Have a Very J.Crew Holiday in a New Collaboration With Ukrainian Designer Anna October

j.crew holiday
Photo: Courtesy of J.Crew

A new J.Crew holiday collection offers ultimate proof that the brand is cool again. After a few years of laying low, it’s back on the fashion radar with offerings that go beyond the always-dependable selection of colorful sweaters and one-piece bathing suits. Now, a collection created in collaboration with the Ukrainian designer Anna October, who is known for infusing her super-feminine party dresses with a heavy dose of hip, is sealing the deal.

“I’ve been following Anna on Instagram for years, since she started her collection,” says Olympia Gayot, creative director and executive VP of women’s design at J.Crew. “I think it’s very hard to cut a good dress, and she does it in such a perfect way—very flattering to the woman’s body. Her dresses are showstoppers but they’re also very simple.”

“Do you want to show your legs Is it about your waist your back your decolletage Its about picking the silhouette that...

“Do you want to show your legs? Is it about your waist, your back, your decolletage? It’s about picking the silhouette that you find flattering based on your favorite parts of your body,” says Olympia Gayot about Anna October’s J.Crew Holiday collection.

GENIA VOLKOV
“I always wanted to play with a sequins they are so 90s to me” explains Anna October.

“I always wanted to play with a sequins, they are so ’90s to me,” explains Anna October.

Photo: Cate Underwood / Courtesy of J.Crew
“People love to wear red during holidays but this is a richer sort of wine that you could wear afterwards and not feel...

“People love to wear red during holidays, but this is a richer sort of wine that you could wear afterwards and not feel like ‘I’m wearing a Christmas dress’,” adds Gayot.

Photo: Cate Underwood / Courtesy of J.Crew

The connection between October and the American retailer lies in their shared love for simplicity. “I’m such a big fan of the J.Crew heritage and the image they built up in the ’80s and ’90s,” says October. “The campaigns were all about the woman I want to be, the women I think all girls want to be—elegant, but natural; always very chic.” In fact, her love of the brand may have gotten the best of her initially. “When I first started to design the collection; I think I went too deep into the archives; I was too obsessed,” October says, laughing conspiratorially. “And then I realized that this was about Anna October for J.Crew not Anna October making a collection as a designer for J.Crew.” But that obsession informed the collection’s best pieces: a chunky off-white sweater “collaged” from different cable knit patterns and the slip skirt made from different shades of cream and white satin that it’s paired with.

“I grew up on American movies, and I was thinking about Michelle Pfeiffer in the ’90s, and I imagined making something for her. Something cozy, but sexy,” October explains. “I went into the archives and started picking different cable knit textures and putting them together, so it’s like an homage to the classic J.Crew sweater, but in a very Anna October way.” Although the slip skirt fits quite nicely alongside J.Crew’s own offerings of late (its version is called, quite appropriately, the “Gwyneth,” and it’s inescapable), October’s take on it is her own. “The idea came to me when I was thinking about a woman getting undressed, and maybe her lingerie and her stockings are different shades, so it’s sort of a vision of a woman being naked.”

Chunky knitwear slip dresses and skirts and cashmere are some of the highlights of Anna Octobers J.Crew holiday collection.

Chunky knitwear, slip dresses and skirts, and cashmere, are some of the highlights of Anna October’s J.Crew holiday collection. 

Photo: Cate Underwood / Courtesy of J.Crew
Anna October is based between Kyiv and Paris and the J.Crew team is based in New York. “It was so organized and...

Anna October is based between Kyiv and Paris, and the J.Crew team is based in New York. “It was so organized and comfortable; I enjoyed working with the team so much,” October adds.

Photo: Cate Underwood / Courtesy of J.Crew

That same naked-but-dressed vision permeated one of the most opulent—and one of Gayot’s favorite—offerings from the collection: a slinky, off-the-shoulder cashmere dress. “We are a brand known for cashmere, so to see a special-occasion, sexy bodycon dress in cashmere is really cool,” she says. “I tried it on and it’s extremely flattering; it has the right amount of stretch in it so that it actually hugs your body. It s kind of unexpected, but it feels like a really nice hybrid between her sensibility and our brand, which I love.”

October is excited to see her vision of femininity expressed for a wider range of bodies. “In my collection I only produce three or four sizes, and J.Crew makes 10 to 12. I didn’t know what my designs would look like on a size 24, and now I’m seeing it and I love it; it’s so nice to be able to be more size inclusive.” As warrants a J.Crew holiday collection, there are feather details, sequins galore, and the requisite red dress, though it’s more a rich shade of Bordeaux than Ho Ho Ho–red. “I always want something red before New Year,” October says. “It’s not a color I usually wear but it just feels so energetic, and this collection is made for living.”

Shop the full collection, below.

Anna October x J.Crew

patchwork cable-knit crewneck sweater

Anna October x J.Crew

trousers

Anna October x J.Crew

side-slit dress

Anna October x J.Crew

sequin slip dress

Anna October x J.Crew

side-cutout slip dress

Anna October x J.Crew

cowl cross-back dress

Anna October x J.Crew

off-the-shoulder sweater-dress

Anna October x J.Crew

sequin skirt

Anna October x J.Crew

off-the-shoulder top

Anna October x J.Crew

patchwork skirt

Anna October x J.Crew

off-the-shoulder bodysuit

Anna October x J.Crew

bustier mini slip dress

Anna October x J.Crew

bustier slip dress

Anna October x J.Crew

crystal necklace

Anna October x J.Crew

feather-trim strapless top

Anna October x J.Crew

cropped bustier top