Back in the summer of 2014, New York City was sweltering — but Jennifer Lopez proved that style always trumps the forecast. Long before the newsboy cap’s current 2025 resurgence, she stepped out in Manhattan wearing the look with her signature, unapologetic glamour — grounding it with her go-to height-boosting secret weapon, Christian Louboutin’s “So Kate” pumps.
On that scorching Wednesday, the then–44-year-old superstar was spotted leaving her apartment in a black oversized sweater, dark sunglasses, skintight jeans, and a studded Hermès leather cuff. A retro-inspired Chanel newsboy cap — now back on runways and sidewalks this year — topped off the outfit, making it a bold yet quintessentially J.Lo choice.
J.Lo flashes a smile while sporting a chic, blue newsboy cap from Chanel, adding a touch of sparkle to her outfit
J.Lo’s long-standing love for the newsboy cap, a look she famously wore “nonstop” in the early 2000s, has come full circle. As fashion has a tendency to repeat itself, it’s fitting that the newsboy cap is making a stylish resurgence in 2025, blending nostalgia with modern flair.
Celebrity Newsboy Cap Moments Paired With Iconic High Heels
This trend revival — spotlighted in a July 2025 Marie Claire feature crediting J.Lo with bringing it back — has propelled the versatile accessory, also known as the baker boy or flat cap, onto both runways and city streets. And as our favorite celebrity looks prove, the newsboy cap pairs effortlessly with everything from towering Christian Louboutins to sleek Isabel Marant booties.
👠 Explore Celebrity Newsboy Cap Fashion & Shoe Moments on Your Next Shoes:
- 📏 See Kate Moss style a black newsboy cap with cuffed jeans and Christian Louboutin fringe booties — a timeless casual-meets-chic street style moment.
- 🌟 Spot Mos Def wearing a brown newsboy cap with a varsity jacket — hip-hop inspired streetwear with a vintage twist.
- 💃 Discover Hilary Duff’s fall outfit featuring a classic newsboy cap and Isabel Marant ankle boots — a cozy yet fashion-forward autumn look.
- 🎤 Relive Fergie’s little black dress with Chanel accessories and a chic newsboy cap — glam styling with a streetwear edge.
- 🎒 See Keke Palmer in a dark gray newsboy cap paired with winter-ready heeled boots — modern elegance with a vintage accessory touch.
- 👗 Catch Gigi Hadid’s casual street style in a Brixton Kayla newsboy cap and designer coat — understated chic for an off-duty model look.
Standing at 5ft 4 ½ (163.8 cm), Lopez grounded the look with her height-boosting secret weapon: a pair of Christian Louboutin “So Kate” pumps in classic black.
Her US size 8.5 stilettos weren’t just any heels — they were an homage to one of fashion’s most enduring icons.
On July 2, 2014, Jennifer Lopez defied the heat in New York City with a glamorous yet casual look, pairing a Chanel newsboy cap and black sweater with her go-to height-boosting secret weapon: Christian Louboutin “So Kate” pumps (Credit: TNYF / WENN)
Christian Louboutin “So Kate” Pumps: A Celebrity-Favorite Since 2013
Launched in 2013 and named after supermodel Kate Moss, the So Kate is Christian Louboutin’s love letter to sleek ’90s style. Instantly recognizable for its 120mm (4.7-inch) super-stiletto heel, sharply pointed toe, and low-cut vamp revealing just the right amount of toe cleavage, the silhouette is a masterclass in seductive minimalism.
Crafted in Italy and finished with the brand’s signature red lacquered sole, the pumps come in luxe materials ranging from patent leather to exotic skins, with black, nude, and “Loubi red” topping the favorites list.
More than a decade later, this throwback look still proves that when it comes to style, Jennifer Lopez doesn’t follow the forecast — she rewrites it.
The Christian Louboutin So Kate pumps have been spotted on numerous celebrities, including Fergie, Khloé Kardashian, and Amber Heard. They are available in a variety of colors at Mytheresa and Nordstrom.
👠 Explore Louboutin “So Kate” Shoe Moments:
- 📏 Read how Khloé Kardashian regularly turns to sleek nude So Kate pumps by Christian Louboutin to elevate her look — a go-to heel for leg-lengthening impact.
- 🌟 Discover Jessica Chastain channeling Audrey Hepburn vibes in black patent So Kate pumps under a Chanel Pre-Fall 2016 look — classic and polished elegance.
- 💃 Check out Zendaya’s standout red-carpet moments in various So Kate styles — from classic patent to playful polka-dot bubble editions — a celebration of her mastery over these towering stilettos.
- 🎤 See Emma Stone dazzling at the BAFTAs in metallic silver So Kate pumps paired with Chanel couture — modern glam meets timeless sophistication.
- 🎒 Explore Blake Lively’s bold moment wearing black-and-white striped So Kate pumps with a Giambattista Valli dress — edgy, pattern-savvy red-carpet styling.
- 👗 Admire Nicole Scherzinger’s edgy take on suede So Kate pumps worn with an all-leather ensemble — blending rock-chic edge with high-fashion polish.