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.

Images from Pinterest

Images from Pinterest

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 do-able 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.

 
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Image from Popsugar

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Image from E! Online

 
 
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Image from Popsugar

 

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, boyfriend jeans and cargo pants 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.

 

Free People Addy Chino Pants

Why we love it: A light, slouchy, and slightly stretchy chino pant that made our list of 7 pairs of pants that perfectly fit both our butt and waist. The relaxed fit helps balance a more fitted top for the ultimate flattering look. And they come in 9 excellent, very wearable colors.

Price: $98


 

Abercrombie Curve Love Ultra High Rise Ankle Straight Jean

Why we love it: How about this for a curveball, eh? ABERCROMBIE!? The reeking mall-store we all hated (loved?) in high school? Yes. And here’s another shocker: almost all of their jeans are excellent, fit curves, offer short/long lengths, have glorious stretch, and amazingly, not-gaping waistbands. We’ll say it again. ABERCROMBIE!? Read more HERE.

Price: $99


 
 

1. For a slimmer-cut boyfriend, click HERE.

2. THESE are the ultimate relaxed cargo-pants for curvy/plus size.

3. If you’re looking for a truly classic boyfriend jean that will last forever, we love THESE.

4. For an amazing budget option, GO HERE.

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.

 

Vince Scoop Neck Tank

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: $65


 

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


 
 

1. For a perfect scoopneck tank you’ll buy in every neutral shade it comes in, GO HERE.

2. THIS striped tank is a classic.

3. For a cropped, loose tee that’s flattering on everyone, CLICK HERE.

4. If you love a classic t-shirt, THIS ONE is fully customizable— 11 colors, 2 different necklines, and comes in petite.

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 Seabird Thong Sandal

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 while a luxury leather flip flop may sound unnecessary right up to the moment you own a pair, they will quickly become the chic, neutral shoe you turn to constantly.

Price: $169


 

Nisolo Go-To Platform Sandals

Why we love it: Smooth, cushioned comfort in the chicest looking sandal And a sliiiiight platform for a bit of support.

Price: $138


 

Vince Camuto Bendsen Wedge Sandal

Why we love it: Wedges are the single greatest “hack” when you want a few more inches but don’t want to be miserable and suffering. But THESE are all extremely comfortable, too.

Price: $110


Nisolo Everyday Ankle Bootie

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: $200


 

adidas Originals Superstar W

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: $95


 
 

1. For a classic close-toed espadrille, GO HERE.

2. THESE are the most comfortable heels we’ve ever tried.

 
 
 
 

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.

 

Madewell The Jean Jacket in Medford Wash

Why we love it: Classic shape. Looks amazing on any body type. Lasts forever.

Price: $128


 

J. Crew Parke Blazer In Italian stretch wool

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: $199.50


 

Quince 100% Washed Leather Biker 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. Also for leather, the price is…pretty decent.

Price: $170


 
 

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.

 

J. Crew Woven lightweight 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 a glorious scarf coiled around your neck. And there is no softer, lighter, or larger scarf for infinite wrapping than this one, which doubles as a graceful cashmere wrap.

Price: $148


 

Marc Jacobs Mini The Groove Leather 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: $200


 

Anthropologie The Emerson Belt

Why we love it: Jen loves a honey-colored belt. And it doesn’t get more classic than this one.

Price: $35


 
 

1. THIS isn’t really a scarf. It’s something else. But the cashmere is glorious.

2. CLICK HERE for a crossbody that’s unique, gorgeous, and comes with a monogram option.

Oh, they were definitely NOT on a break.

 

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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