Kendall Jenner shows off her new bob as she embraces her preppy side in Hollywood

Kendall Jenner showcased her chic new bob as she stepped out for an errand run in Hollywood on Wednesday.

The supermodel, 29 - who first unveiled the fierce new hairstyle earlier this week after ditching her blonde locks - could be seen stopping by Total Wine and More to pick up a few items.

She flaunted her preppy fall style wearing a black miniskirt that contained a hem that stopped inches above her knees.

Jenner additionally wore a gray, knit vest as well as a light blue blouse and white shirt underneath.

For a finishing touch to the overall ensemble, the TV personality slipped into a pair of sleek, black loafers.

The star's short brunette locks were parted in the middle, and fell down naturally to nearly brush the tips of her shoulders.

Kendall opted for minimal accessories to allow her outfit to be the main focal point, and added a pair of dainty earrings.

The media personality - who currently boasts 290 million Instagram followers - also sported a pair of oval-shaped, black sunglasses.

She easily carried a large, black purse over her right shoulder to hold a few items she needed during the daytime excursion.

Jenner was seen making her way through a crowded parking lot and later exited the liquor store before heading to her next destination.

Earlier on Tuesday, The Kardashians star debuted her new bob in a series of black and white photos on Instagram as she posed topless.

The model sent sultry gazes towards the camera as she crossed her arms over her upper torso for the images.

Kendall's latest hairstyle comes not long after she opted to go blonde a few months earlier in September.

Later on Tuesday, Jenner once again showed off her shorter cut while joining Ashley Benson and her husband Brandon Davis for dinner.

The group grabbed a bite to eat at the celebrity hotspot, Sushi Park, in West Hollywood.

Kendall was stylishly casual wearing a pair of black trousers as well as a green, leather bomber jacket and a tan cap that was placed on top of her head.

During an interview with Harper's Bazaar in September, she opened up about beauty and her own sense of style.

'I kind of love that very comfortable sense of style, a little bit tomboy,' the star expressed to the outlet.

'All of that really fits into my day-to-day, and I think that for me, it's all about being comfortable.'

She also later gave a shout out to her stylist, Dani Michelle, when it came to understanding her personal fashion sense. 'There was a learning curve for sure.'

'But but I do believe that knowing your body type, knowing what works well on you, knowing your silhouettes...it's really important.'

Jenner continued, 'Fashion is all about expressing yourself and wearing what you love and what makes you the most comfortable.'

The 818 Tequila founder has been keeping busy, and recently starred in new campaign photos for Gucci - which she also shared to her main Instagram page on Wednesday.

In one image, the TV personality could be seen flashing a cheerful smile while sitting on an orange lounge chair.

She showcased her toned figure wearing a gray, printed miniskirt as well as a matching bralette top for the brand's holiday collection.

Kendall completed the fashionable look by wearing a head scarf and held a cream-colored purse with a gold-chained strap in her hand.

Another picture showed Jenner posing in front of a sleek, black vehicle in the snow and bundled up in a puffer jacket with the brand's logo printed on the material.

The reality star additionally slipped into a pair of loose-fitting, denim pants and carried a Gucci purse in her right hand.

Earlier this month on November 3, Kendall notably celebrated her 29th birthday and received birthday tributes from family, including mom Kris Jenner.

And days before, Jenner hosted a star-studded Halloween party at the Chateau Marmont - with celebrity guests such as Megan Fox, Addison Rae, Charlie XCX and Camila Cabello in attendance.