Fashion Gifts For Everyone on Your List — at Every Age

"Just because you are young does not mean you cannot have a major fashion moment," Simon believes. "Your very first Chanel!" A book, that is. Simon reccomends Elizabeth Matthews's Different Like Coco ($17).

"You are a fiery rebel without a cause. The solution? A fluffy, fiery Rag and Bone moment," Simon suggests. His gift pick? Rag & Bone's Petra Pullover ($325).

Ladies in their 20s need to spice things up. "I notice that you millenials are growing up too fast and dressing too sensibly," he contends. "The best antidote for conventional dressing? A blue wig. Every gal should have one." Consider picking up a Dark Blue Short Wig ($45) for your nearest and dearest 20-somethings.

"You have reached your empowered, confident poncho years. Throw your shoulders back and make an entrance," he says. The best way to do so, Simon believes, is with the help of this 2-Way Stole ($20).

"Women approaching middle-age need to kick ass," Simon advises. "The best way to acquire a little toughness? Acquire a little biker jacket." We agree. Simon thinks this Quilted-Yoke Moto Jacket-Black ($750) will do the trick.

"Outrageous, eccentric, out-sized eye-wear looks great on older chicks. Think Peggy Guggenheim. Think Mr. McGoo," Simon says. He loves this pair of Dita Hurricane Sunglasses ($375).

"A busy, dynamic 60-year-old — I can hear you! — needs to be hands-free and fabulous," Simon says. "The safety orange will make sure you are visible when staggering home from a neighbor's wine-tasting." When it comes to backpacks, Simon loves Proenza Schouler PS1 Backpack ($1,495).

"No more porno-pumps for you!" Simon says. "At your age, it's all about a glamorous slip-on designer sneaker." His go-to is the MM6 Maison Margiela Sequined Slip-On Sneaker ($475).