Christopher believes in a little flair. Even his casual looks are accessorized with gauzy scarves and just-so cardigans that juice up jeans and Ts. Here, a more concerted effort, perfect for the darker, dressier, more dramatic mood that comes with the holidays.

Zara blazer. American Apparel shirt. 1969 super skinny jeans. Forever 21 bow tie. Prada glasses. Banana Republic Factory Store belt. Guess shoes.

Bonjour, gorgeous! You had us at Isabel…and, more importantly, (PRODUCT) RED™. To mark World AIDS Day on December 1st, one of our absolute fave French designers is teaming up with (RED)™ to create a limited edition T for Gap. Heather gray with colorful splotches and a slouchy, boyish silhouette, it definitely emits that cool, je ne sais quoi vibe we’ve come to expect from Isabel Marant’s gorgeous and covetable designs. Buy yours here or in select Gap stores on November 25th. Not only will you be rocking an exclusive Marant creation, but 50% of the profits from the sale of this T go to the Global Fund, an awesome organization that works to help those living with HIV/AIDS in Africa.

Taking it to the streets—love this easy, breezy layered look that shows off one of our fave pair of booties. [Elle Dispatch]

Do you want candy? We do, we do! Sweet on this video featuring internet sensation (and Lady Gaga love), Maria Aragon. [Lucky]

Cold hands, warm hearts. We adore these little knit gloves with a pop of neon (yes, please!). [Refinery29]

Have you made your holiday shopping list yet? We’re just getting started—this cozy hat is definitely at the top of ours (to give and receive). [Glamour]

Hey, party people! This season’s all about shine. We’re so into this metallic mini. Try it casual too—slouchy V-neck on top? [Nicolette Mason]

Have you heard? Corduroy is cool again. We’re loving this skinny pair, too. [Mimi+Meg]

That’s the spirit! Jump, twist, twirl, and frolic to your heart’s content… in sandals and a sundress in November. Charlee runs blissfully high on energy and radiates her own heat. Was it this much fun to be a kid? It’s tough to remember, but wonderful to watch her live it up.

Splendid dress. babyGap tank. T2 Love leggings. Target sandals. babyGap headband.

As much as we’ve been feeling all of holiday’s cozy, cold weather styles (Fair Isle’s our new fave!), there’s something else trending hard this season. Hair! We adore it, obsess over it, and consider it like our best (everyday) accessory. To find out what’s hot for hair this winter (and get tips for keeping our manes healthy), we chatted with our friend Margaret (Lippert) Hubbard, stylist extraordinaire (read: her eight years of experience will turn anyone’s bad hair frown upside down) at Oxenrose Salon:

What are some trends on the rise for women this winter?

Definitely color! Reds, coppers, and warm tones for color are going to be big. Also, fringe. Very 60s and 70s with medium length hair that hits just at the collar bone.

How ‘bout for guys? It seems like they’re more interested in hair these days!

For guys it’s about clean cut sides and longer on the top, worn either slicked back like Jimmy on Boardwalk Empire, or parted on the side like Don Draper from Mad Men. Think 40s and 50s but modernized. Also, long rocker/metal hair using natural texture; no styling involved, just wash, add a little product, and you’re out the door.

Name one thing every person should have and/or do for their hair?

Sachajuan hair powder and everyone should skip a day of shampooing! Shampooing strips hair of its natural oils. By skipping a day, it allows the hair to be hydrated naturally and keeps it from looking limp and flat.

Any other simple tricks to keep hair healthy?

Definitely use a deep conditioner twice a month and when styling use a heat protectant. This will keep your hair soft and manageable for the winter weather ahead.

Photos by Alexander Abriam

When Yale Breslin, one of the writers behind Jay Z’s digital masterpiece, Life+Times, first contacted us about a potential collaboration, all we could think about was…Jay! Beyoncé! Gwyneth! But, he turned out to be a pretty cool guy on his own—so much so that we asked him to be a NYC-based GapMag guest blogger. But first, check out what the former Digital Director of V Magazine and current contributor to MR PORTER can’t live without in our latest edition of My Style. It’s as close to Queen B as we’re going get. For now.

Fashion

Describe your personal style: Easy. Laid back. Trendless.

One thing in your wardrobe you can’t live without: Nike Frees. Hands down.

Favorite Gap piece: I have an old loose-fitting denim shirt. The buttons are starting to fall off so I replaced them with day-glo green ones.

Trend you’re working this season: I’m really into all the athletic inspired looks. Mick Jagger rocked a pair of Nike Free’s on the cover of T Magazine a few months ago. I’m into it.

