Joshua Goldman
Joshua Goldman
min read · August 7, 2025 · Entertainment

Kylie Jenner Sips Wine as TyMothée Milestone Sparks Frenzy!

Kylie Jenner was having fun with friends on Wednesday evening which she documented on social media

Kylie Jenner Sizzles in Low-Cut Top, Red Wine, and Friendship!

The 27-year-old cosmetics mogul, Kylie Jenner, was living her best life on Wednesday evening as she soaked up the sun with friends at a dinner outing. The stunning reality star, mom to Stormi and Aire, flaunted her toned tummy and generous cleavage in a sizzling low-cut black Khy top that tied in the middle. She paired it with matching low-on-the-hips leggings that left little to the imagination.

But what really caught our attention was Kylie's stunning look inside her mother Kris' $20 million mansion in Hidden Hills, California. The raven-haired beauty took to Instagram Stories last week and gave us a rare glimpse into the lavish pad she shares with her momager. We're talking vodka cocktails on the patio, an al fresco dinner on expensive china, and a breathtaking view of the swimming pool!

The 27-year-old cosmetics mogul was flashing her generous cleavage and toned tummy in a low-cut black Khy top that tied in the middle as she added matching low-on-the-hips leggings

And let's not forget about Kylie's love life! The mother of two has been spotted with several high-profile celebrities in recent months, but her rumored romance with Hollywood actor Timothee Chalamet is still going strong. The 29-year-old actor has been filming his next project, Dune: Messiah, in Prague, and it looks like Kylie is keeping busy too – she's been working on her brands Kylie Cosmetics and Khy.

But what about their Instagram relationship? It seems that Kylie is being a little selective with her follows. The 393 million followers on the photo-sharing site can attest to this, as only 119 profiles have made the cut. And guess who one of those special folks is? Timothee Chalamet, the actor she's been rumored to be dating since April 2023!

However, there's no sign that Timothee has followed Kylie back yet – a move that has left fans of the pair's ship name 'TyMothée' in a frenzy. Perhaps the actor is just playing it cool? After all, he only shares 147 posts on Instagram compared to Kylie's whopping 7,244.

The diva from Calabasas was also sipping red wine in long-stemmed glasses with her posse as they went out to dinner.

But what really caught our attention was Timothee's ex-girlfriend Eiza Gonzalez's reaction to their romance. During an appearance on Cosmopolitan magazine's online video series Cheap Shots, the actress gushed about how cute they look together and how much she loves seeing them thriving in their careers.

And speaking of love, Kylie has been keeping close to her female friends this summer as she navigates her busy schedule. But we can't help but wonder – is there something brewing between Timothee and Kris? After all, the motherager did say that Kylie's boyfriend is "lovely" and "very nice to me" during an interview with Curbed.

But what about the real estate purchases that have been making headlines? The Kardashian-Jenner family has always had a taste for luxury living, but it seems they're not afraid to splurge on their dream homes. Kris and Khloe's custom-built homes in Hidden Hills are the epitome of high-end living – with prices starting at $20 million!

Seen with a mask on

The most expensive property sold in Hidden Hills is still a record held by a property that sold for $22.3 million back in June 2019. But who needs that when you can live like royalty in a $37 million mansion? After all, as the saying goes – "you get what you pay for"!

She looked into the camera as she modeled a pink mask

Another image revealed her pointy Mary Jane stiletto heels in black patent leather

The influencer used both hands to fluff her black mane

It has been a month since the pouty pinup was last photographed with her Hollywood actor boyfriend Timothee Chalamet. That is when they were seen side-by-side in St Tropez in France during a yacht vacation

Chalamet has been named as EV maker Lucid's first-ever Global Brand Ambassador. The brand proclaims itself the maker of the world's most advanced electric vehicles

Last week Jenner shared an image vodka cocktails when at mom Kris Jenner's mansion

And there appeared to be a silver cup filled with thin cigarettes next to a black bedazzled lighter with a K on it and an ashtray with a little grumpy smoking girl in the middle