Kylie Jenner is opening up in unusually candid terms about how becoming a mother at 20 shaped her twenties. In a new interview tied to her August 2026 Who What Wear cover story, the 29-year-old beauty mogul and reality television star said she felt she “lost some of those young years” after having her daughter Stormi and son Aire in quick succession before turning 25.
The comments have drawn significant attention because they come from someone whose entire adult life has played out under an unrelenting public spotlight. Jenner’s reflection is not framed as regret over having her children, both of whom she has spoken about repeatedly with warmth and affection, but as a candid acknowledgment of what she describes as a compressed transition from teenager to mother of two, layered on top of postpartum depression and the emotional demands of two pregnancies.
Here is a full breakdown of what she said, what her comments mean in context, and how they fit into her broader shift in how she is approaching her late twenties.
What Kylie Jenner Said
Speaking with Who What Wear for the magazine’s August 2026 cover story, Jenner reflected on the pace at which she moved through her early adulthood.
She said she felt she had lived an unusually adult life during her early twenties, which shaped her current mindset going into her thirties. She said her focus now is on avoiding regrets, taking on brave things, and giving herself more opportunities she can pursue.
The most quoted line from the interview came when Jenner described a promise she made to herself at age 25.
She said she had promised herself that she would not have any more children for the time being and would instead enjoy the second half of her twenties. The first half of her twenties, she explained, had been consumed by pregnancy, the year of recovery that followed, her mental state, her postpartum depression, and other related challenges. It felt, in her words, like she had lost some of those young years of her life.
Jenner welcomed her daughter Stormi Webster on February 1, 2018, when she was 20 years old. Almost exactly four years later, on February 2, 2022, she welcomed her son Aire Webster at 24. Both children were born during her relationship with rapper Travis Scott. She was 25 when Aire’s first year began, making the promise she referenced roughly aligned with the end of her second pregnancy recovery period.
The Full Context of Her Postpartum Struggles
Kylie Jenner has spoken publicly about her mental health following both pregnancies over the past several years, and her Who What Wear comments continue a pattern of honest reflection rather than representing a sudden new disclosure.
In an August 2024 British Vogue interview, she said her postpartum depression after Stormi’s birth lasted a full year. Following Aire’s birth, she described her experience as major baby blues that also stretched on for a comparable stretch, saying she became emotional over things she would not normally have been affected by.
In her October 2024 Elle magazine cover story, she elaborated further on how the early part of her twenties disrupted her sense of personal identity. She spoke about learning what her personal style was and then losing it, not knowing how to dress at times, and gaining 60 pounds across both pregnancies. She said it took her a year to feel like herself again after each birth.
Despite the openness about these challenges, Jenner has consistently framed her overall journey with grace and without wishing to erase any part of it. In the Elle interview, she said she tries not to have too many regrets and that her path had brought her to where she is today.
What Comes Next: Career Reinvention and Acting
Jenner’s Who What Wear interview also served as a kind of statement of intent for the rest of her twenties. She spoke about turning 29 and feeling a version of what she described as a ticking clock, even though she remained young by any reasonable measure.
She emphasized wanting to try new things, step outside her comfort zone, and pursue opportunities she might have otherwise passed on. One of the most specific areas she mentioned was acting. She said two scripts had come to her recently that she passed on, but that she had read something new that genuinely interested her, describing it as a pilot that had not yet been picked up.
Jenner credited her older sister Kim Kardashian, who has appeared in projects including American Horror Story and All’s Fair, as a source of inspiration for pursuing acting. She described Kim as someone who chases things that both excite and scare her.
She also spoke about pulling back from her phone and social media, saying she deletes her apps often and no longer feels it is appropriate to spend the day scrolling on TikTok now that she is a mother of two and no longer a teenager.
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The Timothée Chalamet Factor
Since 2023, Jenner has been in a relationship with actor Timothée Chalamet, following her split from Travis Scott. The couple has been together for approximately three years and has become increasingly visible together, attending the 2026 Golden Globes, the Oscars telecast, and the BAFTAs together, and appearing in matching outfits at the December 2025 premiere of Chalamet’s film Marty Supreme.
In a March 2026 Vanity Fair cover story, Jenner discussed her family plans in more explicit terms, saying she wanted to focus on herself, her businesses, her existing children, and travel during the last years of her twenties, before eventually having more children.
