This Look Is Controversial for Some, But It's All I Want to Wear Now

Classic staples have gotten the oversize treatment over the last few seasons. Blazers have gotten looser and longer, shirting is roomier, and even jeans are baggier. This more relaxed aesthetic certainly may seem controversial for some—especially when an entire silhouette is made up of more oversize items with the proportions feeling different. For me, it’s all I want to wear now. As someone that used to live in skinny jeans paired with more fitted tops and has recently ventured into looser denim, this new vibe just feels fresh and forward to me.
When I slip into my favorite oversize shirt and baggy jeans, I feel like I’m stepping out in a very relevant and cool outfit. On that note, I have a plethora of ensembles saved on IG that I’m interested in testing out this season and/or to keep in the back of my mind to suggest to others when they ask for chic outfit ideas. I thought I’d round up a few of the standout looks in case you’re looking to test out the oversize look as well. Keep scrolling for more, complete with a smattering of shopping picks to inspire your further.
This is one outfit I’m 100% going for soon with the relaxed white shirt, oversize blazer, and loose jeans. The sneakers add a nice touch.
I don’t have a pastel oversize shirt yet, but I want to buy one soon to wear with my favorite jeans and chic accessories.
This ensemble is so effortlessly chic with the trench coat, coordinating pants, and cool Converse sneakers.
Relaxed, tailored shorts with a tucked-in white blouse is quite polished for summer.
A denim shirt is quite fresh with loose trousers for the season. A baseball cap adds a relaxed feel as well.
Next, check out more easy outfit ideas.

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.
-
Don't Pack Up Your Sweaters Just Yet—Cool Fashion People Are Repurposing Them in the Chicest Way for Summer
All the outfit inspiration is inside.
-
The Most Elegant Outfits Right Now All Have This Color in Common
It's giving rich and beyond chic.
-
This Pant Style With Flip-Flops Creates the Chicest Combo We've Seen All Summer
If you're looking for a way to summerify your favorite fancy pants, this is it.
-
How to Style Your Basics So They Look Like The Row (But Cost $390 or Less)
Prepare to bookmark every outfit.
-
The Euro-Casual Outfit Combo We're Suddenly Obsessed With
You probably already own the essentials.
-
This Is the Skirt Fashion People Are Going to Be Wearing for the Next 3 Months
Here's how to style yours.
-
Goodbye, Boring Basics—This Is the Elegant Trend New Yorkers Are Wearing With Tank Tops This Summer
Obsessed.
-
Lazy Luxury Is the New Quiet Luxury (Which Is Now Dead, BTW)
Here's how to do it right.