Vintage Pop Art Fashion: A Guide to the Best Pieces to Shop Now

Last month, while on a work trip to Vienna, I visited the fabulous Albertina museum to see the exhibition on Pop Art (on view until July 14, 2024). I was so inspired by the exhibition that all I’ve wanted to wear ever since has been my vintage Screen Stars/Flying Fish Lichtenstein tee, purchased online last year. Little did I know that posting a photo of myself to Instagram wearing it would cause the kerfuffle it did!

Most people ran to my DMs to enquire as to the origins of the tee whilst proclaiming, “You look amazing!” (And FYI if you are one of those people, I found another one and it’s linked in this article.) On the other, less fun side of the internet coin, people told me that I would end up alone with no loving family and nothing but my “shallow paintings of shoes” to comfort me. Thankfully, through a patented mix of retinol and consistently posting on the internet for ten years, I’ve grown a thick skin. The out-of-line comments were not taken to heart, but they did get me thinking…what about Pop Art makes an outfit “pop”?

Artists such as Lichtenstein and Warhol looked to advertisements to shine a light on the most shameless and threatening parts of our culture. Lichtenstein pointedly explored and then ironically displayed the clichés of femininity and masculinity. This tension, along with the graphic nature of the subject matter of Pop Art, starts a dialogue that most clothing (and wearers) are often too shy to confront or engage with. But what fun to get people talking! So let’s give ’em something to talk about, whether that be a graphic “I Shop Therefore I Am” tee or a Campbell’s Soup dress. As always, happy vintage shopping!

Jenny

## Screen Stars Flying Fish Tee “I Can’t Believe It I Forgot to Have Children!”

The shirt that started it all! Apparently, you can find new versions of this as well, but there is nothing quite like a vintage worn-in tee. Screen Stars made great T-shirts throughout the 1970s and 1980s before eventually being bought by Fruit of the Loom. As seen in the header image, I love wearing mine with my vintage Prada lipstick print skirt.

## Campbell Soup Dress

Included in the archive of the Metropolitan Museum of Art, this Campbell’s “Souper Dress” is actually quite an important piece of 20th-century fashion history. These paper dresses were made between 1966-67 and were sent to individuals through the mail after they sent in two Campbell’s soup can labels and $1.00. While only intended to be worn once or twice, these pieces have now become major collector’s items.

## Cat Paper Poster Dress by Harry Gordon

Speaking of the infamous 1960s Paper dress, here is an original 1968 first edition “Pussy Cat” paper dress by the American graphic artist Harry Gordon. Gordon designed five paper dresses in total, the others being, “Mystic Eye,” “Rose,” “Giant Rocket,” and “Hand.”

## Handmade 1960s Campbell’s Pork & Beans Top

I love this homemade 1960s Campbell’s Pork & Beans top. I just imagine someone going to their local fabric store in the sixties and finding this treasure of a print, or even better yet, the idea of someone sending away for the fabric.

## Keith Haring Tank

A very rare and incredibly iconic Keith Haring tank from the 1980s. The front features Haring’s “radiant baby” icon, symbolizing innocence and hope, while the back features a “barking dog”—Haring’s representation of governmental power structures of the 1980s.

## Vintage 1960s Potato Sack Dress

The text on this vintage dress reads as follows, “Be beautiful in a potato sock. Looks like a sack, feels like a sack, is a sick. Fill with 100lbs or more of charm, and save money on new French inspired creations. Guaranteed to loose shape without ironing.” And my favorite, the last line, “or evening wear, add Mink trimmings.” Genius. Another version in blue available.

## “I Shop Therefore I Am” Barbara Kruger Tee

A great vintage 1990s Barbara Kruger “I Shop Therefore I Am” tee from the International Center of Photography. And yes, I understand the irony of this artwork (which challenges the importance we put on consumption) being not only on a shoppable T-shirt (hey, at least it’s vintage!) and additionally being selected by myself for a shopping column, but I think that irony makes it even better (and I think Warhol would agree).

## “I still have nothing to wear” Flying Fish Tee

There was something quite pleasurable about placing this shirt directly after the Barbara Kruger tee. This might be the most relatable of all the Screen Stars/Flying Fish LA tee’s (and they’re all pretty relatable).

