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LA Style Guide: How To Dress For Rainy Days

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Rainy days got you stuck in a fashion rut? Lifestyle Asia shares four cozy and stylish outfit ideas to keep you looking fab—whether you’re out or lounging at home.

The onset of the rainy season brings with it dark skies, strong winds, and persistent rain. This shift in weather often poses a challenge for many when it comes to dressing stylishly yet practically. However, for others, the cooler temperatures provide an opportunity to embrace layering and elevate their fashion game. 

Let’s be honest—dressing for this season isn’t easy. Between sudden downpours and wild winds, outfit planning becomes a challenge. However, we’ve got you covered. To help you look fabulous in the pouring rain, Lifestyle Asia curated four looks you can copy—or take inspiration from. 

READ ALSO:  LA Style Guide: How To Dress For A Weekend On The Beach

Rainy Brunch Outfit Idea

A little rain shouldn’t stop you from enjoying pancakes and mimosas. For a rainy brunch, you can wear a flowy dress, paired with a knitted cardigan, and simple ballet flats. During the wet season, keeping it simple makes outfit-building easier. The combo is breezy yet layered—perfect for casual comfort with just the right touch of style.

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LA Style Guide: How To Dress For Rainy Days
Short cotton dress from Maje; Check Label Wool Cardigan from Burberry; New Ballet Flat by Dior; Mariner Re-Nylon small bucket bag by Prada; Quatre White Edition Tie Necklace by Boucheron/Photos via brands’ websites

This combo also allows for easy movement while still looking put-together. Plus, cardigans are perfect for adjusting to the ever-shifting indoor and outdoor temperatures during the rainy season.

For The On-The-Go Gurlies

Running errands in the rain is no one’s favorite activity—but that doesn’t mean you can’t look good doing it. Your stormy weather best friend? The jeans-and-boots combo.

LA Style Guide: How To Dress For Rainy Days
Wesler T-Shirt by The Row; Loose fit jeans – 1981 by Acne Studios; Oversize Cotton Twill Car Coat by Ralph Lauren; Tabi ankle boots by Maison Margiela; Spring-Summer 2025 Large Flap Bag by Chanel/Photos via Brand’s website

While jeans might seem like a wild choice in wet weather, they’ll keep you warm and looking polished. Pair them with stylish boots to avoid soggy socks and gain a little extra height over puddles. Add a crisp white tee under a light jacket to complete a clean, no-fuss, practical look that screams fashion girl on the move.

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Rainy Work Day Outfit Peg

Gone are the days when strong rain means extended hours in bed—we’re not in school anymore. As adults, we are expected to go to work, even on rainy days. The fun, however, is in dressing up. 

LA Style Guide: How To Dress For Rainy Days
The Ovalo shirt by Jacquemus; Cable-Knit Wool-Cashmere V-Neck Sweater by Ralph Lauren; Black Wool Sailor Trousers by Ami Paris; Belle Vivier Pumps by Roger Vivier; East-West tote bag by Ferragamo/Photos Via brand’s websites

For a polished office look, wear a crisp button-down under a soft cardigan to channel a preppy vibe. Pair it with high-waisted trousers and sensible heels to stay elegant and grounded—literally. The rainy weather plus the cold office AC? A layering dream come true.

At Home Chic

Let’s face it—sometimes the best plan for a rainy night is no plan at all. If you’re staying in and hosting an intimate gathering, there’s no reason you can’t look chic while staying comfy.

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LA Style Guide: How To Dress For Rainy Days
Wool Sailor Jacket and Trousers by Patton Studios; Cropped tube top by Skims; Wrap Necklace by Tiffany & Co./Photos Via brand’s websites

Reach for a matching loungewear set and elevate it with a tube top or a fitted tank underneath. It’s simple, but the added layer gives your look dimension. Plus, you’re at home, so comfort is the ultimate priority—but a little edge never hurts.

Rainy days may test your patience, but they don’t have to test your style. With these outfit ideas, you can navigate the monsoon season in comfort and confidence, no matter what the clouds bring.

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