When you’re dating someone as famous as Timothee Chalamet, the pressure to meet their family can feel pretty intense.
But for Kylie Jenner, introducing her boyfriend to her famous family meant taking it to the next level.
In a carefully planned move, Kylie arranged an unforgettable family holiday to Italy to officially introduce Timothee to her £770 million empire — the Kardashians.
A Castle Getaway for a Family Introduction
Instead of a simple dinner or casual meet-and-greet, Kylie took things to a whole new level by renting out the entire Reschio Hotel.
This luxurious, 10th-century castle located in the picturesque Italian countryside became the setting for what insiders are calling an “induction” for Timothee into the Kardashian-Jenner clan.
The family getaway was more than just a chance for the couple to relax; it was a pivotal moment for Timothee to connect with Kylie’s family, including her ever-present “momager,” Kris Jenner.
The trip was especially significant as it was their first real family gathering, even though Timothee had briefly met Kris, Kim, Khloe, Kourtney, and Kendall before.
A source shared with MailOnline, “It wasn’t until Timothee went on that holiday with the girls and Kris — and a bunch of Kylie’s friends — that he was considered part of the family.”
That retreat solidified their bond, and it was during that time that the couple truly fell for each other.
Exploring Italy in Style
The Reschio Hotel is a dream destination — nestled between Tuscany and Umbria, the castle’s beauty is simply unmatched.
After being restored by the Bolza family, the estate boasts 1,500 hectares of lush greenery, olive groves, and cypress trees.
Its ancient stone walls and custom-made Italian furnishings provide a charmingly rustic yet luxurious experience for guests.
During their stay, Kylie and Timothee enjoyed several intimate moments in this idyllic setting, including a quiet picnic in a meadow where Timothee gifted Kylie with birthday flowers.
The couple was often seen enjoying each other’s company, kissing by the pool or having sunset drinks.
Despite the media frenzy surrounding Kylie, the pair kept their romance under wraps, with Kylie even sharing vacation snaps without revealing Timothee’s presence.
Experiencing the Ultimate in Luxury
For those looking to stay at Reschio, luxury comes at a premium.
The Grand Rooms, priced at £1,000 per night, offer stunning views of the estate, with exposed wooden beams and four-poster beds.
For an even grander experience, guests can book the Tower Suite, which costs a jaw-dropping £3,298 per night.
This suite, located in the oldest part of the castle, offers panoramic views, a rooftop garden, and even an outdoor bathtub — perfect for those wanting to bask in the beauty of the Italian countryside.
But it wasn’t just about lavish accommodations.
Kylie and Timothee immersed themselves in the local culture, indulging in activities like pasta-making and wild swimming in Lake Trasimeno.
The hotel offered a variety of experiences, including horseback riding through the grounds, wine-tasting, and even guided foraging walks, which were followed by delicious meals made from freshly picked ingredients.
Sealing the Deal with a Public Declaration
Their love story reached new heights in September 2024 when Kylie and Timothee made their first public appearance as a couple at the US Open, kissing in front of a cheering crowd.
While the couple had been seen together on a few occasions, their relationship was kept mostly private.
However, just one month after their Italian holiday, they confirmed their status by locking lips at the Golden Globes, proving they were more in love than ever.
As Kylie Jenner and Timothee Chalamet continue to defy expectations, their relationship remains one of Hollywood’s most talked-about.
The couple has already shown they are in it for the long haul, and fans can only wait to see what’s next for this star-studded pair.
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