Kendall Jenner dressed down to have breakfast on Monday morning with Justin and Hailey Bieber during her 'heartbreak retreat' to Aspen, CO following her split from boyfriend Bad Bunny.
The newly-single 28-year-old appeared to go make-up free beneath her dark sunglasses, and she braided her brunette mane into two plaits.
Kendall was sporting a white New Balance T-shirt over a matching long-sleeve top, flared pants, and $170 UGG 'Classic' boots.
Jenner considers herself the most athletic of her famous family thanks to her famous father, Olympic gold medalist Caitlyn Jenner.
The Kardashians producer-star - who boasts 352.6M social media followers - Instastoried two snaps of her Russell Winfield c/o Virgil Abloh snowboard on Sunday captioned: 'V with me.'
On Sunday, People was the first to report Kendall and the Puerto Rican 29-year-old split after 10 months.
'Kendall and Bad Bunny have been doing their own things lately and things slowly started to fizzle out between them,' an insider told ET on Sunday.
'They both knew going into this that it likely wouldn't be a forever type of relationship and that was mutually understood from the get-go. They have crazy busy schedules and know they're still young and have a lot more to experience individually before settling down.
'There isn't any negativity between them and they still want the best for one another. Her family still thinks highly of him. They just want her to be with whoever makes her happy, treats her with love and respect - someone that understands and can handle the attention that comes along with dating her with poise and grace.'
Jenner was last pictured with Bad Bunny (born Benito Antonio Martínez Ocasio) on October 29 having a breakfast date at the Beverly Hills Hotel.
The Society Management Model first sparked split rumors with the three-time Grammy-winning rapper on November 14 when she cryptically captioned a sunset snap: 'What's meant for me, will simply find me.'
Kendall is receiving support from her longtime friend Hailey Baldwin Bieber, with whom she shares the same stylist Dani Michelle and make-up artist Mary Phillips.
The 27-year-old Rhode founder - who boasts 50.7M Instagram followers - even recommended Jenner's 818 Tequila and shared a link on Sunday in her 'Holiday Gift Guide 2023.'
Hailey wrapped up in a camel-colored winter coat over a matching crew-neck top, baggy blue jeans, and black loafers.
Bieber accessorized with a necklace featuring a 'B' pendant as she joined the side of her husband of five years, two-time Grammy winner Justin Bieber.
The 29-year-old Canadian crooner sipped coffee while sporting a white fuzzy baseball cap, large mirrored shades, a b&w puffer coat, black snowboard pants, and white New Balance sneakers.
The Arizona-born IMG Model and Justin originally met backstage at the TODAY Show in 2009, they began dating in 2015, and rekindled their on/off romance in 2018 (three months after his split with Selena Gomez).
Hailey was seen later on Monday wearing an entirely different ensemble while surrounded by her black-clad entourage.
Bieber was serving Matrix chic in black shades, matching leather duster over a scarf, and kitten-heeled boots.
The Victoria's Secret stunner scraped her brunette locks into a severe middle-parted updo and she wore small hoop earrings.
On May 16, Hulu announced it renewed The Kardashians for an upcoming fifth and sixth season with 20 more episodes during Disney's upfront presentation.
On May 7, the Keeping Up with the Kardashians spin-off triumphantly won the best docu-reality series trophy at the 2023 MTV Movie & TV Awards.
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