Kendall and Kylie Jenner on Fashion, Trends, and Imagining Hillary Clinton in a Jumpsuit
Kendall and Kylie Jenner discuss style, trends, celebrity encounters, and give their unique take on Fashion Week moments.

Kendall and Kylie Jenner on Fashion, Trends, and a Hypothetical Hillary Clinton Jumpsuit Moment
Kendall Jenner and Kylie Jenner have long held the public eye, from dominating social media to making bold statements across runways and pop-culture headlines. As New York Fashion Week kicked off, the Jenner sisters hosted a lively event at their new pop-up shop, nestled within Samsung’s iconic 837 building in Manhattan’s bustling Meatpacking District. Between celebrations of their latest collection and the cosmic swirl of fans and press, Cosmopolitan was granted an exclusive, rapid-fire interview with the duo that delivered bold insights, playful banter, and a dash of unexpected political fashion fantasy.
Below, explore the Jenner sisters’ candid takes on their new line, thoughts on fashion’s forever-changing trends, the etiquette of fan encounters—and what they’d dress Hillary Clinton in for a dramatic transformation.
Inside the Pop-Up: A Jenner Takeover in Manhattan
New York’s Fashion Week pulses with energy: launches, after-parties, star sightings, and perpetual flashes of the latest must-haves. For Kendall and Kylie Jenner, the moment was marked with the unveiling of their pop-up shop—a space brimming with pieces that distill their personal styles into accessible luxury. Crowds mingled as music thumped, eager to glean a glimpse of the sisters and maybe steal a dash of their cool-girl magic.
- Location: Samsung 837, Meatpacking District
- Occasion: Launch of the Kendall + Kylie latest fashion collection
- Atmosphere: Party-like, buzzing with celebrities, influencers, and media
Question One: What Would Hillary Clinton Wear?
The interview kicked off with an unexpected twist, inviting the sisters to imagine styling none other than Hillary Clinton, the former Secretary of State and then-presidential candidate, in their own designs.
What piece from this collection would you like to see on Hillary Clinton?
Kendall: “Oh my god! I don’t know… this!”
Instantly, attention turned to Kendall’s own outfit of the night—a striking black jumpsuit featuring a bold, open midriff. The question teased at fashion boundaries and playful transformation, giving a fresh spin to thinking about political style icons.
Details of the Look:
- Jumpsuit: Black, with an open midriff panel
- Modern silhouette: Clean lines and a striking presence
- Subversive edge: Elegant but unexpected, challenging the conventions of traditional political wardrobes
Has Hillary Clinton ever worn a jumpsuit?
Kendall: “No, but it would be cool on her.”
The suggestion’s not rooted in past reality, but in fashion’s power to reimagine. While Clinton’s signature look is the tailored pantsuit, Kendall’s bold vision offers a playful challenge to established norms. The remark sparked laughter—yet lingered as an interesting what-if, reflecting how fashion can catalyze new ways of seeing familiar figures.
Imagining the Makeover: What if a former First Lady rocked runway rebellion?
- Statement-making: Blurring lines between generational style icons
- Media attention: Such a shift would invite headlines and debate, fusing fashion and politics
- Cultural commentary: The idea hints at changing expectations for female public figures
What would Kylie have picked?
Kylie Jenner didn’t jump in on this particular question, leaving us amused at the prospect of Hillary donning Kylie’s own chic ensemble—a nod that, even unspoken, the younger Jenner would likely approve of a similarly on-trend reimagining.
Question Two: Trends the Jenners Are Ready to Retire
What trend are you totally sick of and never want to wear again?
Kendall: “Ooh! I don’t know!”
Kylie: “I don’t know.”
Both sisters hesitated, dodging easy platitudes about what not to wear. While trends come and go with each season, the Jenners are nothing if not diplomatic—even when pressed to denounce a past obsession or fleeting fad. Their reluctance may hint that as style leaders, they’re cautious about drawing definitive lines; after all, fashion’s greatest currency is its flexibility to reinvent what was once passé.
- Style Diplomacy: Refusing to banish trends outright
- Trend Cycles: Acknowledging fashion’s power to revive the “unwearable”
- Personal Style: The siblings’ signature mix always leaves room for risk-taking
Question Three: The Do’s and Don’ts of Taking Photos with Celebrities
What’s the worst thing someone can do when asking to take a picture with you?
