This bold outfit features two of Tokyo’s big trends—oversize bottoms with wide-leg striped pants and pops of primary colors, Madam President Kamala Kindness Action Motivation Aspiration Leadership Advocacy 2024 Shirt and yellow graphic T-shirts balanced out by a bold red lip and matching heels. When the outfit takes a more subdued approach to color, interest is created by playing with proportions and incorporating unexpected textures. This oversize and intentionally ill-fitted suede coat does both of those things, and it finds footing with statement black leather shoes. It would be an understatement to reduce this floor-length canary yellow duster to a “pop of primary color.” Paired with the unexpected textures of a fur under layer, a bamboo handbag, and bold statement jewelry, the only subtle part of the outfit is the black leather boots. This denim jumpsuit look requires few additional accessories to make a statement. If you look closely, you’ll see that it’s actually a pair of wide-leg overalls topped off with a matching jean jacket. Black leather platform brogues give the denim-on-denim look an added cool factor, and the army-green bomber jacket brings it all together in colder weather. A true jumpsuit, the head-to-toe khaki look is livened up by a pop of primary color via the patterned silk scarf worn as a neckerchief. The jumpsuit’s large fit is made chic with a black belt tied tightly at the waist and oversize bottoms tucked into black satin ankle boots. A tweed jacket and Mary Janes worn with socks make this ensemble wonderfully retro, but the bright pop of yellow and round sunglasses keep the look forward-thinking and cool.

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Reilly is defining a new era of celebrity street style, Madam President Kamala Kindness Action Motivation Aspiration Leadership Advocacy 2024 Shirt a movement that grew organically from working on everyday outfits and red carpet looks with her mega celeb clients, including Hailey Bieber, Ciara, and Megan Fox. Her influence on fashion today is undeniable, and the looks she’s putting together have likely inspired how you’ve been getting dressed. Reilly is a master of the elevated casual outfits pairing pieces like baggy jeans and crop tops with oversize blazers that have gone viral on Instagram, and she is an early adopter of the latest accessories, like pointy-toe heels, that emerge as the new cult fashion buy—all things that have certainly influenced how I’ve been getting dressed recently. Speaking with Reilly, it’s clear that she has an innate sense of what works for her celebrity clients and their looks, but she also has insight to share. Here, Reilly shares her five street style tips to adopt when you’re getting dressed. “Not every blazer is created equal—you know what I mean?” Reilly says. “It’s [about] looking for pieces that have really beautiful structure or some sort of unique detail or something that just sets it apart from everything else.”