Kim Kardashian’s visit to Venice for Jeff Bezos' lavish wedding turned unexpectedly emotional as the media mogul reportedly experienced a bout of insecurity during the star-studded festivities.
While Jeff Bezos and Lauren Sanchez’s extravagant wedding drew Hollywood royalty to Italy, Kardashian reportedly felt sidelined by younger stars and left Venice emotionally drained and seeking cosmetic treatments, Closer reported.
The Amazon founder and his longtime partner, Lauren Sanchez, hosted their wedding celebration last weekend in Venice. The guest list included major celebrities such as Leonardo DiCaprio, Orlando Bloom, Sydney Sweeney, and Kim Kardashian.
Kardashian, 44, arrived at the event single following her April 2024 breakup with NFL player Odell Beckham Jr. Sources said she had hoped the weekend might present a chance at a new romance. She wore a plunging leopard print gown during one evening and later posed in a corset and fishnet tights for a photo shoot.
Sweeney, also recently single, captured significant attention from fellow attendees. The 26-year-old actress had already made headlines earlier in the year after selling soap infused with her bathwater. Her presence in Venice was a focal point both among guests and online spectators.
One of the most discussed moments involved former NFL quarterback Tom Brady, who was previously linked to Kardashian in 2023. At the wedding, Brady was seen dancing with Sweeney until 2 a.m. and later spent time sightseeing with Orlando Bloom.
Sources close to Kardashian said she had entered the weekend with high hopes and still harbored a crush on Brady. The attention he gave to Sweeney left her feeling overlooked and triggered a wave of self-doubt.
“She went into the trip with high hopes,” a source noted, adding that Kardashian had grown increasingly concerned about being single for so long. The source said that although Kardashian “still looks incredible,” she fears her age and role as a mother of four make dating more difficult.
Those close to Kardashian explained that the event reignited pre-existing insecurities about aging. The SKIMS founder has previously admitted to obsessing over her appearance and once stated that she would consume feces daily if it helped her appear younger.
In 2024, she reacted negatively to a viral aging filter that made her resemble her mother, Kris Jenner. That moment reportedly served as a sign of what she's been internally grappling with—shifting from being perceived as the "it" girl to feeling replaced by younger stars.
“She’s not mad at Sydney,” a source said, “She thinks she’s beautiful and talented.” However, the contrast reportedly served as a wake-up call for Kardashian, making her realize that her days as the center of male attention may be behind her.
Upon returning from Venice, Kardashian immediately scheduled appointments with her doctors. According to insiders, she lined up an array of treatments including injections, fillers, microneedling, lasers, and vampire facials.
While she often frames these procedures as part of her self-care regimen, a source close to her suggested that the motive behind them appears more desperate than restorative. They shared that she is constantly “chasing perfection,” a pursuit that has become “exhausting to watch.”
Kardashian has undergone numerous beauty treatments over the years, including Botox and liposuction. Her appearance and brand have long been intertwined, and the transition into her mid-40s is proving to be psychologically destabilizing, according to those close to her.
Some of Kardashian’s emotional struggle reportedly ties back to her seven-year marriage to Kanye West, who she divorced in 2021. The couple share four children: North (12), Saint (9), Chicago (7), and Psalm (6).
After West remarried Bianca Censori in 2023, Kardashian expressed feelings of resentment and regret, believing she gave “too many good years” to West. She has publicly spoken about his erratic behavior and lamented that she wishes she could bring back the version of him she once loved.
Following shorter relationships, including a nine-month romance with comedian Pete Davidson that ended in 2022, Kardashian now finds herself reflecting on how her romantic history has influenced her current emotional state. She reportedly blames West for how isolated and uncertain she feels about her dating future.
Multiple sources say Kardashian left Venice feeling disillusioned and discouraged. Although she did receive some attention during the wedding, it “wasn’t the way it used to be,” one insider said, describing the experience as a sobering shift in her sense of self-worth.
“She has the mindset that getting the most attention and praise from men is the ultimate sign of success,” a source explained. That perception may have deepened the emotional impact of being eclipsed by younger celebrities.
In the end, Kardashian is reportedly confronting the possibility that no amount of cosmetic work can recapture her twenties. According to one source, she “won’t stop trying,” but added, “She’s never going to turn back the clock.”
