This Is The Single Most Flattering Outfit For Women Over 35
Jennifer Aniston wore army pants and flip flops, so we bought army pants and flop flops.
Image: Getty | NCP/ Star Max
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by The Candidly Team
You know these outfits. You’ve saved them to your Pinterest “Inspo” boards. We’ve all lusted after them—inexplicably chic, and yet the sheer simplicity makes them feel so doable for our regular, everyday lives.
We understand that there’s a big caveat here; it’s Jennifer-F’ing-Aniston. She’s an A-list celebrity who’s as well-known for looking amazing as she is for anything she’s done on screen. Us mortals can only dream of emulating her effortless style and rage-inducing “natural” looking highlights.
And yet, there is something so universally appealing about this outfit template.
Let’s take a closer look.
Image: Image: Getty | NCP/ Star Max
There’s clearly a formula at work. Loose, cuffed boyfriend-style pants (jeans or cargo) + flattering tank or tee (tucked or semi tucked) + nude/neutral comfortable-yet-chic shoe + giant accessories (large crossbody bag, huge cozy scarf).
The woman knows what she likes.
Why does it work so well? Here’s our theory.
Everything fits beautifully. She’s eschewing trends, and yet combining pieces so thoughtfully that it’s never basic or boring. Since it’s extremely neutral, everything feels like you can wear it over and over for years to come.
And for women over 35, nothing sounds more appealing than finding that ideal outfit formula that always fits and flatters us, never makes us feel like we’re trying to be 20, and feels wearable for literal decades.
Here’s how to get the look yourself without spending a billion dollars, no matter your body type or size:
THE PANTS
No, cargo pants and boyfriend jeans aren’t really “on-trend” right now. Thankfully, we don’t care about trends. We care about clothing that makes us look and feel great— and few styles are as universally figure-flattering as a boyfriend pant.
Loose, never too-tight through the thighs and legs and yet body-skimming so we don’t feel like we’re drowning, cropped for leg-lengthening, and the perfect combination of comfortable AND chic.
Madewell Utility Straight-Leg Pants
Why we love it: A sleek utility pant is that perfect middle-ground between the formality of a “real” pant, and the comfort of sweatpants. This pair doesn’t look like much in the product image, but it is astounding on curves. Just look how good the back pockets are:
Yes, this is on a model, but here is a photo of one of us wearing the slightlly slimmer version of the same pants, which fit the same, but we actually prefer the straight-leg cause it’s easier to roll up the bottom and get that cute ankle length.
Price: $99.50
Gap Mid Rise Twill Barrel Pants
Why we love it: If you prefer a looser fit and an ankle length you don’t have to fold up, this pair from Gap is a dream on curves. The barrel cut makes legs look longer.
Price: $71
The Celeste Boyfriend Mid-Rise Relaxed Jeans by Pilcro
You can also choose a boyfriend jean for the same effect. Pilcro from Anthropologie often fly under the radar, but they actually make some of the most flattering and comfortable jeans we own. This pair is a prime example.
Price: $148
The Tee/Tank
A good tank top is wildly under-appreciated. It goes with everything, and the body-skimming cut highlights your lovely décolleté and shoulders.
If you want more coverage, you can swap it out for a tee. Of course, we prefer tees with a 3/4 length sleeve, so that there’s no bifurcating of the widest part of our arms.
J.Crew Perfect rib scoopneck tank top
Why we love it: This tank is ribbed, so the stretch is deeply flattering. It is cut perfectly in the arm-hole so as not to slice your side-fat. It is slightly elongated so that long-torso’d ladies can wear it without fear of midriff exposure, but not so long that a little scrunching won’t look perfect on a shorter gal.
Price: $34.50
Everlane Pima Micro-Rib Scoop-Neck Tee
Why we love it: It’s made of stretchy, ribbed fabric, which shirt-makers need to realize is the single most attractive fabric a lady can wear. The waist appears more nipped. The boobs seem more pert. The stomach rolls are gloriously camouflaged. NOT THAT THERE’S ANYTHING WRONG WITH STOMACH ROLLS DON’T COME AT US.
Price: $40
THE SHOES
While Jen is The Queen of flip flops, she’ll also throw in a wedge, a bootie, or a classic white sneaker, which is possibly the easiest way to update this “lewk” without lifting a damn finger.
Beek Catbird leather boot
Why we love it: Here’s a secret; booties that hit you on the low-ankle are the ones you’ll wear the most, because they can go with almost every ankle-length-or-above pant in your closet. These, in particular, will look perfect with your cuffed boyfriend jeans.
Price: $255
Tkees Lily Nudes
Why we love it: Choosing a simple shoe in a nude color for your skin tone is a magic way of making an outfit look twice as chic. And Tkees has the greatest selection of nude sandals we’ve ever seen.
Price: $65
Dr. Scholl’s Women's Time Off Sneaker
Why we love it: Fine, white sneakers are sortttt of trendy. But Jen makes them look so classic and timeless, we must have them. Also WHATEVER, they’re sneakers.
Price: $75
THE JACKETS/COATS
Another genius of this template? You can throw on pretty much any jacket/coat, and will look even more unutterably put together and chic.
J.Crew Madelyn blazer in four-season stretch
Why we love it: An easy way to “zhoozh” up jeans and a tank. And this. one. has. stretch. So it never pinches your arms.
Price: $258
Universal Standard Kelsey Denim Jacket
Why we love it: Incredible sizing range. Looks amazing on any body type. Lasts forever.
Price: $188
Sézane Zig Jacket
Why we love it: If you’ve been dreaming of finding the perfect leather jacket that you buy once and wear forever, this is it. You’ve been looking for this exact jacket your entire life, and it will never go out of style.
Price: $500
The Accessories
Here is where this fully comes together. The perfect crossbody bag. A giant scarf. These are what make this look worthy of Jenny An herself.
Quince Mongolian Cashmere Wrap
Why we love it: As evidenced by the many photos of Jen strolling down the street, head bobbing above 100 layers of scarf, no Aniston outfit is complete without the world’s most giant scarf coiled around your neck. And there is no better giant scarf than this one. 3 yards of fabric for infinite wrapping, blissfully soft, and can be worn 1586 ways. The price isn’t low, but you’ll have it forever.
Price: $100
Marc Jacobs Groove 2.0 with Webbing Mini Messenger Bag
Why we love it: Is this not the most perfect dupe you’ve seen for Jen’s crossbody bag? We are almost breathless. Also, the price is shockingly reasonable for a designer bag that you’ll own FOREVER. There’s a reason it’s first on THIS LIST.
Price: $225
J.Crew Classic Belt in Italian Leather
Why we love it: Jen loves a brown belt. And it doesn’t get more classic than this one.
Price: $44.50
At The Candidly, we try a lot of stuff so you don’t have to. We only recommend things we truly love, and that we think you’ll love, too. All products are chosen independently by our creative team, and all details reflect the price and availability of products at the time of publication. If you buy something we link to, The Candidly may earn a commission.
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