Kylie Jenner Wears PJs with Kris Jenner’s Face During ‘Family Sleepover’

Kylie Jenner’s pajama collection is truly iconic.

Kylie, 28, took to Instagram on Sunday, December 8, to share moments from a sleepover with Kris Jenner, Khloé Kardashian and Scott Disick. For their cozy evening, Kylie wore a button-down top featuring Kris’ face printed all over it. Kylie wore soft makeup in the pic, rocking filled-in eyebrows, a touch of blush and lip gloss. Her brunette hair was parted slightly to the side and worn down.

Kylie lay in between Kris, 70, and Kardashian, 41. Kris and Kardashian matched in coordinating tiger-print pajamas, featuring a tan fabric adorned with black straps. Kris rocked a full face of makeup, including long lashes, a touch of mascara and lined lips. Kardashian also stunned with dewy skin, mascara and pink lips.

Disick, 42, packed in alongside Kardashian and opted for a brown crewneck, gray sweatpants and a gold watch.

The group laughed in all their pictures and beamed for the camera.

“Family sleepover,” Kylie captioned the post. Her fans were quick to gush over her photos in the comments section.

“The pjs are everything 🙌,” wrote the official Kardashians Hulu account. Her fan added, “I LOVE Scott is there🥰,” while another commented, “FOMO iconic night 🙌.” Another follower commented, “LOVE THIS.”

When she’s not relaxing in pajamas, Kylie opts for sexy looks including latex outfits, sizzling bikinis, plunging tops, curve-hugging dresses and more.

For example, earlier this month she sizzled in a fiery latex look featuring a cleavage-baring neckline, long sleeves and a fitted bodice. She wore the top with low-waisted blue jeans and diamond rings.

Kylie made her look even hotter with smokey eye makeup including brown shadow patted into her crease and long, flirty lashes. The rest of her glam deaured blushed cheeks and a lined, glossy pout. Her brunette hair was worn down with her ends blown out into bouncy curls.

Kylie previously opened up about her signature style, sharing in May 2025 that her “baddie” era never ended, even after making her relationship official with Timothée Chalamet in 2023.

While chatting with Dazed, Kylie was asked if she’s parting ways with her “baddie” phase after being seen with soft glam and more casual outfits.

“That’s so funny, I’ve seen that before too, and I’m always like, first of all, the baddie never left,” Kylie said, setting the record straight. “I wear a latex dress at least once a week. Like, where do you guys think the baddie went?”

She added that just because she wore a “flowy dress” in the spring didn’t mean that her sexy pieces are going anywhere.

“People saw me in a flowy dress once in my life, and they were like, ‘She’s gone!’ I wore a sundress once in Palm Springs, you know – like, can a girl wear a sundress once?” the Kylie Cosmetics founder laughed.

Since starting her relationship with Chalamet, 29, fans wondered if the actor influenced her style, but she specified that her supporters had nothing to worry about.