This picture is very Kerr-family oriented. My mother adores anything that has a vaguely Far East vibe, a tendency I definitely share, which is why I love a kimono sleeve so much. And isn't that peacock print just perfect? Props to its designer, the one and only Nicole Richie, that woman knows how to make a bed jacket! The yellow Bakelite and brass bracelet belonged to my grandmother. It has tiny seahorses and is just such a cheerful piece. (Also, I liberated that lamp from my parents' house a few years ago. They bought it in San Diego at Bo Danica in 1973; I love its chunky metal base.) Kimono, Winter Kate; Bracelet, Vintage; Shoes, Loeffler Randall

I don't think I've ever met a Chloé bag I didn't like. The gray one is one of my everyday bags (I've worn it more than any other bag in my closet), the brown one is just so awesome with that Lucite handle, and the black one with gray trim is the perfect work/NYFW bag because it's big enough to fit everything in the world. Seriously, it's like my magical Mary Poppins bag. All, Chloé

The gold ring looks like something from a Dr. Seuss drawing to me, or maybe a baby palm tree. I love how fat it is. The garnet ring was the first semi-fancy piece of jewelry I bought for myself. The store said it was from the '50s, but since then I've had jewelers tell me they think it's from the early '40s. Regardless, I just love its princess shape and the color. L to R. Rings, Banana Republic, Vintage; Canister, Jonathan Adler

The second I spotted this dress on Net-A-Porter, I knew I had to have it. The gorgeous print just killed me, plus the slightly swirly skirt is just what I look for in a cocktail dress. As for the boots, well, let's just say that I don't own flat shoes—period—but these boots were too perfect to pass up. They're my go-to shoes most weekends and I always wear them when traveling. (In fact, I build travel outfits around them; they're that important to me.) The necklace is also a staple for me. A friend of mine picked it up in Hong Kong a few years ago and I've found myself throwing it on with so many things over the years. It's kind of hard to place—it's a little Chinese, sort of African, and has a hint of the Southwest thrown in too—which is what makes it so versatile. Necklace, Unknown Designer; Dress, Anna Sui; Boots, Rag & Bone

Every time I look at this dress, I just wish it could speak and tell me about all the glamorous parties it has attended. I found it at Shareen Vintage in New York a couple of years ago and bought it immediately. It's so comfortable and the rhinestone-encrusted skirt is just sassy. It's shown with a fabulous necklace Katherine got me when visiting Kanas with one of her besties. The CHANEL belt is probably one of the pieces I wear the most—I love a waist belt! Dress, Vintage; Necklace, Vintage; Belt, Vintage CHANEL

Elephants and hippos are just the cutest, aren't they? I love them as decor (I found the jade elephant at a bazaar in Hawaii) or as a quirky piece of jewelry. Necklace, J. Crew

Susan Miller of AstrologyZone.com is my guru. She's seriously the bee's knees and her forecasting is simply impeccable. Our lovely Art Director, Sarah Lee, knows that I'm crazy about Susan, so she gave me this magazine—ANPQuarterly, it's published by RVCA—which now sits on my kitchen table at all times. Necklace, Tiger Lily

I met Katie through Katherine (they've been pals for ages) and I adore her line Simone. She makes perfect little jackets, including this military-meets-CHANEL iteration that I wear with everything from jeans to pencil skirts. Jacket, Simone by Katie Nehra; Skirt, A.L.C.

Bag, Chloé

I have a gigantic face/head, so I definitely appreciate an oversized frame. I'm also clearly going through a tortoiseshell thing right now…no, that's not true, I always love tortoiseshell, especially on blondes. Front to Back. Sunglasses, Topshop, Topshop, Karen Walker, Elizabeth and James

I've adored Alexa Chung's personal style for years, so naturally I needed to pick up one of the pieces from her Madewell collection. As for the jewelry, I tend to pick oversized pieces or brightly colored things, and I have a serious weakness for anything turquoise (the color and the stone). Dress, Alexa Chung for Madewell; Turquoise Earrings, Topshop; Black Three-Tiered Earring, Banana Republic; Topaz Rhinestone Drop Earring, Banana Republic

One of our former interns, Amanda Thomas, designed this ring for her line, Luv AJ. I wear it constantly. Every time I put it on, someone asks me about it, and then I get to tell that person about the lovely Ms. Thomas and her exceptional jewelry line. She's so talented and the price point is amazingly affordable—everyone needs to know about Luv AJ! Ring, Luv AJ

The two jackets on the left I found at a military surplus store in San Diego, the one on the right I got at a military memorabilia store outside of Palm Springs. My father was in the Navy for many, many years, so I'm always drawn to things with a military vibe. All, Vintage

Dress, Jovovitch Hawk; Belt, Rodarte for Target

Sometimes you fall in love with a dress, even though you have nowhere to wear it and no reason to buy it. That's the story with this floor-length dress. Hopefully I'll have a chance to take it out for a spin at some point in the near future! Dress, Kate Moss for Topshop; Necklace, Tiger Lily

The green dress made me swoon the second I laid eyes on it. It's probably my favorite dress in the world. I'm obsessed with all things green and the fact the print was hand-painted? Amazing. Even better: it fit perfectly—that doesn't happen for me with vintage pieces very often. Not to get too romantic on you, but it's like we were made for each other! The gold dress is just a great cocktail frock. I add a little belt, some super high heels, and a gimlet and I'm good to go! Both dresses are very emblematic of my personal style which is pretty feminine and definitely focused on the late '50s/early '60s. Needless to say, I'm kind of a huge Mad Men fan, to put it mildly, and I like to ask myself, 'What would Joan Holloway wear?' whenever I'm getting dressed. Dresses, Vintage; Jewelry, Lia Sophia

L to R. Dresses, Joie, Vintage

Dress, Vintage

Like most women, I adore a little leather jacket to distraction and am always looking for a new iteration. So when I spotted this yummy shearling version at Topshop, I literally gasped. I'm crazy about the over-sized collar and the buckles at the waist and wrists, two details that just make the jacket marvelous, in my humble opinion. It has such a jaunty air; it makes me feel a little like a modern-day Amelia Earhart when I wear it. The shoes, might I add, were a birthday gift from my wonderful business partner. Katherine always gives the most insanely perfect gifts, like these heavenly charcoal suede heels. Jacket, Topshop; Shoes, Christian Louboutin

When I lived in New York, the colors in my wardrobe could be summed up in one word: black. But after I returned to California, I started embracing just about every shade under the sun. Give me cherry red, electric violet, hot coral, chartreuse, Yves Klein blue—anything vibrant, that's me. Floral blouse, Vintage; Skirt, Vintage Valentino; Heels; Reiss

I can't begin to explain how much I love a collaboration and this was definitely one of my all-time favorites. I went to every single Target store in LA searching for this dress—one piece of the many (er, 12?) I eventually bought—and I have no regrets about doing so! Dress, Rodarte for Target

Dresses, H&M