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The Best Summer Looks for Women Over 40: 9 Chic & Casual Outfits You’ll Love
Style should make you feel comfortable, confident, and completely yourself. And let’s be honest—this isn’t always the case, especially for those of us over 40. We want our style to look fresh and updated, but that doesn’t mean chasing trends. We want to feel youthful, like a baddie, but we’re also not here to squeeze into something uncomfortable or try to rewind to a version of ourselves from years past.
And don’t even get me started on those “what not to wear over 40” articles. I think you should wear WHATEVER you want at any age. That said, I also get that in this season of life, we’re often looking for pieces that are flattering, functional (because let’s face it—we’re many things to many people!), and that make us feel beautiful and put-together—no matter our size, shape, or how tired we may be feeling on any given Tuesday.
These 9 summer outfit ideas are for every body. They’re easy, stylish, and designed to help you feel good in your clothes and in your body. Because let’s face it—what we wear does influence how we feel! Think flowy fabrics, flattering silhouettes, and comfortable details that let you move, breathe, and be fully you. Whether you’re running errands, heading to brunch, navigating a casual work day, or enjoying summer fun with your family while trying not to melt into the pavement—there’s something here that’ll work for you.
Let me know which outfits you love!
1. Striped Midi Dress + Slides Combo
Every woman needs a go-to midi dress that feels like pajamas but looks like a million bucks—especially this one. Look for breathable cotton or linen blends with a flattering A-line shape.
Why it works: This style skims the body without clinging, which makes it a dream on days when you want to feel soft and flowy. You can dress it up or down!
🍋 Dress
🍋 Bracelet
🍋 Sunnies
🍋 Italian Woven Tote (In picture number 3—would look so cute with this!)
2. Soft Wide-Leg Pants + Tank
Soft, flowy pants are the sleeper hit of summer wardrobes. Pick a neutral or a subtle print and pair with a tucked-in tank. They’re comfy and cool on those hot summer days.
Why it works: Flowy pants don’t hug anything—they just glide. They pair so well with a slightly more fitted tank and stylish sunnies, and you’re golden. You’ve got a polished, balanced silhouette that’s totally easy to move in.
🍋 Tank Top
🍋 Hat
🍋 Sandals
🍋 Bracelet
3. Linen Shorts + White Button-Up Shirt (Half-Tucked)
Linen shorts for the win. I just adore these! Paired with this soft white shirt, it looks breezy and elevated.
Why it works: It’s cool, comfy, and can be dressed up or down—and it’s flattering for all body sizes! The turquoise necklace adds the perfect pop of color, but gold hoops are stunning with this too.
🍋 Gold Hoops (Pictured in #7)
4. Casual Maxi Dress + Flat Sandals
Maxi dresses are always in style IMO, and they’re one of the easiest pieces to throw on. These can be casual or dressed up! Think subtle prints, stripes, or bold solids. I love this striped dress with the black wedge espadrilles!
Why it works: A long, easy dress is exactly what you need—you look elegant and stay comfy at the same time.
5. Cut-Off Denim Shorts + Boho Blouse
Who says you can’t wear cut-offs?! They’re fun and fresh—go for a length that makes you feel confident. I love pairing them with a flowy, boho top and these gold wedges to elongate your legs.
Why it works: The balance of a soft top with structured bottoms feels fresh and fun—without looking like you borrowed it from your daughter. (Let’s be honest—she’ll probably want to borrow these from you!)
6. Colorful Smocked Paperbag Waist Shorts + Fitted Striped Tee
Flattering and forgiving, paperbag waist shorts cinch the waist and flatter the hips. A fitted tee keeps the proportions balanced.
Why it works: This combo is secretly comfy but looks polished—great for days when you want to feel dressed but not dressed up. And I adore them with black wedges. Wedges are comfy, and they give your gams a little lift that looks amazing.
🍋 Black and White Striped Shirt
🍋 Hat
🍋 Black Sunglasses (Pictured in #4)
🍋 Veja Campo Sneakers (Not in the picture (in #7), but would be super cute!)
7. Jumpsuit and Cute Sneakers
Comfy all the way! This jumpsuit is everything this summer—easy, breezy, and so comfy. Pair it with cute sneakers and a pop-of-color crossbody bag and you’re set. Don’t forget to accessorize!
Why it works: One piece, zero fuss, instant cool factor. And you don’t have to think too hard about it.
🍋 Jumpsuit
🍋 Green Crossbody Bag (Lululemon)
🍋 Sunnies
8. T-Shirt Dress + Wedges
I adore this simple t-shirt dress in a soft knit—it’s the ideal “I want to look cute but I’m running errands” look. It’s flattering and you can elevate your style with fun wedges or throw on sneakers for a more laid-back vibe. Don’t forget that pop of color from the earrings!
Why it works: Stretchy, breathable, and minimal effort. You can’t go wrong with sneakers or wedges.
9. Denim Vest + Shorts
I am loving this denim vest look—it’s so cool! Paired with these adorable green shorts that are so flattering, you can stay cool (literally and style-wise) and comfy while looking super cute. The vest adds a touch of style and whimsy to your summer!
Why it works: It’s fun, comfy, and something you can wear all day. I love it with strappy sandals, but sneakers would be cute too.
🍋 Veja Campo Sneakers (Pictured in #7)
You are beautiful and incredible, and I don’t want you to forget that. Dress in a way that makes you feel great in your body. Summer style shouldn’t make you feel like you have to squeeze, suck in, or overthink. It should feel like freedom—clothes that fit your life, your energy, and your body as it is right now. These 9 outfit ideas are all about helping you feel comfortable, confident, and chic—without trying to be anyone but yourself.
Whether you’re dressing for a vacation, a casual Friday, or just want to feel more put-together during your grocery run, there’s something here to love.
PS: Want more style tips or outfit inspo? Sign up for my newsletter [insert link] where I share wearable trends, wellness tips, and what’s in my cart each week.
Let’s feel good—inside and out.
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