Kylie Jenner is making the most of her last days as a 27-year-old.
The entrepreneur, who turns 28 on August 10, shared a series of photos soaking in the sun in a cleavage-bearing bikini to kick off festivities for her birthday.
In the photos shared to Instagram Aug. 8, Kylie posed with a glass of red wine while wearing a matching set consisting of brown leggings and a bikini style top that showed off her voluptuous chest.
Captioning the poolside pics, she wrote, “Last friday as a 27 year old.”
And while Kylie may be leaving her 27th year behind, her pal Hailey Bieber, 28, assured her she should only feel excitement, writing in the comments, “28 is better I promise.” And Elle Fanning gave the reality star her stamp of approval as well, commenting a fire emoji on the spicy photos.
Although Kylie seems to be adjusting to life in her late-twenties, she previously expressed a more negative attitude toward getting older—once even poking fun of big sis Kendall Jenner, 29, on an episode of Hulu’s The Kardashians, when she told the then 27-year-old, “You’re basically 30.”
Kylie—who shares daughter Stormi Webster, 7, and son Aire Webster, 3, with ex Travis Scott—isn’t the only one celebrating her birthday early. Her mom Kris Jenner joined in on the festivities too. After all, the Keeping Up With the Kardashians star—who has been dating Timothée Chalamet since 2023—gifted her youngest a custom poker table for the big day.
Sharing a photo of the present—which was adorned with a big red bow and matching chairs—to her Instagram Stories, she tagged Kris and wrote, “Best birthday gift ever!!!!”
And that was only part of the lavish gift. Kris also gifted the soon-to-be 28-year-old a custom set of playing cards, with each card featuring a different iconic Kylie look.
As for who else is ringing in Kylie’s special day early? The Khy founder also shared a sweet birthday surprise from fashion house Miu Miu, which gifted her a pink bag from the designer. “Ahhh,” she wrote on August 8. “Best birthday ever.”
For more of Kylie’s best bikini pics, read on.
Vacay All Day
Wearing a Cult Gaia bikini, Kylie Jenner captioned this May 2025 snapshot: “vacation ky activated.”
Golden Girl
“Golden hour baby,” she captioned this photo in April 2023.
Pretty in Pink
Kylie channeled her inner Malibu Barbie in a metallic pink bikini in a February 2023 Instagram post.
Private Paradise
“Happyyyy place,” she captioned the post.
Sunsoaked
The Kylie Cosmetics mogul soaked up the sun by the pool.
Sheer Style
The Kardashians star posed in a see-through top paired with a paisley-print bikini bottom and matching skirt in a February 2023 Instagram post.
NSFW Swimsuit
“Free the nipple,” Kylie captioned this June 2022 Instagram pic of her unique bathing suit top.
Beach Day
The beauty mogul spent a relaxing day at the beach on May 2022 in this tan look, complete with a piña colada.
Hot Mama
Kylie posed in a hot pink bikini and matching pink sarong in an August 2021 Instagram Story vide amid pregnancy rumors.
Golden Glow
Kylie faced Leo season head-on in 2021, sharing a steamy metallic bikini pic on July 18 to celebrate the start of her astrological sign period.
Leo Goddess
“Leo season loading,” the Kylie Cosmetics founder captioned.
FOMO Factor
Kylie shared a series of vacay throwback pics with a bikini-style crop top in June 2021. “wishin i was still here rn,” Kylie captioned.
Beauty & The Beach
The cosmetics mogul serves lewks on the sand in a halter mini top and matching slinky skirt. “So beautiful,” sister Kim commented with a heart emoji in June 2021.
Those Cheekbones
Kylie stuns in June 2021 with as she laces her fingers through her hair, showing off her fierce makeup and stunning cheekbones.
Goddess Vibes
Kylie plays it up for the camera in a steamy June 2021 Instagram pic.
Sleepy & Stylish
“Do Not Disturb” Kylie captioned this May 2021 Instagram pic of her gold, beaded bikini and pink bucket hat.
Picture Perfect
Kylie was the picture of summer perfection in a metallic bikini while lounging on a boat in May 2021. Vacay goals!
Boat Blush
Kylie posed in a barely-there top while on a yacht, simply captioning the pic with a boat emoji in May 2021.
Dramatic Exit
Kylie shared an up-close look at her exiting the ocean in a black-and-white Instagram pic in May 2021.
Ready to Hose Off
A deck assistant on Kylie’s yacht offers her a hose after an ocean dip in May 2021.
Bummed Out
Kylie flaunted her derrière in a bum-forward pic that even had sister Khloe comment, “Kylie Kristen Jenner!!!!!!!!!!” in May 2021.
Silver at Sea
The KUWTK alum donned this silver bikini for a day out at sea in May 2021.
Feeling Herself
“My vibe right now is just living life,” Kylie captioned this May 2021 of her blush-colored swimsuit, paired with a gold statement necklace.
Checkmate
The reality star rocked a pink and red checkered bikini in April 2021.
Tanned Twins
Kim and Kylie are twinning in matching two-pieces as they sunbathe in April 2021.
It’s the Weekend
On Friday, April 2, 2021, Kylie wrote, “it’s the weekend.”
Bright Yellow
Kylie stunned in a bright yellow two-piece in April 2021.
A Closer Look
Kylie gave fans a close up look at her swimwear moment.
Soaking Up the Sun
Kylie caught some rays of sunshine in this Instagram pic from April.
Hit It, Kylie
“My body stay vicious,” Kylie Jenner captioned this bikini pic from March 2021. “I be up in the gym just working on my fitness. He’s my witness (oh, wee).”
