Brunette from Wall Street

Brunette from Wall Street

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OUTFIT IDEAS: EARLY SUMMER CASUAL OUTFITS
101 STYLE GUIDES

OUTFIT IDEAS: EARLY SUMMER CASUAL OUTFITS

Here are The Best Outfit Ideas for the Next 2 Weeks - CASUAL EDITION

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Brunette from Wall Street
May 22, 2025
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Brunette from Wall Street
Brunette from Wall Street
OUTFIT IDEAS: EARLY SUMMER CASUAL OUTFITS
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Struggling to find chic yet comfy outfits for early summer? Here’s your guide to effortless style! Casual early summer outfits here! It’s finally warming up, and it’s time to shed heavy layers. While the weather isn’t quite ready for sundresses and shorts just yet, you can still embrace the spirit of summer with these cold summer casual outfits perfect for the late spring/early summer transition. In fact, this guide focuses on creating stylish casual outfits for the late spring/early summer transition (think May 23th to June 24th). Scroll down to discover some outfit inspiration for this in-between period (May 23th – June 24th) and learn how to transition your summer wardrobe with these casual cold summer outfits! Whether you’re brunching with friends or enjoying a cozy bonfire night, these casual cold summer outfit ideas will keep you comfortable and on-trend.

OGLAS Links in this post are affiliate links, which means I may earn a commission if you click on them and make a purchase. But trust me, these outfit ideas are worth checking out!

Ready to Ditch the Chill (But Not All Your Layers)? Let’s be honest, summer is what we’ve all been waiting for! But even though you’re itching to wear that gorgeous new dress (I mean the dress you will buy today - outfit number 9), you don’t have to wait until June.

Here’s the good news: you CAN wear some of your summer clothes even before the official summer season arrives! Today you will see how to style your favorite summer pieces with some clever layering for a casual and effortlessly chic late spring/early summer look.

You will learn how to master the cold summer layering! We’ll show you how to incorporate boujee summer dresses and cute tops you’ve been eyeing into stylish outfits perfect for the in-between season.

Explore how to style flowy summer dresses and lightweight sweaters for cooler temperatures.

So, how do you wear summer clothes before summer?

THE BEST CASUAL COLD SUMMER OUTFITS 2025

To shop for early summer casual outfits presented simply click the underlined text and a link will take you to the store where I bought that item for myself also. Pov, I normally point you to the exact store where I bought that item. Unless it’s sold out in that online store or if I find all the items that make the outfit in one store. I am doing my best to help you avoid the tariffs, lower the shipping costs, and carbon footprint.

But you know that already. Now, let us finally look at what to wear in early summer when you can wear something more casual.

*If you need more help or have more questions, you can always book a styling session with me. Just fill out this form and I will help you.

CASUAL AND COOL COLD SUMMER OUTFITS

Find the perfect match for a day in the city. From staple white T-shirt and blue jeans to playful silk slip top that will take you to the casual rooftop party.

1 Timeless Style: WHITE T-SHIRT WITH BLUE JEANS AND STRAPY SANDALS

Or relax in the sunshine with a classic spring/summer casual staple. Pov, life is a breeze in white T-shirt and blue jeans. Whether layered with a trench coat when it rains or finished with a thin sweater layered casually on your shoulders when the sun comes out, simply pair with strappy sandals for the city.

Picture this: You wake to a moody early summer morning, the city skyline softened by a blanket of clouds. The air is mild, not cold, but the dark sky hints at a day that could go either way. You put on this outfit I put together for you and step out of your apartment into the crisp early summer morning. The city humming with the clatter of coffee shops andthe faint scent of rain is still in the air. Your to-do list is long. You need to go to the post office, do the grocery run, maybea quick stop at your favorite bookstore.

SHOES: By Far sandal mules - shop for similar here. *Mine are made of suede, but you should get a pair in patent leather. Trust me, you will want to wear them from dawn to dusk.

TRENCH COAT: Burberry Kensington trench coat - buy here. Or get this one that has a detachable hood like mine.

TOP: H&M silk blend white T-shirt - buy here. I love mine so much. It’s oversized and thick - made of 50 % cotton and 50 % silk.

BOTTOM: A.P.C. Paris blue jeans - buy them here. They are modern skinny jeans with wider hem.

*We are actually starting this outfit edit with an outfit that represents the holy grail of transitional dressing. It's built around the most reliable spring layering piece ever created – the trench coat. I chose to style my classic camel trench with a crisp white t-shirt and blue jeans because this combination creates an effortless foundation that works in virtually any setting. The white tee provides a clean, fresh base that doesn't compete with the trench's structured details, while the blue jeans add that perfect casual element that keeps the look chic and casual.

The color palette here is what makes this outfit feel so cohesive and flattering. The warm camel tone of the trench coat naturally complements the brown suede sandal mules, creating a sophisticated tonal relationship that ties the entire look together. This earthy, neutral palette feels timeless and allows each piece to shine without any jarring color clashes. At the same time, the white T-shirt is a bridge between all these warm tones, providing that essential bright pop that keeps the outfit from feeling too heavy or monochromatic.

What I love most about these proportions is how the longer length of the trench creates such an elegant silhouette over the skinny jeans. Modern or not, skinny jeans need a polish for the day in the city. The structured shoulders and cinched waist of the trench add instant polish to what could otherwise be a very basic jeans-and-tee combination.

The brown strappy sandal mluess were a deliberate choice to elevate this casual base while maintaining comfort and breathability for warmer weather. The block heel and multiple straps add visual interest and a hint of boujee that bridges the gap between the casual jeans and the trench coat.


