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Kendall Jenner Debuts a Chic Bob While Rocking a Preppy Look in Hollywood

Kendall Jenner Debuts a Chic Bob While Rocking a Preppy Look in Hollywood

Kendall Jenner Debuts a Chic Bob While Rocking a Preppy Look in Hollywood
Kendall Jenner Debuts a Chic Bob While Rocking a Preppy Look in Hollywood

Kendall Jenner has debuted a fresh, chic bob haircut while embracing her preppy side in Hollywood. 

Related: Kendall Jenner Debuts Chic Brunette Bob, While Ashley Benson and Husband Brandon Davis Dine in West Hollywood

The 29-year-old supermodel was spotted on Wednesday running errands, including a stop at Total Wine and More. The outing highlighted her effortlessly stylish vibe and the new hairstyle, which she first revealed earlier this week after transitioning from her recent blonde look.  Kendall wore a classic yet trendy outfit that perfectly captured the fall season. Her ensemble featured a black miniskirt from Reformation, with a hemline that rested just above her knees. 

Related: Kendall Jenner Shows Off Her Toned Abs in a Gucci Bandeau Top After NAD+ IV Therapy

She paired the skirt with a layered knit vest in soft gray, a light blue blouse, and a crisp white shirt underneath, creating a sophisticated and timeless preppy aesthetic. The look was completed with sleek black loafers, which added a polished touch to the outfit.  Her short brunette bob was styled with a middle part, falling naturally to brush her shoulders. This understated hairstyle complemented the clean, tailored lines of her outfit. Minimal accessories, including dainty earrings and oval-shaped black sunglasses, allowed her outfit to take center stage. To carry her essentials, Kendall slung a large black purse over her shoulder.  As she navigated the crowded parking lot and exited the liquor store, Kendall effortlessly showcased her poised yet approachable demeanor. 

Related: Kendall Jenner Expands Her Collection with a Rare $280K Mercedes Cabriolet

Her casual daytime outing contrasted with the more sultry look she revealed earlier in the week when she shared a series of topless black-and-white photos on Instagram. In those images, she posed with her new bob, crossing her arms to cover her torso, and directing smoldering gazes toward the camera.  This bold hairstyle change comes just a few months after Kendall experimented with blonde locks in September. Later on Tuesday, she stepped out again to show off her bob, joining actress Ashley Benson and Benson's husband, Brandon Davis, for dinner at the trendy Sushi Park in West Hollywood. For the evening, Kendall opted for a more laid-back look, wearing black trousers, a green leather bomber jacket, and a tan cap.

Related: Kendall Jenner Shows Off Toned Physique in Thong Leotard Ahead of 29th Birthday

Kendall has been vocal about her approach to style and beauty. In a September interview with *Harper's Bazaar*, she described her preference for comfortable, tomboy-inspired fashion. "I kind of love that very comfortable sense of style, a little bit tomboy," she shared. "All of that really fits into my day-to-day, and I think that for me, it's all about being comfortable." She also credited her stylist, Dani Michelle, for helping her refine her wardrobe and better understand what works for her. "There was a learning curve for sure," Kendall explained, adding that fashion is ultimately about self-expression and wearing what makes you feel confident and at ease.

Related: Kendall Jenner Embraces Parisian Chic in Two Glamorous Looks, Stealing the Spotlight at Fashion Week

Beyond her Hollywood appearances, Kendall has been busy professionally. On Wednesday, she shared campaign photos for Gucci’s holiday collection on Instagram. In one image, Kendall wore a gray printed miniskirt and matching bralette, accessorized with a head scarf and a cream-colored purse with a gold chain. Flashing a bright smile, she sat on an orange lounge chair, exuding a festive and elegant vibe. Another photo from the campaign showcased her posing in front of a black car in a snowy landscape, wearing a Gucci-logo puffer jacket, loose-fitting denim pants, and a coordinating purse. November has been an eventful month for Kendall. 

Related: Kendall Jenner Exudes Chic in Oversized Suit While Shopping in Paris After Fashion Week Runway Appearance

She celebrated her 29th birthday on November 3, receiving heartfelt tributes from family members, including her mother, Kris Jenner. A few days earlier, Kendall hosted a star-studded Halloween party at the iconic Chateau Marmont, where celebrity guests such as Megan Fox, Addison Rae, Charli XCX, and Camila Cabello were in attendance.  From her dynamic fashion choices to her professional milestones, Kendall continues to make waves as a style icon and entrepreneur. Her new bob and polished preppy look are just the latest examples of how she effortlessly balances timeless elegance with a modern edge, keeping her place at the forefront of both the fashion world and pop culture.

Related: Kendall Jenner, Heidi Klum, Eva Longoria, and Cara Delevingne Shine as L'Oréal Ambassadors in a Dazzling Paris Fashion Week Show

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