Her Who What Wear comments align with that stated timeline. Rather than closing the door on more children entirely, Jenner is describing a deliberate pause during which she wants to reclaim some of the personal freedom and exploration that was compressed during her first two pregnancies.
Why the Comments Struck a Chord
Jenner’s remarks resonated widely on social media and in coverage because they cut against the typical framing of celebrity motherhood, which often emphasizes only the joyful and rewarding aspects. Her willingness to describe postpartum depression, physical recovery, and a sense of lost time in the same breath as expressing love for her children reflects a more nuanced version of the modern motherhood conversation.
That candor also comes at a moment when many women in Jenner’s generation are having children later in life on average, which makes her early experience with parenthood, and her reflection on it, a distinct data point in ongoing cultural conversations about when and how to have children.
For Jenner specifically, whose public identity has evolved from teenage reality show cast member to youngest self-made billionaire to mother of two to fashion mogul in less than a decade, the comments represent a rare pause for reflection rather than promotion.
Who Is Kylie Jenner?
Kylie Kristen Jenner was born on August 10, 1997, in Los Angeles, California, to former Olympic decathlete Bruce Jenner (now Caitlyn Jenner) and Kris Jenner. She is the youngest of the Kardashian-Jenner siblings and rose to fame as part of the reality television series Keeping Up with the Kardashians, which premiered in 2007 when she was nine years old.
She launched Kylie Cosmetics in 2015 at age 17, initially with a line of lip kits that sold out within minutes of their release. The company grew rapidly, and in 2019, Forbes named her the youngest self-made billionaire in the world at the age of 21, a designation the magazine later revised amid controversy about the accuracy of her reported revenue figures.
Jenner has since expanded her business portfolio to include the skincare line Kylie Skin, the fashion brand Khy launched in 2023, and a range of other ventures. She also stars in The Kardashians, the family’s Hulu reality series that premiered in 2022 following the end of Keeping Up with the Kardashians.
FAQ
Does Kylie Jenner regret having children in her 20s?
Jenner has not said she regrets having her children. In her August 2026 Who What Wear interview, she said she felt she “lost some of those young years” of her life due to the combined demands of two pregnancies, postpartum recovery, and postpartum depression during her early twenties. Her comments were framed as reflection on the intensity of that period rather than regret about her children themselves.
How old was Kylie Jenner when she had her kids?
Jenner gave birth to her daughter Stormi Webster on February 1, 2018, when she was 20 years old. She had her son Aire Webster on February 2, 2022, at age 24.
Who is the father of Kylie Jenner’s children?
Both of Jenner’s children were born during her on-and-off relationship with rapper Travis Scott. The couple ended their relationship in early 2023.
Is Kylie Jenner dating Timothée Chalamet?
Yes. Jenner has been in a relationship with actor Timothée Chalamet since 2023. The couple has been together for approximately three years and has appeared together at major awards ceremonies including the 2026 Golden Globes, Oscars, and BAFTAs.
Does Kylie Jenner want more children?
Yes, but not immediately. In multiple 2026 interviews, Jenner has said she plans to focus on herself, her businesses, and her existing children through the end of her twenties, but has expressed a desire to have more children in the future.
Did Kylie Jenner have postpartum depression?
Yes. Jenner has spoken publicly about experiencing postpartum depression after both of her pregnancies. In a 2024 British Vogue interview, she said her postpartum depression after Stormi’s birth lasted a full year, and she described a similarly extended period of major baby blues following Aire’s birth.
What is Kylie Jenner’s net worth?
Estimates of Jenner’s net worth vary. Forbes named her the world’s youngest self-made billionaire in 2019 at age 21, though the magazine later revised that designation. Her wealth comes primarily from Kylie Cosmetics, Kylie Skin, her fashion brand Khy, her share of The Kardashians reality series, and various brand endorsements.
Is Kylie Jenner pursuing acting?
Jenner has expressed interest in acting in recent interviews. She told Who What Wear in August 2026 that she recently read a pilot script that interested her, though the project has not yet been picked up. She cited her sister Kim Kardashian’s acting work as inspiration.
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Last Updated on August 28, 2026 by 247 News Around The World