The Jenner sisters have become experts at navigating the high-speed landscape of fan interactions and photo ops. Yet despite their celebrity, some etiquette can still make or break a moment.
- Kendall: “Not talk to us. Like, just come up and just take it and then walk away.”
- Kylie: “Yeah. A lot.”
- Kendall: “I’d like to talk to you. Say ‘hi’ at least.”
The sisters reveal that the biggest letdown is fans who skip the hello—the few words that turn a transaction into a genuine exchange. For all the attention, there’s a simple human wish for acknowledgement, even in the rush of a viral selfie.
And maybe ask to take a picture?
Kendall: “Yeah. That would be nice.”
- Tip for Fans: Greet your favorite star—be polite and personal
- Photo Etiquette: Always ask before snapping; a little kindness goes a long way
- Acknowledge the Moment: Even a quick “hi” makes memories sweeter for everyone involved
Fashion’s Future: Where Kendall and Kylie Lead
The brief but memorable Cosmopolitan interview offered more than a glimpse into the sisters’ fashion savvy—it delivered insight into what it means to be a modern icon, savvy about both personal and public image.
- Unpredictable Style: Both sisters are unafraid to push boundaries, from bold jumpsuits to ever-changing hair colors
- Influence: As designers, models, and beauty moguls, their reach shapes trends worldwide
- Humor and Humanity: Their responses, steeped in candor and wit, remind fans that even at the top, authenticity matters
The sisters’ ability to straddle the lines between media spectacle and relatable reality is part of what keeps them forever relevant—willing to laugh at themselves, field oddball questions, and champion the playful potential of style.
Table: Key Insights from the Interview
Question | Kendall Jenner’s Answer | Kylie Jenner’s Answer |
---|---|---|
What would you dress Hillary Clinton in? | Her own black jumpsuit, open midriff | (No answer, but likely her own outfit) |
Trends sick of? | “I don’t know!” | “I don’t know.” |
Worst photo etiquette from fans? | Taking pictures without talking | Agrees: happens a lot |
Frequently Asked Questions (FAQs)
How did the interview with Kendall and Kylie Jenner take place?
The interview occurred during the Jenner sisters’ pop-up event for their fashion collection at Samsung’s 837 building in New York City, at the start of Fashion Week. A Cosmopolitan reporter asked a limited set of rapid-fire questions off the party floor.
What was the main highlight of Kendall Jenner’s fashion suggestion for Hillary Clinton?
Kendall Jenner humorously suggested Hillary Clinton could wear her own black jumpsuit with an open midriff, introducing a playful idea of reinventing the traditional pantsuit with a bold, modern twist.
What advice do the Jenners have for fans wanting photos?
Both Kendall and Kylie value politeness and genuine interaction—fans should say “hi” and ask before taking a photo, turning awkward moments into positive, memorable encounters.
Did the Jenners point out any fashion trends they dislike?
Neither Kendall nor Kylie named specific trends they disliked, emphasizing their openness to evolving styles and their refusal to dismiss any trend outright.
Why does the idea of Hillary Clinton in a jumpsuit matter?
Beyond its humor, the suggestion highlights conversations about how fashion reflects and shapes public perceptions, especially of women in politics—challenging expectations and normalizing bold change.
What makes the Kendall + Kylie style popular?
- Accessible luxury influenced by street style
- Bold silhouettes and detail-driven design
- Reflects both Kendall’s chic minimalism and Kylie’s trend-driven flair
Style, Celebrity, and the Power of Reimagination
The Kendall and Kylie Jenner story is one of high fashion meeting playful irreverence, set against the ever-shifting landscapes of celebrity and digital culture. Their answers—quick, candid, and occasionally cheeky—capture the way style can intersect with politics, fandom, and the everyday joy of self-expression. The imagined image of Hillary Clinton, political powerhouse, in a daring black jumpsuit, is a testament to the genre-bending, expectation-defying magic that keeps fashion (and the Jenners) always a step ahead.
Above all, their message is simple: fashion is about personal connection, fearless self-expression, and the confidence to break the mold—whether at Fashion Week, on the campaign trail, or anywhere in between.
References
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