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Jennifer Aniston Just Go With It Outfits

How to dress like Jennifer Aniston

How to dress like Jennifer Aniston

As Rachel from the show Friends, Jennifer Aniston’s hairstyle (known as the Rachel) became one of the most emulated hairstyles of the 90’s. Aniston’s style off-screen, however, has garnered just as much praise for its accessibility. So, what are the vital Jennifer Aniston style components?

The value behind Aniston’s look, is that she appears on-trend and chic without attempting to be on-trend or chic.

Every look feels absolutely natural and unforced as a result of her effortless Californian style.

Just check out the look below which is easy to replicate.

Jennifer Aniston style outfit for less |

Beyond that, she looks put together in the most effortless of ways.

In this post, we break down Jennifer Aniston’s girl-next-door glam and put together a wardrobe inspired by her southern Californian style and charm.

How old is Jennifer Aniston?

Aniston shot into the spotlight with Friends in the 90s and she’s never been off our big and small screens since.

She’s now winning rave reviews for her performance in The Morning Show and, after turning 52 in February, she’s never looked better.

So, what does it take to achieve Jennifer Aniston style?

Jennifer wearing a ruched neckline top and bootcut pants |

Simplicity and taste would be the two leading words to describe how to achieve the Jennifer Aniston look.

However, don’t let her appreciation for a simple approach to dressing fool you. Aniston is known for getting even her t-shirts tailored.

What she understands is that every piece must fit extremely well to be as flattering as possible.

Furthermore, if you look through numerous photos of her off-camera style, you’ll notice repeats of pieces combined in new ways.

She is definitely a fan of the capsule wardrobe.

Steal her look above with this similar top, bootcut pants and clutch.

Building on these two pillars of taste and simplicity, the keys to channeling Aniston’s sartorial choices are:

Working with a very neutral palette

Aniston does not shy away from all black, however, the bronzy take to her hair, golden accessories, and glowing makeup help to keep all black looks from becoming too overpowering.

Appreciating denim and khakis

Most of her off-screen, streetstyle consists of tailored jeans and khakis that fit incredibly well. She pairs them with everything from leather jackets to longline dusters.

Golden tones

Part of Aniston’s appeal is how she exudes southern Californian warmth. She opts for bronze and golden tones through her makeup, hair, and accessories.

Putting a hat on it

She loves panamas, fedoras, and wide brim hats. They are extremely flattering on her frame and are an accessory that brings the whole look together.

Keeping yourself healthy

Aniston has the type of body envied by almost every age group. She is a big advocate of staying healthy, and wearing pieces that flatter her body shape. This confidence shines through whether she has on a pair of jeans or a $10,000 evening gown.

Knowing what suits you

If you look at images of Jennifer over the years, you will see that she sticks to timeless basics and the same shapes that she knows will fit and flatter her. But, despite not being a slave to fashion trends, she manages to look very current.

Get inspired by a Jennifer Aniston style capsule wardrobe below.

What does Jennifer say about her own style?

I think you’ll love what Jennifer has said about her own fashion sense, body confidence and style. She definitely talks a lot of sense. See what she says she’s learned over the years after looking at her capsule wardrobe.

The Jennifer Aniston wardrobe

You can see below that no matter whether looking at Jennifer Aniston’s casual style or her red carpet looks, she stills to a simple yet striking outfit. Let’s take a look…

Jennifer Aniston outfits: tops

Jennifer is a huge fan of keeping it simple when it comes to her tops.

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She’s often seen in a white tee, which she tends to wear with jeans and a blazer, as well as investing in other classics such as white vests and button-down shirts.

Day-to-day, it’s very unusual to see her in anything other than a t-shirt, vest top or button down shirt, all in shades of black, white and gray.

How to dress like Jennifer Aniston: blouse and tops guide |

Like a classic look that is inspired by Jennifer Aniston? Check out the collage below to recreate this outfit.

Jennifer Aniston outfit idea - button down shirt and bootcut jeans |

sweaters and cardigans

Unless it is wall-to-wall sunshine where you live, you’re likely to need knitwear. Jennifer wears hers as a coat. You could also pop a cardigan over one of Jennifer’s sleeveless tops or dresses if you aren’t as confident as she is about your upper arms.

How to dress like Jennifer Aniston: sweaters and cardigans |

You can recreate Jennifer’s outfit here with these affordable pieces below.

Jennifer Aniston outfit inspiration - beige cardigan and cargo pants outfit inspiration |

Jennifer Aniston casual style: jackets and sweaters

If there’s one jacket you see Jen in most, it’s a black blazer. Her second favorite has to be a classic black moto.

