I Live in Casual Clothes, Here Are 5 Outfit Ideas I Love

Fun fact—I don’t really love to dress up. If I had it my way, I’d live life in jeans, a pullover, a moto jacket, and sneakers every day. Fortunately, as a writer that works from home mostly, this sartorial dream is often the reality. While I do tend to stick to the uniform mentioned, I’m always on the hunt for fresh casual ‘fits to test out in my off-duty life. And yep, I usually turn to some of the coolest fashion girls for inspiration (regardless that I’m a man). If you too are on the hunt for a new low-key ensemble to kick it in this winter, I’m sharing my top five looks of the moment right here. Keep scrolling for perfect outfit ideas you’ll basically want to live in all season long.
Yes, you can still make a statement in your "chill" clothes with a vibrant sweater, jeans, and on-trend chunky boots.
I'm v into this ensemble for a day of exploring with the statement camel coat, graphic top, cropped jeans, and boots.
Stay comfortable and cool with a cozy pullover, joggers, and high-top sneakers.
An all-purple 'fit feel so forward right now—especially with key pieces like an eye-catching puffer, casual pants, and sneakers.
You can never go wrong with camo for an instantly cool vibe mixed with a contrasting jacket and trainers.
Next, check out the skinny jean outfits Jessica Biel loves.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
Here You Go: 5 Trend-Forward Fall Outfit Ideas I Think Are Wildly Chic
These looks get a yes.
-
Blue Jeans Are Fine, But for Fall, Chic People Know This Controversial Denim Trend Looks Richer
Hot take incoming…
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
5 Chic End-of-Summer Denim Outfits That Will Make You Look Like a Fashion Person
From Stockholm to Paris to London.
-
The "No White After Labor Day" Rule Is Out—These Chic Outfits Are In
Who says white has to have a season? We’re wearing it all year long.
-
The Chic 2-Piece Outfit Busy Fashion People Always Wear in September
Awkward weather, conquered.
-
This Simple Fashion Person–Approved Layering Technique Changed the Way I Wear My Basics
Effortlessly cool.
-
Goodbye, Bubble Shorts—Everyone Everywhere Is Wearing This "Dated" Pant Trend Instead
Here's how It girls in New York, London, Copenhagen, and more are styling them in 2025.