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Hold the Granny Pants—Gen Z Are Loving this Y2K Styling Hack With Jeans and Skirts

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The early 2000s are back, but with a distinctly Gen Z twist. Forget structured tailoring; a new styling hack is taking hold: layering jeans with skirts. It’s a playful, unexpected combination that defies convention, embracing a touch of daring. This isn't about recreating the past, but reinterpreting it with modern confidence. This trend speaks to a desire for self-expression and a rejection of rigid style rules. For more summer inspiration, explore the "It's Giving Mermaid"—the Gen-Z approved nail colour dominating this season.
 Hold the Granny Pants—Gen Z Are Loving this Y2K Styling Hack With Jeans and Skirts

The cyclical nature of fashion is undeniable, and the current resurgence of Y2K aesthetics, particularly the exposure of underwear as outerwear, feels both familiar and refreshingly bold. We’ve seen echoes of this before, of course—the late 90s and early 2000s were defined by a daring display of midriff and a playful disregard for traditional modesty. But this isn’t a simple rehash. There’s a distinct Gen Z sensibility at play, one that feels less about overt sexuality and more about a confident reclamation of self-expression. It’s a reaction, perhaps, against the hyper-covered, athleisure-dominated trends of recent years. This shift aligns with a broader cultural conversation around body positivity and challenging conventional beauty standards, allowing individuals to feel empowered to showcase their personal style without apology. It's certainly a departure from the understated elegance championed by previous generations, as explored in [Going on Holiday Is My Favourite Hobby—8 Swimsuit Brands I Always Pack], where strategic layering and thoughtful silhouettes often take precedence. The current trend requires a different kind of confidence, a willingness to embrace exposure with intention.

The article's reference to "floss-like thongs" and "Tom Ford-at-Gucci-era butt cleavage" highlights the provocative edge of this trend, but it’s crucial to understand the context. This isn’t about mimicking the hyper-sexualized imagery of the early 2000s; it’s about reinterpreting it through a modern lens. Gen Z is curating a version of Y2K that prioritizes individuality and playful experimentation. They’re drawing inspiration from the past, but refusing to be bound by its constraints. Consider, for example, the impact of color on current trends–[“It’s Giving Mermaid”—The Gen-Z Approved Nail Colour Dominating This Summer] demonstrates the power of vibrant, expressive hues to communicate personality and mood, a parallel to the bold fashion choices we are now seeing. The focus is less on adhering to a specific aesthetic and more on using clothing as a tool for self-discovery and creative expression. This also necessitates a shift in how we perceive luxury. It's no longer solely about discreet logos and expensive materials, but about the confidence and intentionality with which one chooses to present oneself.

This trend’s broader significance extends beyond the runway and into the realm of social media and influencer culture. Platforms like TikTok have accelerated the cycle of trends, allowing Gen Z to rapidly adopt and adapt styles. The visibility of these trends online fosters a sense of community and shared aesthetic, encouraging experimentation and self-expression. However, it’s also important to acknowledge the potential pitfalls. The pressure to conform to ever-changing trends can be overwhelming, and the constant exposure to idealized images can negatively impact self-esteem. Ultimately, the success of this Y2K revival hinges on its ability to empower individuals to embrace their unique style, rather than dictate a singular standard of beauty. The beauty details explored in [“A Celebration of Versatility”: The Gorgeous Beauty Details Behind Lupita Nyong'o's July Cover Shoot] remind us that true elegance is found in embracing individuality and expressing oneself authentically, a sentiment that applies equally to fashion choices.

Looking ahead, it's intriguing to consider how this trend will evolve. Will the exposure of underwear become a permanent fixture in mainstream fashion, or will it fade as quickly as it emerged? More importantly, what will be the long-term impact on our perceptions of modesty, femininity, and self-expression? One thing is certain: Gen Z's influence on the fashion landscape continues to reshape the rules, challenging established norms and paving the way for a more diverse and expressive future. The question is, how will established brands adapt to this evolving definition of luxury and self-assuredness, and will they be able to authentically connect with a generation that values authenticity above all else?

And just like that, the butt is back. You may have spotted low-slung True Religion jeans with floss-like thongs peaking above the waistband, or backless maxis dresses sporting a healthy dose of Tom Ford-at-Gucci-era butt cleavage, either way, underwear as outerwear has become this season's biggest trend.

Underwear as outwear trend 2026

(Image credit: Who What Wear UK )

If you were around in the noughties or just a lover of archival fashion, I’m sure that you’re aware that showing off your thong is by no means new—I mean, Sisqó wrote one of the most iconic songs of all time about it. The 2000's were the decade that gave us Britney Spears' bedazzled G-string at the MTV Video Music Awards, Paris Hilton's fluorescent pink undies at the Lloyd Klein AW'01 presentation, and both came only a handful of years after Alexander McQueen introduced the "bumster" trouser that deliberately exposed the wearers crack. The "whale tale" wasn't just a trend; it was a cultural movement.

Kim Kardashian underwear as outerwear trend.

(Image credit: @kimkardshian )

After falling out of favour amid the rise of quiet luxury, bearing ones backside is back. In an era of personality-driven maximalism, the trend feels tongue-in-cheek (pardon the pun). It's less Kim Kardashian circa 2018, and more a glorious celebration of all things anti-fashion. Style and sex appeal are no longer "polished", and take on a carefree nonchalance—one that feels instinctive rather than overly styled. Unsurprisingly, some of Gen Z's most eclectic dressers have embraced the look in droves, proving that showing your pants can be inherently cool and surprisingly subversive.

But the butt didn't just make a comeback this summer—it had been quietly re-entering the conversation for quite some time. Back in 2024, Susamusa's Meadow skirt became a hit amongst the fashion set. Yes, the polka-dot print tapped neatly into the trends of the time, but it was the skirt's almost-nude-but-not-quite fabrication that made it irresistible.

@charlixcx @addisonrae @sabrinacarpenter

(Image credit: @charlixcx @addisonrae @sabrinacarpenter)

Simultaneously, the rise in popularity of Addison Rae, Charli XCX and Sabrina Carpenter, musicians who lean into lingerie to tell a story, made underwear as outwear this season’s hottest commodity. With fashion people matching their pants to their outfits and It girls like Bella Hadid and Alex Consani jumping onto the trend, it show sno signs of slowing down this summer. Scroll to shop statement making underwear below.

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