How To Dress Like Jen Aniston In The Underrated Masterpiece Picture Perfect

 

Images: Picture Perfect | 20th Century Fox

 

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by The Candidly Team


We talk a lot about Rachel Green(e?) and her enduring outfits from Friends

Like HERE and HERE and HERE

But we fear we have woefully overlooked Jenny An’s masterful sartorial turn as Kate Mosley in the truly underrated (but possibly cult classic) Picture Perfect. At least, we hope it’s a cult classic, otherwise none of you have clicked into this article and assembling all of these outfits took a LONG time. 

Of course, we all remember the umbrella poster:

 
 

And the thinky main poster:

 
 

But whether the outfits from the film are at the tip of your brain or not, we feel deeply confident that once you see them, you will realize they have been with you all along, unconsciously informing your shopping decisions, slowly bubbling up for 28 years, all leading to this very moment where every outfit will now reveal the slight blush of nostalgia, infusing every shirt, every dress, every accessory with the subtle, sweet pain of the sublime clothes of the 90s. 

And so here they are. The possibly perfect outfits from this possibly perfect movie. Because after all, in business, we dress for the job we want, not the one we have. (IYKYK)

 

Image: Picture Perfect | 20th Century Fox

 
  1. THE MOST 90s LOOK OF ALL

 

Quince Stretch Cotton Jersey Fitted T-Shirt

A soft, luxe, and supportive tee makes the perfect base layer of this look. The fact that it’s made of organic cotton and spandex means it fits jussssst right. And it’s only $20.

Price: $20

 

 
 

Madewell Squareneck Romper

Our biggest fear around short things is removed with this dress because the bottom is actually a skort. And you can’t even tell!

Price: $118

 
 
 

Quince Italian Suede Baseball Cap And Maui Polarized Stainless Steel Sunglasses

The cap and shades combo is peak 90s - cool but still classic. Needless to say, we’re recreating this asap. With our fave suede or cashmere black cap.

Price: $50 for each

 

 
 

Image: Picture Perfect | 20th Century Fox

 

2. The KNOCKOUT BRIGHT GREEN DRESS

 

ASTR The Label Estella Corset Midi Dress

If it’s the color and the bodice that got you, this one has both but is worlds more wearable than Jen’s.

Price: $111

 

 
 

Lulus Brighter Side Light Green Floral Satin Jacquard Mini Dress

And if it’s the jacquard and cute length combo that got you…

Price: $69

 

 
 

Reformation Malibu Linen Dress

And if it’s the thrilling fit that got you…

Price: $298

 

 
 

Images: Picture Perfect | 20th Century Fox

 

3. The Classic Gingham Look

 

Old Navy Linen-Blend Mini Dress

Few things are more timeless as gingham. It just makes us look pretty and polished and prepared for any occassion. We love this dupe for Jen’s because it’s not too tight, but the smocking in back gives you that ideal, nipped shape. The price made our heads spin. And it sizes up to 4X.

Price: $20

 

But, of course, we’d be remiss not to include the floral bra from this tanning on the rooftop moment;

 

Image: Picture Perfect | 20th Century Fox

Free People Intimately Sweet Sugar Underwire Bra

90s!!!!!!

Price: $49

 

 
 

Solid & Striped The Noreen Skirt And Anise Top

And for something a little longer, we’re fairly obsessed with this equally chic gingham skirt set.

Price: $188 for the skirt, $128 for the top

 

 
 

Images: Picture Perfect | 20th Century Fox

 

4. The Gorj Shift Dress

 

Aritzia Babaton Bond Dress

The 90s shift dress of our collective dreams. The length makes our legs look a mile long. It even comes in red linen,* which is perfect for summer.

Price: $148

 

 
 

Image: Picture Perfect | 20th Century Fox

 

5. THE CHIC SET

 

Reformation Lina Linen Two Piece

A picture perfect replica! But dare we say, better?

Price: $248

 

 
 

Free People Coastal Classy Set

The shorts set version. You know, for non-work occasions?

Price: $88

 

 
 

Image: Picture Perfect | 20th Century Fox

 

6. The Skirt And Striped Tank

 

Z Supply Gail Jersey Denim Midi Skirt

This is one of the most flattering column skirts around. It’s stretchy but no flimsy, so it smooths out any lumps and bumps and is deeply comfy to boot.

Price: $68

 

 
 

By Anthropologie The Reegan Crew-Neck Crop Racerback Seamless Tank Top: Striped Edition

Holds you in like shapewear.

Price: $32

 

 

Images: Picture Perfect | 20th Century Fox

 

7. THE EASY FLORAL DRESSES

 

J.Crew Tiered tie-waist dress in dusty periwinkle block print

There was both quirk and cuteness in all her printed dresses. The colors were lovely and the cuts were so easy to wear, which is exactly what we love about this J.Crew dress. Spaghetti straps and a skimming shape means we can put on something spacious and still look deeply put together.

Price: $99.50

 

 
 

ASTR The Label Satin Cowl Neck Halter Dress

With comfy black heels, your legs will look 3 miles long.

Price: $79

 

 
 

Images: Picture Perfect | 20th Century Fox

 

8. The Perfect Preppy Look

 

Good American Super Stretch Baby Tee

No one did prep like Jen An in the 90s. The butter yellow tee and cardi combo with a cropped pant is so easy to recreate and just as effective today, especially when you start with this tee.

Price: $59

 

 
 

Quince Mongolian Cashmere Cardigan Sweater

We go straight to Quince for the cardi because they do real cashmere at incredible prices in every color you could want.

Price: $80

 

 
 

The Colette Linen Blend Crop Wide-Leg Pants by Maeve

We write about these pants ALL the time because the fit is so phenomenal and flattering on curves. So naturally, these are what we pulled from our closet to achieve this look.

Price: $138

 

 
 

Soludos Ibiza Platform

The prettiest, minimalist leather sneak in the game.

And you can use the code THECANDIDLY20 to get 20% off.

Price: $139

 

 
 

Images: Picture Perfect | 20th Century Fox

 

9. The Ruffle-Front Button Down

 

Lands’ End Women's Chiffon Ruffle Front Long Sleeve Top

A white button-down makes everything 72% chicer. Adding the ruffle makes it 72% more distinct.

Price: $40

 

 
 
 

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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