## Hysteric Glamour x Andy Warhol Brillo Pad Top

Such a great Andy Warhol “Brillo Pad” print on this Hysteric Glamour top. I love the color palette and cut as well as the tight print repeat.

## Jean Paul Gaultier Maxi Dress

This Jean Paul Gaultier dress from his spring/summer 2002 collection features the avant-garde muse and Italian Heiress Luisa Casati in an Andy Warhol Pop Art graphic and colorful print. A fantastic mixture of inspirations, Casati captivated everyone from Boldini to Man Ray. She was known to wear live snakes as jewelry and could be seen walking the cheetahs that she kept as pets around town by leash.

## “I wanted to have a child not marry one” Tee

Relatable!

## Chanel Shearling Pop Art No. 5 Bag

A limited edition Chanel shearling Pop Art No. 5 bag brings that perfect unexpected edge of to an item that could otherwise seem a bit too serious.

## Versace Mini Dress

A great Versace mini dress adorned with imagery of Marilyn Monroe and James Dean in an Andy Warhol style. While originally from Spring Summer 1991, this dress is a 2018 “Versace Tribute” re-edition. Gianni Versace was a great admirer of Pop Art, specifically Andy Warhol, and a long dress in this print resides in the permanent collection of The Met.

## Andy Warhol “Brillo Pad” Tee

I love the classic color pairing of red and blue on this graphic Andy Warhol “Brillo Pad” inspired tee. I would pair it happily with the Prada skirt below for some optimal #colorpaletting.

## Prada Skirt

I loved this Prada collection but never knew quite where to put it in my head. Now thinking about it through the Pop Art lens, I happily know where it belongs and would pair it with one of the funny Flying Fish LA Lichtenstein-inspired tees or a simple navy knit à la Mrs. Prada.

## Andy Warhol Bucket Hat

Before Warhol was one of the most famous artists of all time, he was a humble but well-known fashion illustrator. I’ve always had a soft spot for his shoe illustrations and love the wonderful lively character of this don’t-take-yourself-too-seriously printed little hat.

## Luisa Casati Vest for Jean Paul Gaultier

I couldn’t help but include another Luisa Casati piece from Jean Paul Gaultier’s Spring 2002 collection. This one, being a casual top instead of a long dress, is an easier entry point into the print (not to mention more cost-effective).

## Prada Silk Pants

My favorite way to currently wear my Lichtenstein tee is with my vintage lipstick printed Prada skirt. I’ve always wanted the pants too, but with only so much room in my closet, best to leave them to someone else’s wardrobe (so that I can still what I have in mine).

## “All those guys have boyfriends” Flying Fish Tee

Ain’t it the truth.

## Coca-Cola 1970’s Board Shorts

As I recently wrote on my Substack, I love a vintage swimsuit. These are great and sure to start up a conversation with just about anyone you might meet! Hello, instant icebreaker!

## Pop Intarsia Knit Dress

I love this vintage 1960s Banana knit dress. Could it any cuter? Well, the label reads “Bananas—Knits with Appeel” so no, it could not be any cuter.

## Andy Warhol Postcard

Originally from 1989, I instantly fell in love with this vintage postcard book and immediately bought one for myself (can we bring back sending postcards instead of texts?)

## Lichtenstein-Inspired Pants

Absolutely eye-catching vintage Wrangler jeans from the 1960s. Covered in a comic book/Lichtenstein-inspired print, these pants seem to be in great condition—just make sure you’re okay with people staring at your behind as they try to read what’s printed on your pants! (Another great conversation starter!)

## May

While I first winced at Gen Z reinvigorating the Y2K trend that as a Millennial I lived too clearly the first time around, there have been some recent iterations that have made me reconsider my initial hesitation. Perhaps it was the prevalence of Galliano-era Dior on the runways, though more realistically, my revaluation probably began with Doja Cat’s dazzling set at Coachella last month. Set against the backdrop of a baby blue Motel, the singer glided about the stage effortlessly in her feathered bangs, mini skirts, bodysuits, and platform boots that felt part Y2K, part 1960s/70s dream girl. When she went viral on TikTok last week for wearing a second-hand dress from Depop for her 25th Birthday, I was inspired to take another look at the decade.

