Not sure what to wear between seasons? Start with this: the baseball T-shirt Hailey Bieber is wearing is making a comeback this fall

As the seasons change and the weather cools, it can feel like your closet is missing a top. Hailey Bieber recently showed off a relaxed yet polished look centered on a burgundy color-blocked baseball T-shirt (raglan tee), paired with dark low-rise wide-leg pants for an effortlessly stylish feel. This retro trend from the ’90s has quietly become a key look to watch this season.

• Related reading: A fresh way to wear sportswear: 5 sport chic outfit ideas that combine comfort and style

For many, it may still bring to mind Rachel Green’s iconic at-home looks in the American sitcom “Friends.” Yet its inherently relaxed feel is exactly what has helped it find its place again in today’s trend toward natural, easygoing style.

Move beyond casual: This is how to style it now

To give a baseball T-shirt a modern 2026 feel, the key is the silhouette on the bottom. Instead of skinny jeans, pair a black-and-white color-blocked style with structured khaki wide-leg pants and platform shoes. This immediately offsets the top’s sporty feel and creates a strong street-style look.

If you prefer a sharper look, take a cue from Hailey Bieber and choose a slightly cropped cut to raise the waistline. A subtle glimpse of skin at the waist helps balance your proportions; add black sunglasses and a simple leather handbag, and this casual piece that might seem suited to lounging at home takes on an urban feel.

Choosing one takes some thought: Color and fit

There are plenty of options available. Beyond the classic black-and-white color scheme, blue-and-brown color blocking with an autumnal feel or soft purple-and-apricot combinations can create a fresher look. The raglan sleeves help flatter the shoulder and neck lines, while their diagonal lines work especially well for women concerned about the width of their shoulders.

For fit, the editor suggests choosing a slightly looser style or a sharp cut with a slightly shorter hem this year, rather than the fitted, body-hugging styles that were popular in the past. It gives the overall look a more modern feel, rather than making it look like you’re wearing old-fashioned sportswear. Before heading out this weekend, try pulling out the baseball T-shirt in your closet and pairing it with structured wide-leg pants.

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