Coats inspired by Jennifer Aniston |

Here is an image of Jennifer elevating a simple track pants and t-shirt look with a luxe, long-length coat and simple jewelry. Below are pieces you can get to recreate her outfit.

Jennifer Aniston fall look - maxi coat, white tee, crop pants and sneakers |

Jennifer Aniston jeans and pants

While Jennifer loves a bootcut, she is more often seen in boyfriend jeans. Her other signature look is to wear cargo or utility pants.

Olive green is still a neutral shade and, like your denim, will work with most other outfits in your closet.

A classic black or dark gray pant style is another favorite in the Jennifer Aniston style capsule.

She also wears denim or khaki shorts during warmer weather.

Steal her look with this out this similar sweater, moto jacket, jeans, booties and belt.

How to dress like Jennifer Aniston: stylish khakis, pants, jeans and skinny pants |

Steal Jennifer’s outfit here with these pieces below.

Jennifer Aniston moto jacket and bootcut jeans outfit inspiration |

Jennifer Aniston dress and skirt options

Jennifer is the queen of the little black dress.

I’ve seen her in so many styles over the years, and she looks great in all of them. But she also loves to rock red, and white, on the red carpet.

She often goes sleeveless to show off her toned arms and wears more dresses than skirts, but when she does choose a skirt, she usually opts for a classic pencil style.

I’ve also frequently spotted Jen wearing leather, to add some subtle sex appeal to an otherwise classic outfit.

Jeniffer Anniston inspired dresses and skirt |

Love wearing white? Recreate Jennifer Aniston’s timeless outfit here with these similar pieces below.

Jennifer Aniston dress and heels outfit inspiration |

Jennifer Aniston fashion: shoes

She was recently spotted at LAX wearing her favorite Superga lowtop white sneakers, although she also wears Converse.

More recently, I’ve seen Jennifer in a very high pair of black stiletto booties for appearances on chat shoes and dinner out with friends. But I’ve opted for a lower heel here.

For summer, she tends to wear wedge sandals.

Steal her look with this similar tank top, pants, wedge sandals, bag and sunglasses.

Jeniffer Anniston inspired shoes |

Steal Jennifer’s casual look here with these pieces below.

Jennifer Aniston inspired outfit with tank top and white jeans |

Jennifer Aniston street style: Accessories

Jen loves a good hat – either a wide-brimmed black felt hat or a fedora.

Her bag of choice is definitely a black crossbody style to keep her hands free. She will opt for a classic clutch bag for an evening out.

While the rest of her jewelry is low key, Jen is often spotted in a gold Rolex watch, but you can find styles to give you the same look without the same investment.

Fashion and accessories that Jeniffer Aniston would wear |

Below is a collage that is inspired by Jennifer’s outfit here.

Jennifer Aniston style - coat and ripped jeans |

Here are 9 looks inspired by Jennifer

Aniston’s style that you can easily replicate

Just like Jennifer, you could put these clothes, shoes and accessories together in any number of ways.

The beauty of her wardrobe is that everything goes with everything else. Here are 9 ideas to get you started.

A capsule wardrobe inspired by Jennifer Aniston |

All the pieces can be found above to purchase online.

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More Jennifer Aniston inspiration

Below is an earlier capsule I put together inspired by Jennifer Aniston. While these may be past season items, her style is truly timeless.

9 looks inspired by Jennifer Aniston

Jennifer Aniston skin care

There’s no doubt that as she enters her sixth decade, Jennifer looks incredible.

So how does she look after her youthful, natural appearance?

When she has to be up early for filming, Jen has said she is a big fan of eye masks.

While she admits she has had her fair share of beauty mishaps, she says she has learned to keep her beauty regime simple. She’s been using the Aveeno range since she was a teenager.

Jen has previously said she’s a fan of using the Aveeno Skin Brightening Daily Scrub as well as leaving on the Aveeno Positively Radiant Overnight Moisturizer overnight.

Aveeno Positively Radiant Skin Brightening Exfoliating Daily Facial Scrub |

Aveeno Positively Radiant Overnight Moisturizer |

She washes her face each day with the Neutrogena Facial Cleansing Bar, which she says she has used since she was in High School.

Neutrogena Original Original Gentle Facial Cleansing Bar |

Jennifer Aniston makeup

Like the rest of her look, Jennifer keeps her makeup understated yet polished, natural yet classic.

She likes to keep her day-to-day makeup minimal, wearing a pinky nude lipstick, some mascara and a little cream blush.

If you were to get the chance to look in her make-up bag, you’re likely to find Charlotte Tilbury K.I.S.S.I.N.G lipstick in Penelope Pink as well as Clé de Peau Beauté concealer.

Charlotte Tilbury K.I.S.S.I.N.G lipstick |

Clé de Peau Beauté concealer |

Jennifer Aniston talks about style and confidence

I love the thoughts and advice from Jennifer below. What do you think about what she has to say?