Besides the similarities in shape and silhouette, I found a certain colorful optimism and embrace of technological change shared between both the late sixties/early seventies and the late nineties and early aughts. The mix of these varying decades creates a new perspective by intertwining some of the most carefree decades of fashion together, and I hope you enjoy the fun mix I’ve pulled together for this month! Happy (vintage) Shopping!

Jenny

## La Perla slip

This La Perla slip of the “Malizia” line (meaning malice or mischief in Italian) is the perfect little Y2K slip dress, featuring both checks and flowers in a beautiful shade of turquoise. As Bella Hadid just proved on the Cannes red carpet, a little sheer dress can make quite the statement. I would wear this with a kitten heel in the evening or a chunky boot for the day.

## Vintage spaghetti-strap party dress

There is something so perfectly “Pretty in Pink” about this 1980’s party dress. This particular shade of bubblegum looks so fresh, light, and not at all dated. Maybe it’s something about recently cutting my hair short, but these Victor Costa esq. Eighties dresses have just the right amount of volume and style to make one think they too could effortlessly pull of that perfect Molly Ringwald look.

## Dolce & Gabbana minidress

An incredible and very rare vintage Dolce and Gabbana mini dress, from the 1991 autumn winter collection (it also walked the catwalk). This is the type of stunning dress that will always “wow” in your wardrobe, despite the season or even decade, it’s timeless!

## Chanel Timeless crossbody bag

From 2002, this Vintage Chanel pink travel canvas cc logo flap bag gives that perfect Y2K feeling while still looking modern. Dress it up for a night out with a slinky chainmail Paco Rabanne dress or wear it for the day with jeans and a chic white button up blouse or simple tee.

## 1960’s minidress

I love this true vintage 1960s cotton terry cloth pink, orange, yellow, and white striped mini dress (which would make the perfect beach coverup, no?). At under $100, it’s a great price for a quintessential piece of sixties fashion!

## Dior one-piece swimsuit

The perfect swimsuit does not exist?! I think not!! This gorgeous John Galliano for Dior swimsuit looks to be in excellent condition (those accentuating flowers on the side?!) Pure summer perfection, that could easily be styled as a top under a flowing white pleated skirt.

## Fiorucci minidress

What really makes this little Fiorucci dress, beyond the simple and sexy cut, is the sexy back detail. Wonderfully naked, the line is tight, just flared at the bottom. Small suspenders in elastic lace, a great example of Y2K fashion that could be easily dressed up or down.

## Betsey Johnson Daisy Duke shorts

I used to make my mom drive to the King of Prussia mall in Pennsylvania (we lived in New Jersey), specifically for the Betsey Johnson boutique, which at 16, was my idea of ruffled heaven. I love these pink gingham Betsey Johnson “Daisy Duke” shorts (how cute were they originally styled on the runway with that sheer blue top and rockstar “i don’t give a damn” styling!?)

## Dior Saddle vintage cloth handbag

The quintessential early aughts bag, the Dior saddle bag which has seen a resurgence in recent years. Some say it was first inspired by a Helmut Newton photo from 1976 entitled “Saddle 1, Paris.” To me, if you’re going to lean into the Y2K trend and wear, let’s say a mini silk slip dress, there is no better accessory than this printed Dior saddle bag.

## Versace 1990’s minidress

I love this fantastic 1990’s Versace vintage pink mini dress with its whimsical bustier and Barbie hot pink tone. It has just the right amount of tension, with its pointed edges and sleek silhouette.

## Valentino Garavani leather heels

These Valentino Garavani platform pumps (never worn by the way) are the perfect Sabrina Carpenter accessory. Versace made a similar platform heel and there are several unworn pairs of each currently on Vestiaire – ready to take your style to new heights this summer – literally!

## Moschino minidress

A great vintage Moschino Cheap and Chic 90’s yellow dress featuring a halter neckline and fabric-covered buttons. I find this type of dress to be a great go-to as you can style it for so many different occasions and instead of your typical black dress, this shade of yellow is just enough to “pop” without feeling too jarring.

