Kaley Cuoco guest judge.