All the Best Dressed Celebrities This Month: September 2025

It's officially September, kicking off the season when stars begin pulling out their fabulous fall outfits. Take Jessica Chastain and Selena Gomez, for example, who are bringing back head-to-toe red ensembles that were just as popular in fall 2024. Chastain, for her part, stepped out in a cherry blazer and wide-leg pants on September 10 while making an appearance on LIVE With Kelly and Mark. Gomez, for her part, got leggy in a vibrant mini dress in the Big Apple on September 8. Love Island USA’s Olandria Carthen brought back the leopard-print movement that took over sales racks in 2024 with a sexy outfit in New York City on September 8. Her look included a printed coat and matching shorts, which she styled with a sheer top that exposed her bra and animal-print tights. Keep scrolling to see the best fashion moments in September:

Jessica Chastain opted for a look that popped in a cherry red blazer and flared pants at LIVE With Kelly and Mark on September 10. 

Stephen Curry looked cool in a navy cardigan and blue jeans in New York City on September 10. 

Katie Holmes rocked a dark jacket and jeans while out and about in the Big Apple on September 9. 

Jameela Jamil styled a feathered mini dress with dark red lips in London on September 9. 

Chrissy Teigen mastered street style in a printed blazer and matching dress in New York City on September 9. 

Selena Gomez looked classy in a red mini dress in New York City on September 8. 

Simone Biles commanded attention in a sequin champagne dress while out and about in New York City on September 8. 

Love Island USA’s Olandria Carthen proved that there’s no such thing as too much leopard print in a brown coat, matching shorts and printed tights in New York City on September 8. 

Jordan Chiles looked sophisticated in a black mini skirt, a white tank and a dark cardigan tied around her shoulders while exploring New York City on September 8.

Lady Gaga wore a leather vest with fitted pants and platform boots while arriving at The Late Show With Stephen Colbert on September 8. 

Blake Lively stunned in a brown double-breasted blazer and sheer top in New York City on September 5. 

Gymnast Livvy Dunne was stylish in a brown suede dress in New York City on September 5. 

Justin Bieber stepped out in a graphic tee on September 5, alongside  wife Hailey Bieber, who made New York City her personal catwalk in a black mini dress with lace straps.