1. She wears the same clothes multiple times

“I almost resent the whole fashion thing. Good God – never wearing the same thing twice and all those things. It’s a pain in the ass.”

2. On body confidence

“When I was young, I took a lot for granted and would beat myself up over things that were unnecessary. Now, it’s like whatever state I’m in, whatever shape my body’s in, I think you just have to really appreciate that this is what’s beautiful. This is you!”

3. On feeling sexy

“I feel sexy in my jeans and wearing my boyfriend’s T-shirt.”

4. On aging

“You know I’ve got wrinkles on my forehead and smile lines, but what’s wrong with that? I love to smile.”

5. On inner confidence

Feeling good comes from within. Loving who you are and being kind to yourself are the keys to confidence.

Continue reading:

  1. How To Choose The Perfect Little Black Dress For Your Body Type
  2. How To Wear Jeans Over 40 – Guidelines And Lots Of Ideas
  3. The Best Blazer Styles For Women To Instantly Elevate Any Outfit

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How to dress like Jennifer Aniston |

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Linda Alden on December 13, 2019 at 12:52 am

Me too always love her style, I too had a Rachel back in the day, I have a hair style just like Jennifer’s now

Elle on December 16, 2019 at 3:13 am

I liken the foundation of her style. Mine is similar but with a a little more pizzazz when it comes to accessories and I have more color and patterns to my shirts and sweaters.

marika diamon on August 29, 2019 at 6:31 pm

Jennifer seems like a very nice and good person Her style is timeless and classy and always looks so cute.

CINDY on September 23, 2018 at 9:15 am

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Thank you for this post Sylvia. I am wondering if you had a post on his to dress during menopause? I can’t find it if you did. What an awful time…. I need pj’s and tops. Any links for shopping those items? I would be grateful.

Sylvia on September 23, 2018 at 10:03 am
Merril Erman on March 14, 2018 at 10:22 pm

Is there a separate clothing line that Jennifer wears? promotes? I have recently been ill and lost a whopping 45#. I want to start looking nice again and really make a statement with my new body ! I love her style, sleekness and casual attire, I love her dress decor as well, but one thing at a time 🙂

Sylvia on March 15, 2018 at 9:52 am
I don’t think so. She wears a variety of brands.
Shelley on December 5, 2016 at 11:15 am

Love Jennifer ‘s style. So much of it is classy yet casual. She makes everything look good no matter what it is.

Petra on October 6, 2016 at 5:43 pm
Simple and classic off-duty style …
Elaine on October 2, 2016 at 3:50 pm

I like Jennifer’s style and over the years many of my own looks resembled hers but lately I’ve found too much of a sameness with this style. No pops of color, little jewelry, not minimalist but not too interesting either, just a bit boring. I like what I’ve learned from 40plus style and can see how it elevates my personal style.

Greetje on October 2, 2016 at 12:13 am

I like her style but she is nowhere near like me. So I will stick to my own style .
Loved that black skirt with ruffles but it was too short.

Melisa on October 1, 2016 at 9:47 pm

Do you notice one thing she rarely wears? Skinny jeans. Occasionally tucked into knee high boots, but I don’t think I’ve ever seen her wear them any other way. I try to think of her whenever I wear my not so trendy but oh so much more flattering (for me) bootcut jeans. It can’t be completely out of style as long as Jennifer is still doing it, right? 🙂 It’s interesting how her clothing choices are almost boring yet she always looks great. And you can’t tell what year it is by looking at her photos.

J on January 1, 2021 at 1:46 am

I think it’s a manner of dressing that is attempting to really highlight the face and especially the hair, which Jennifer is particularly known for. It’s the same principle French women employ in their dress & makeup—make one thing the focal point, no clashing or competing colours. Without the elements of her outfit competing for visual attention or the inclusion of any loud colours to distract from her face, the result is an harmonious look that features her facial beauty front and centre. When Jennifer combines simple yet high quality pieces, her outfits always look intentional and curated—without any one piece being more memorable than she is in the photos. It’s also important to note that the clothing flatters her form perfectly, is always tailored, and she seldom dresses outside of her “lines” so to speak—check out the David Kibbe body type system for an interesting perspective on flattering your body proportions. In the Kibbe system, Jennifer is considered a ‘Natural’ figure. So to sum up, I agree with you that her style is almost boring in that she opts for muted colours and classic lines, but that boring “safe” fashion sense means she seemingly never looks out of step with fashion, and we will always remember the woman, not the dress.

Lisa M on October 1, 2016 at 6:44 pm

I love Jennifer Anniston’s style and have for years. Even sported a modified “Rachel” for a short time back in the day.