We caught up with nine NYC fashion girls on the street to go over their fall favorites, personal style philosophies, and how they’re styling their Michael Kors Laila bags this season.

There’s an unmistakable electric energy in Manhattan the moment fall starts to approach. As the fashion set trades airy summer silhouettes for tailored trench coats, rich suede textures, and 90s-inspired suiting, one accessory is taking over: Michael Kors bags. From sleek leather to bold animal prints, the brand's fall lineup proves that the right handbag is the ultimate accessory for any New York street-style look.
Fashion moves in the street before it moves online, and we're there to document it. Our team has boots on the ground in the coolest places around the world, tracking what people are actually wearing. Real people, real outfits. That's what makes OOTD.com the go-to source for outfit inspiration.
Jenn brings statement print mixing to a classic fall streetwear look, throwing an oversized beige trench coat over a crisp white polo top and wide-leg denim from her own brand, Lanje. Finished with chartreuse heels, she lets her leopard-print calf hair Michael Kors Laila bag take center stage. "My favorite thing about the bag would probably be the texture," Jenn shares. "I've been loving playing with textures and prints—I think it's a nice way to elevate an outfit."
Gabby proves that the best wardrobe pulls come with a backstory, styling a sheer 2012 Michael Kors navy zebra-print dress (originally her mom’s swimsuit cover-up) over a vintage navy slip dress. She contrasts the flowing, patterned silhouette with vegan leather wedges, Quay sunglasses, and a black leather Michael Kors Laila bag. "I would describe my personal style as expressive and personality-driven," Gabby tells us. "I usually live by the idea that 'it's not done until it's overdone.' I'm especially drawn to vintage because I love wearing pieces that not everyone else has, and finding a completely different way to style something beyond how it was originally intended."
When it comes to the city itself, she embraces the chaos: "Coming from Boston, I quickly learned that in NYC, even when you think you might be pushing it with an outfit, someone walking past you is probably doing something even crazier—so you might as well go for it." As for her go-to bag? "Everyone says every girl needs an LBD, but I think every girl also needs an LBB—a little black bag. I love the long straps, magnetic side pockets, and the little gold feet on the bottom. Those finishing touches make it feel really luxurious and sleek while still being incredibly wearable."
Julia gives us a classic Carrie Bradshaw-inspired look in a brown blazer layered over a blue sweater, Frankie Shop micro shorts, Calzedonia tights, and Tony Bianco heels. She finishes the look with a classic Michael Kors Laila Pochette purse. "My personal style is chic, cool, colorful, and very, very New York," Julia notes. "I chose a neutral everyday look with a pop of blue because it’s like the bag, you can wear it everyday, but also style it with fun pieces!"
Summer mixes boho chic with street style perfectly. She styles a tan suede fringe jacket over a vintage white tee and relaxed, tan-wash jeans, adding playful zebra-print kitten heels, Jimmy Fairly Aela sunglasses, and an eggshell leather Michael Kors Laila bag.
"I think personal style is something that constantly evolves with the season of life you’re in, and you don’t ever truly “find” it once and for all.” Summer says. "The best outfits are usually the ones that shouldn’t work, but do!" She also draws deep inspiration from nostalgia: "My style inspo goes back to childhood me—remembering what made my inner child light up and want to give my parents a fashion show. Honorable mention for my mom’s closet, too, because she shares everything with me and has given me tons of vintage pieces." Regarding her bag of choice, she adds, "It has enough personality to elevate the look, but still feels effortless. It’s the kind of bag that feels natural whether I’m throwing it on without thinking or intentionally styling it around the look."
Amy captures romantic late-summer warmth in a white Free People tunic dress cinched at the waist with a vintage suede belt. Styled with tan Steve Madden knee-high boots, Indy sunglasses, and a branded Chartreuse Michael Kors Laila satchel bag, it’s the perfect summer to fall transitional outfit. "My favorite thing about the bag is that it brings life into your outfit!" Amy shares. "The sun was out and I woke up feeling light and happy, hence the flowy boho look, but I made it NYC street style."
Shu brings a fun denim flair to the streets of SoHo, pairing cropped Express skinny jeans with a Sandro denim top featuring a rhinestone collar, finished with vintage Tom Ford for YSL python pumps. She tucks the Michael Kors Laila shoulder bag in vanilla acorn under her arm. "A Canadian tux seemed like a fresh background for the real stars of the show—in this case, creamy whites and browns to welcome in the fall," Shu explains. "I love the compartments of the Laila, it's surprisingly functional for how fashion forward it is."
Brooke brings out a fun eclectic vintage-inspired outfit, pairing Agolde jeans and a classic white tee with an Antipodean olive green robe and DMY sunglasses. She adds on the perfect matching suede chartreuse Michael Kors Laila bag. "I love the shape of the bag and how easily it sits on my shoulder," Brooke says. "The color is also an unexpected pop... I paired it with an easy jeans-and-tee base and green robe because I loved how the colors worked together."
Jackie’s style is a twist of classics and fun pieces. She wears a black Eaves mini dress under a high-shine black croc trench coat from Stoosh, finished with Dolce Vita flats and Khaite x Oliver Peoples sunglasses. She completes the look with a lepoard print Michael Kors Laila bag. "My favorite thing about the bag is the calf hair!" Jackie notes. "It's such a good sheen and is so much better than a plain print. I wanted it to stand out, so I went with all black and the shine on coat complemented the bag."
Dana’s style is romantic and eccentric, she loves anything with a lot of movement. She pairs a fringed cable-knit set from Rowing Blazers, black Schutz knee-high boots, Shevoke sunglasses, and the Michael Kors Laila Leather Pochette. "My favorite thing about the Laila Small Leather Pochette is its shape—it's sleek, slightly retro, and very 70s to me. To top it off, it has a gorgeous gold finish that elevates the whole look" Dana says. "It's getting cooler outside, so I pulled from an autumn palette and my favorite textures—leather, knit, fringe—to compliment the bag."
Sasha gives complete office-siren energy, styling an oversized vintage YSL men's suit jacket with wide-leg denim, open-heel sandals, and a sky-blue button-down. She tucks her acorn-and-brown Michael Kors Laila shoulder bag under her arm to anchor the look.
"I feel like you can describe my style in two words: comfy and classy," Sasha shares. "The shape of the purse, in a weird way, reminded me of a horse saddle, and I wanted to create a sculpted look around that." Living in New York keeps her constantly pushing her boundaries: "In a world full of social media, it’s hard not to navigate toward what everyone else is doing. But living in New York pushes me further out of my comfort zone—seeing how people push the limits of what we're used to and be fully themselves is so inspiring."
Whether you’re throwing a textured calf-hair bag over a glossy trench or pairing structured leather with ’70s suiting, getting dressed in New York should never be boring. A new bag isn't just an accessory—it’s a spark that can make you see everything else in your closet a little differently.