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 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

 
*Buy On Quince*

 
 

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: $55

 
*BUY ON MADEWELL*
 
 

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 cashmere* black cap.

Price: $50 for each

 
*SHOP THE CAP*
*SHOP THE SUNGLASSES*

 
 

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

 
*BUY ON ASTR THE LABEL*

 
 

Lulus Brighter Side Light Green Floral Satin Jacquard Mini Dress

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

Price: $34

*BUY ON LULUS*
 

 
 

BHLDN Delaney Scoop-Neck Scarf High-Shine Satin Maxi Dress

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

Price: $248

 
*BUY ON REFORMATION*

 
 

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

 
*BUY ON OLD NAVY*

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

 
*BUY ON FREE PEOPLE*

 
 

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, $90 for the top

 
*SHOP THE SKIRT*
*SHOP 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

 
*BUY ON ARITZIA*

 
 

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

 
*BUY ON REFORMATION*

 
 

Free People Coastal Classy Set

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

Price: $88

 
*BUY ON FREE PEOPLE*

 
 

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

 
*BUY ON Z SUPPLY*

 
 

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

Holds you in like shapewear.

Price: $32

 
*BUY ON ANTHROPOLOGIE*

 

Images: Picture Perfect | 20th Century Fox

 

7. THE EASY FLORAL DRESSES

 

Reformation Alda Dress

Nineties dresses were blissfully loose but always skimming. And there was both quirk and cuteness in all Jen’s printed dresses. The colors were lovely and the cuts were so easy to wear, which is exactly what we love about this one.

Price: $248

 
*BUY ON REFORMATION*

 
 

Old Navy Fit & Flare Crepe Mini Dress

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

Price: $11

*BUY ON OLD NAVY*
 

 
 

Images: Picture Perfect | 20th Century Fox

 

8. The Perfect Preppy Look

 

Abercrombie Cotton-Blend Seamless Fabric Tee Bodysuit

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 bodysuit, so you never have to worry about the tuck.

Price: $34

 
*BUY ON ABERCROMBIE*

 
 

Aritzia Bare Cashmere Crew Cardigan

Butter yellow.

Price: $168

 
*BUY ON ARITZIA*

 
 

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

 
*BUY ON ANTHROPOLOGIE*

 
 

Soludos Ibiza Platform

The prettiest, minimalist leather sneak in the game.

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

Price: $139

 
*BUY ON SOLUDOS*

 
 

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: $29

 
*BUY ON LANDS' END*

 
 
 

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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