Signature staple: Recently, a backwards hat. But, my friend just stole a new cap that I got. I want it back.

Last Gap purchase: The best basic white crewneck Ts. Just bought 4.

Best purchase in the last year: I bought a great vintage American Flag at the Brooklyn Flea over the summer. I’m Canadian though.

What do you dislike about fashion: There’s a whole lot. The egos. The sense of entitlement.

Favorite online retail shop: MR PORTER. They are killing it.

Life

What inspires you: Entrepreneurs.

First thing you do every morning: Grab my Blackberry.

Must-have: Nap sack.

Pet peeve: Do you have 3 hours?

Hardest thing about your job: Managing deadlines. But, that can be applied to anyone…and everyone.

Favorite thing about your job: The travel. I get to see some pretty amazing locations for work. I wouldn’t trade it for anything.

Favorite holiday: Thanksgiving! I’m Canadian, and it’s not as big in Canada as it is in the States. I’m also a sucker for Christmas. I’m Jewish – but I like the lights and the music.

People

Style icon: James Dean.

Favorite designer: I love Calvin Klein, Riccardo Tisci, and Christopher Bailey.

Constant companion: If I had a dog, it would be him.

Food & Drink

Lunch today: Whatever Delta Airlines is feeding me.

Dinner last night: Wonton Soup.

Favorite drink: The G rated version? Green Tea Lemonade from Starbucks.

Coffee: Hate it.

Snack: Not a snacker. Although, I do love chips.

Places

Favorite city: NYC homie.

Best thing about your neighborhood: Veselka. Their chicken noodle soup is epic. I think I consume a LITTLE too much of it.

Favorite restaurant: Torrisi in New York is probably one of the best restaurants I’ve ever been to in my entire life. I also don’t throw those statements out freely.

Favorite international travel spot: I just got back from Croatia. That was quite exceptional.

Entertainment

Favorite magazine: This is tough. Interview, Arena Homme Plus, Industrie, Fantastic Man, The Gentlewoman, Acne Paper.

I get my news from______: Recently, Twitter.

Last movie you loved: Midnight in Paris.

Grooming

Shampoo & Conditioner: Malin + Goetz

Moisturizer: Clarins

Scent: Airborne
by Comme des Garcons x Hussein Chalayan

Hair product: SHARPS. Best stuff I’ve found.

We love how winter’s hot new color—navy—has taken over cold-weather layers. There’s the classic blazer with gold buttons, the ever popular Breton blue-and-white-stripe pullover (our fave!), the essential Ripstop windbreaker, and countless other styles in the universally flattering midnight shade.

We took to the streets to find out who was wearing this hue as a style statement, not just a basic default. Here’s what we found when we hit up the hot spots around town (Hayes, Castro, and Union Square).

From left to right: Josh McGee, Justin Hager, and Spencer Lemon.

PS. Alex, our guest photog, happened to wear a little navy himself!…

Photos by: Alexander Abriam

Nothing says winter like a fur (faux, of course!) trapper hat. Bring on the cold. [Refinery 29]

Gap goes indie. Our not-so-holiday mixtape is here! Joy It Up. [Billboard]

Who doesn’t love a gent in denim-on-denim? This blogger’s sleek take on our classic shirting makes the ultimate denim statement. [Kyality]

We love our boyfriends! Accessorize this easy-chic jean with bold statement accessories. [Cupcakes and Cashmere]

Our fave slithering style gets a shout-out. We adore how this blogger works our snakeskin print legging jean. [Song of Style]

‘Tis the season! Turtlenecks make for the coziest first layer. Instant polish. Instant chic. See who loves ours. [Who What Wear]

From edgy-to-understated the options are endless when you “just add prints.” [Fashionologie]

Love how this blogger (and one of our own!) works GapKids into her grown-up wardrobe.  Hello, sparkly belt! [An Eclectic Heap]

Our 1969 obsession continues…and this time we’re obsessing over the design team’s latest project—a specially curated collection of lesser-known labels to be sold right alongside our fave denim styles. “Each brand we chose has an incredible story and unique individuals behind it, which makes the pieces more special and more covetable,” says the team. Bags made from reclaimed military surplus materials, reconstructed vintage jewelry, and cozy cable knit blankets given to those in need stay true to Gap’s eco-conscious and social-minded roots while cheeky screen-printed bags and African-designed footwear raise the style quotient. Check out this must-raid collection of their favorite pieces, now available at NYC & LA 1969 stores and The Grove and Glendale Galleria LA Gap stores. Another road trip is in order!