2 Trendy Coffee Date: BLACK SILK SLIP TOP WITH BLUE JEANS AND SNEAKERS

By the time you finish your list, the clouds part, and the sun bathes the cobblestone streets in golden light. You close the umbrella and let the outfit shine as you head to a cozy cafeteria to meet your friends.

You step into the cozy cafeteria, the sun streaming through the windows after a cloudy morning, throwing a warm glow over the wooden tables.

All the girlies are already sitting at the table, drinking bubbles and iced matcha. Obv, they have ordered the same for you, too.

Your friends greet you with smiles, one saying, “That top is stunning! You always look so put-together!” and you laugh, giving her a welcome hug before you sit down.

The afternoon stretches out, the sun lighting up the patio, and you feel completely in your element - relaxed, cool, and ready for more. POV, we need to take you to one more place, this top is truly giving.

Whether matched with blue jeans and sneakers for the day or bedazzled with a pair of earrings for the evening, a black silk slip top can be dressed up or down with ease.

Easy to wear and effortless to style with other bottoms from your summer capsule wardrobe, a silk slip top will be your new wardrobe favourite. From a slip top with lace trim (like mine) to modern skinny jeans, shop pieces that can be dressed down with ease for a casual date night.

SHOES: white Diesel sneakers - shop for Diesel sneakers here. They are so comfortable and chic. Or get Golden Goose sneakers that have a golden star - like my Diesel sneakers and transcend to evening.

TOP: silk slip top - shop for similar here.

BOTTOM: A.P.C. Paris blue jeans - buy them here.

*I chose to pair a black lace-trimmed camisole with relaxed blue jeans because the juxtaposition creates an effortlessly cool, off-duty model aesthetic that feels both sophisticated and approachable. The silk adds an element of luxury and sensuality to what could otherwise be a very basic weekend look, while the jeans ground the delicate top and prevent it from feeling too dressy or precious.

The color palette here is intentionally minimal but impactful. Black and blue is one of those foolproof combinations that always looks polished, and the blue provides the perfect backdrop for the rich black silk to really pop. The lace detailing adds texture and visual interest without overwhelming the clean lines of the overall silhouette. This monochromatic approach with just two main colors creates a streamlined, modern look that photographs beautifully and feels timeless and chic.

The white sneakers are essential to completing this look to inject that crucial element of casual coolness that makes the silk top feel accessible rather than overdressed.

This outfit is the kind of outfit that works equally well for weekend coffee dates, or casual dinners.


FASHIONABLE CASUAL EARLY SUMMER OUTFITS

It is time to discover the styles that are topping everybody’s wish list. Stay in the know with these casual summer coveted options.

3 Trendy Date Night: BLACK SILK SLIP TOP WITH WIDE-LEG PANTS AND POINTY FLATS

Take on early summer with ease in a dark and chic palette of navy and green. From sun up to sun down, the key to staying modern is in this season's most beloved styles.

Pared back silhouettes give extra allure for a date night - simply step into pointy kitten heels for a picture-perfect ensemble.

SHOES: Ganni kitten heels - they are sold out. And these come close.

TOP: silk slip top with a lace trim - buy here. IT’S ON SALE. And it’s 100% silk.

PANTS: wide-leg pants - shop for similar, only more casual, here.

ACCESSORIES: pearl hair pins - shop for similar here.

*This outfit is all about creating sophisticated drama through the interplay of rich, deep tones and luxurious textures. I paired my stunning teal lace-trimmed camisole with navy wide-leg pants because both colors exist in the same deep, saturated family, creating a tonal look that feels intentional and expensive. The slight variation between the teal and navy prevents the outfit from being too matchy while maintaining that cohesive, monochromatic elegance that photographs beautifully and looks effortlessly put-together.

The magic happens in the contrast between the delicate, feminine details of the lace camisole and the strong, architectural silhouette of the wide-leg pants. The intricate lace trim adds romantic texture and visual interest to the fitted top, while the flowing, dramatic cut of the pants creates movement and sophistication. The balance between fitted and flowing, delicate and structured, creates a silhouette that's both powerful and graceful – perfect for someone who wants to make a statement without trying too hard.

I chose black pointed-toe kitten heel shoes specifically because they create a seamless leg line that doesn't interrupt the flow of the wide-leg pants. The neutral tone acts as a visual extension of the leg, making the already flattering wide-leg silhouette appear even more elongated and elegant. A neutral nude shoe would have created a harsh break in the line, while the black tone allows the focus to remain on the beautiful interplay between the rich colors and textures of the top and pants.

The pearl hair accessories are the perfect finishing touch as they echo the luxurious, feminine quality of the lace detailing without competing for attention.

This outfit is sophisticated enough for dinner dates or parties, yet casual enough to make you feel comfortable enough all night long – the kind of outfit that makes you feel effortlessly elegant no matter where the evening takes you.


*You might need to upgrade your subscription to see the rest of the outfits. You know, the rule of 3 FREE OUTFITS. But it's about time you upgrade your subscription. The extra benefits you get as a subscriber this season are too good.

Benefits of paid subscribers: Full Outfit Edits and 101 Styling Guides for Every Outfit (essential for Fashion Content Creators and Fashion Influencers with little/no academic fashion background), Fashion Trend Reports for SS25, AW25/26 and SS26 (essential for Fashion Influencers, Fashion Content Creators, Fashion Designers and people working in Fashion Business/Retail), Dress Code Guides(essential for Fashion Stylists, Fashion Content Creators, Fashion Influencers).

And of course, you get to see all the remaining outfits in this outfit edit. Including casual outfits for brunch, romantic date, dinner party, kids drop-off, and even work.

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