Each decade in life comes with its own set of milestones. Whether it's buying your first car and landing that dream job or marrying the love of your life and starting a family, your life will evolve over time. Naturally, your style will, too. Anyone who's ever lived through their 20s can tell you that this is the time for exploring and finding yourself, and there's no doubt that this idea applies to your style, as well.
If you're the type of person to measure your life in years rather than decades, the sartorial evolution can feel more like a slow burn than a hot flash. No matter where you are in your journey from one decade to the next, you're bound to experiment with your style a handful of times before you finally land on the aesthetic that feels on par with who you are at your core. In the meantime, chances are you want a few looks to spark some creative inspiration for your next outfit.
Ahead, we've gathered the coolest looks from our favorite fashionable 20-somethings from Gigi Hadid to Zendaya. Scroll down to see them all.
Kendall Jenner, 25
Style Tip: When you want a look that feels comfortable but still put together, wear classic black midi dress.
So timeless.
I'm obsessed with oval sunglasses right now.
My ideal everyday earrings.
Yara Shahidi, 22
Style Tip: Don't be afraid to inject some color into your wardrobe—particularly sunshine yellow.
Yellow is such a cheery color.
Agolde never gets it wrong.
Yes, Birkenstocks are still cool.
Hailey Bieber, 25
Style Tip: No matter how old you are, one look that will never go out of style is an oversize button-down shirt, skinny jeans, and heels.
This shirt is a true wardrobe staple.
I love Good American jeans.
Hurry: This sale won't last forever.
Dua Lipa, 26
Style Tip: You can simply never go wrong with a classic black tank top and bootcut jeans.
You can style this bodysuit in a million different ways.
You certainly won't regret buying a classic black leather belt.
Brace yourselves: Low-rise jeans are all the rage again.
Zendaya, 25
Style Tip: To be both comfortable and chic for date night, try a belted loose-fitting shirt dress and pumps.
This is such a fantastic LBD.
These Sam Edelman shoes look triple the price.
Amandla Stenberg, 23
Style Tip: You can always sport a graphic sweater with cool pants for an athleisure-inspired ensemble.
You can never have too many striped sweaters.
Cargo pants will continue to be a popular trend for the foreseeable future.
Bella Hadid, 25
Style Tip: Opt for a '90s-inspired outfit with a fitted cardigan and relaxed jeans.
This $13 price tag is really tempting me.
It's not summer without some white jeans.
Dakota Fanning, 26
Style Tip: Planning to gear up for your next promotion? Wear a coordinated suit with a simple tee underneath.
This olive color is simply divine.
The kind of trousers you'll want to keep for decades.
Next: The Top 5 Summer Trends, According to J.Crew's TikTok-Viral Head Designer
-
6 Fashion Editors, 36 Summer Buys—Inside Our Summer 2025 Mood BoardsEverything inspiring our wardrobes this season.
-
Experienced Shoppers Are Styling Cowboy Boots With This Specific Denim Trend to Make Them Look Less CostumeyTake a page out of Kendall Jenner's style book.
-
If I Saw You in Any of These 15 Summer-to-Fall Transitional Outfits, I'd Think You Hired a StylistNice taste.
-
Put Down the Black and White Pants—This Is the Richer Color You Didn't Know You NeededElegant and on-trend.
-
What You Should and Should Not Wear to Every Major Sporting EventFrom a Liberty game to the French Open.
-
10 Outfits Europe's Chicest Dressers Are Wearing When They're *Not* on VacationStaying local is cool.
-
Just to Be Clear, *These* Are the Pants Fashion People in L.A. Are Wearing Instead of Basic JeansSpotted in Paris too.
-
The Coolest Outfits of Summer 2025 Are Actually the Laziest—Let Me ExplainEasy does it.