## Twiggy top-handle tote

There is nothing I love quite like a vintage doll carrying case (I had some of my mother’s Barbie vinyl cases from the 1960’s when I was growing up) and the fact that this one is Twiggy and made by Mattel makes it even better. Originally from 1967, I would use this as a great little purse/conversation starter.

## Floral chiffon nightie

Betty Draper could never (just kidding she totally would). Yes, you could lounge around your house in a tank top and sweatpants…OR, you could buy this fabulous little vintage 1960s baby doll nightgown and have your neighbors saying “did you SEE how chic Kaitlyn in 4B was when she was getting her package?!” Get ready to clear your schedule as you’ll be invited to every dinner party in your building for the foreseeable future.

## Honey Hole upcycled floral halter top

I love this simple halterneck top that has been upcycled from a vintage tablecloth (what a great idea, no?). The self-tie options at waist and neck allow the top to fit a range of sizes from small to XL. This would pair perfectly with a pair of high-waisted capri’s or a great fifties circle skirt.

## Chanel swim set

The perfect Chanel swim set that looks so Barbie, I’m surprised Margot Robbie didn’t wear it on her press tour. From the Spring Summer 1993 – 1994 collection, this would be the perfect summer set for all of your chicest of travels.

## Terry de Havilland Glitter Stardust heels

The one and only ‘Rock n Roll cobbler of the 1970s’ and worn by the likes of Bianca Jagger, these Terry de Havilland black and silver sparkle ‘Stardust’ heels date back from the early seventies. The perfect party shoe and just as classic today as it was when it was first designed!

## Betsey Johnson minidress

This cute little vintage Betsey Johnson light blue princess style dress with pink tulle petticoat makes me want to go to Homecoming all over again. Add a microphone and an espresso martini and your Sabrina Carpenter Halloweed costume is SET.

## Victoria’s Secret silk slip minidress

I own several vintage early aughts Victoria’s Secret slip dresses and I have to say, they do the trick (and can often be found at great price points). I love this shade of pink but what really makes this dress is the criss cross low back that makes this piece just a little too special to only keep to the bedroom.

## Balenciaga City leather handbag

The revival of the Balenciaga City bag comes with the fact that…you should just buy a vintage Balenciaga City bag. I love this weathered shade of pink which perfectly compliments the roughed up motorcycle look.

## Saint Laurent Flamenco evening dress

An iconic Yves Saint Laurent Autumn-Winter 1987 black lace flamenco evening dress that I could imagine the likes of Stevie Nicks wearing or even someone like Sabrina Carpenter on a moodier day. Either way, this dress would be sure to bring out your inner singer/performer!

## Chanel 1995 piqué halter dress

A stunning Chanel Spring Summer 1995 rare piqué halter dress by Karl Lagerfeld and seen beautifully on the runway above. The styling of this piece on the runway is a great example of how great accessories can take something as simple as a little black dress from wow to HOW?!

## Paco Rabanne glitter mid-length dress

The perfect Paco Rabanne vintage silver dress in metal mesh. This is a dress that despite its sparkle, will remain absolutely timeless for decades to come. I would wear it with a small vintage lucite clutch and a great pair of clear heels for a more modern look.

## Blumarine minidress

A great little Anna Molinari for Blumarine dress from the nineties but in the style of the sixties (very Priscilla Presley as the listing proclaims). At around $150, this is a great price for a timeless vintage dress!

## Paco Rabanne glitter top

Another incredible piece from Paco Rabanne, this top features a mix of gold and silver metal sequins in the shape of hearts. In my opinion, these iconic Paco Rabanne pieces will only increase in value over time, making them a great investment (and this piece has never been worn, which is even better).

## Dior satin high-slit gown

While on the higher end of the budget, this stunning 2003 John Galliano for Dior is just too stunning not to include. From the Fall Winter 2003 collection, this pink silk satin gown is just the type of Galliano for Dior dress that every collector dreams of (and I love the surprise deep V in the back!)

## April

Oh, what a wonderful time of year for dressing! Once April comes along, nothing makes me happier than changing over my wardrobe and rediscovering all of the color, print, and novelty that is usually hidden away during the colder months. Even if April is still a bit rainy, I love getting excited for May and June by pulling my summer out of storage and letting myself begin to dream about warm nights having aperitivo and a crisp Campari Spritz with friends.

While in Venice for the Biennale this past weekend, I wandered, as I often do, into the Miu Miu and Prada boutiques which are absolutely filled with florals at the moment. While I do occasionally indulge in the special piece, I often use these store visits as inspiration, and afterwards will head home with a whole new list of vintage search terms in my head, to try and recreate the great new fashions (in a manner just slightly more economical). At Miu Miu, I fell in love with a beautiful silk chiffon floral print halter dress featured in the new Gigi Hadid campaign, and now all I want are little floral dresses and cropped cashmere cardigans. Sue me! I can’t help it—they’re just adorable!

While quite hard to come by these days, a wonderful little floral-print spring dress used to be the norm and therefore our favorite vintage sites such as Etsy are chock-full of them (with price points often quite close to that of a Reformation dress, if not less). As is always the benefit with vintage, the likelihood that someone else is going to arrive at an event this spring in the same look as you, is close to zero. And nothing beats being able to say “oh this old thing…” That is to say, “You can’t have it!” Happy Shopping!

Jenny

## Sea of Vintage 1950s dance dress

Now is a show-stopping, everyone turn-their-heads-when-you-walk-in-the-room kind of dress. While it’s a great silhouette for a curvier shape, the panels jutting out from the bodice can also create a great illusion for those of us with a little bit less on the top half. I’m simply in love with this crisp white and bubblegum pink and I’ve never seen a dress quite like this one so snap it up fast!

## Victor Costa backless evening dress

No one, and I mean no one, made a dress quite like Victor Costa in the 1980s. He had this incredible knack for recreating 1950s silhouettes in a slightly updated manner without giving into too many stereotypically 80s trends (although he did do the occasional puff-sleeve dress, to which I typically politely say, “no thank you”). I own this same dress in a red and white stripe and can confirm that this is one of the most exquisitely-shaped dresses of all time.

## Miu Miu 2018 long dress

I love this 1960s/1970s-inspired Miu Miu dress from 2018. It’s exactly what I want to wear all summer long with a great pair of easy T-strap sandals and a chic little straw tote. This is a standout floral print that somehow does not overwhelm despite the boldness of the color. Please, someone buy it before I do.

## Prada Spring/Summer 2011 striped dress

From a quintessential summer Prada collection, spring/summer 2011, this is a simply stunning striped dress. In addition to this look walking the runway, you may remember that Scarlett Johansson also wore it on the red carpet at the Met Gala last year. I have multiple dresses from this season, including a dark blue version of this silhouette and can attest that they are wardrobe staples.

## Vintage Midi-Dress

An absolutely stunning unbranded vintage 1950s dress (with a very chic exposed back!). This is the type of little black dress you want in your wardrobe as a constant go-to. I would wear it with a chic little black kitten heel and vintage black clutch.

## Prada midi-dress

Prada 2012 is another great season to look at for colorful spring dressing ideas. The 1950s inspired candy-colored collection looks just as fresh over ten years later and this stunning colorway is quite unique and much more difficult to find than the blue white and gray version that you typically see on resale sites.

## Cole of California halter dress

This shade of blue is simply divine. If I saw someone wearing this on the street, a double take would be in order. It’s Cole of California from the late 1940s/early 50s and reminds me of something Grace Kelly would have floated around in as James Stewart looked on with his jaw on the floor.

## Nos 1950s cotton dress

Another timeless dress is this beautiful 1950s cotton gingham day dress. I find that sun dresses designed these days often have too many extraneous details, or the neckline is too low, or they add an unnecessary and uncomfortable sky-high slit (can’t a girl just sit in peace?). I love something about the simplicity of this vintage dress, it’s quite old and yet looks unexpectedly fresh to me.

## Vintage Vavavoomz 1950s pleated sundress

If you’re in the market for a great spring/summer dress, you need not look further than the fabulous Etsy shop of Vintage Vavavoomz. I’ve bought several pieces from her wonderful archive and I never regret a purchase. This striking striped 1950s sundress features some of the most beautifully-pleated stripes that I’ve seen. A truly one-of-a-kind piece!

## Create and Collected 1950s raffia dress

A few years ago, I purchased one of these great 1950s/60s crocheted raffia wiggle dresses in pink and it’s one of my go-to spring looks! This black and silver version is simply stunning and will be a classic in your wardrobe for years as it’s simply impossible to go out of style because it *is* style!

## Charles Warner 1940s vintage dress

This 1940s vintage dress by Charles Warner featuring a mesh panel collar and bow detailing would make Joan P. Holloway Harris simply faint (and of course subsequently, Roger). I’ve never seen such a beautifully delicate neckline on such a great and wearable little dress. Everyone will want to know where it’s from.

## Vera Mode 1950s chiffon dress

Perhaps it’s because I was just in Arles and immersing myself in the wonderful world of Van Gogh, but this painterly 1950s chiffon party dress seems to hit just the right note. That daring yellow brings just the right pop of color to push your winter wardrobe into nothing but a distant memory.

## Victor Costa strapless dress

If you do nothing else today, click the link to see the stunning construction of the underskirt on this beautiful 1980s does 1950s Victor Costa show stopper. Because of its simplistic perfection, this dress can be worn in just about a million different iterations.

## Victor Costa vintage polka dot dress

One more vintage Victor Costa dress, because they are just simply too good to not collectively drool over! I love this polka dot party dress (with an unexpected beautifully low back). I think of Molly Ringwald in the 1980s wearing something fabulous like this and it makes me want it even more.

## Bill Blass vintage mini dress

This is a great little Bill Blass dress from the 1960s. I’m especially in love with this colorful pink floral print which offers so many great options when selecting which colorful pair of shoes to pair it with. Alternatively, this would look great styled with a pair of Church’s x Miu Miu brogues (look to the Miu Miu fall/winter 2024 runway for some great inspiration on how to style it).

## 1920s vintage silk chiffon dress

Many 1920s flapper dresses can often have a bit of a dated look to them or are often in poor condition. I love this little black chiffon flapper dress with its matching rhinestone belt. It looks surprisingly modern for its age, as if it could be seen on a current Chanel runway. Perhaps it’s something about the last Miu Miu show that is still sticking with me, but I envision this looking so cool and modern with a menswear-inspired brogue and a chic chopped hairdo.

## Betty Jo Vintage 1960s floral dress

A perfect 1950s pink floral dress (with a beautiful detail at the bust). I typically try not to match my clothing too closely to my makeup, but I can’t help but envisioning this with a beautiful raspberry lip. At only $90, this one is a steal.

## JJS Hoard 1950s bolero dress

This is one of the best fabrics I’ve seen all year. So unique and such a strong and beautiful color combination of the blue and yellows. I love that this dress still has its matching bolero, which you could have fun mixing and matching with other pieces in your wardrobe such as a pair of jeans or a solid blue or black skirt.

## Opulent Textiles vintage sheer silk chiffon day dress

This is a beautiful 1930s dress. It looks like something Ralph Lauren would buy just to have in the archive, if not reproduce exactly as seen here. I’m a firm believer that everyone should collect things from varying decades in their wardrobe, in order to provide some variety (and because I like to think of my wardrobe as a mini museum). This bias cut sheer chiffon floral dress is a perfect representation of the beauty of 1930s fashion (not to mention it was recently deaccessioned from the Strong Museum in Rochester, NY, so it quite literally is museum-worthy).

## Simplicity Is Bliss vintage 1950s floral dress

Such a modern-seeming vintage 1950s floral wiggle dress in a beautiful shimmering blue and yellow fabric. This vintage dress features an outstanding fitted bodice with a wonderful V-neckline, nipped waist, and pencil skirt.

## Fred Perlberg vintage 1950s halter dress

This is such a timeless dress and I love the subtle monochromatic cording detail set against two rows of black ribbon. A great first date dress if you want it to be your last first date ever!

## Arnold Scaasi vintage midi-dress

A brilliant color combination from designer to the stars and First Ladies, Arnold Scaasi. This late 1970s/early 80s dress would look so stunning with a Molly Ringwald à la hairdo, and a pair of great loafers.

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