The Fun & Colorful Vintage-Inspired Menswear in Dick Tracy (1990)

It’s easy to think that I’m a stick-in-the-mud when it comes to evaluating period movie wear. And that’s honestly true for the most part. I believe that Gangster Squad was eh, Gatsby was disappointing, and that Live By Night was flat out disgusting (mainly for Ben Affleck). To be clear, good costuming isn’t just about being super-accurate but also about making character-based choices in styling and having all the attire be cohesive enough to feel natural and immersive in the story.  It’s a tough task and I get that I can be a stinker about it. 

The good thing is that a lot of movies that we’ve watched have been great! This goes for new releases like Barbenheimer or A Haunting in Venice to watching films from the past like Dirty Rotten Scoundrels. Everything has been delightful because of how natural and intentional the costuming is. But what about when someone tries to get fun by exaggerating vintage attire?  Will we automatically hate it?

In the case of Dick Tracy, it was the quite the opposite. We love it.

I saw Warren Beatty’s take on Dick Tracy for the first time during the early pandemic. It was a different time– I was unemployed and using my newfound free time to do (or rather watch) some things I hadn’t gone around to. A lot of time was spent on Discord, which was where Spencer and I (and sometimes) MJ would watch movies and TV shows together, all doing live commentary on the outfits to nobody; that’s how we got the idea to provide bonus episodes for our budding Patreon (it never felt right just to have one without giving something back [even if its as dumb as riffing about a movie for an hour]). And when we watched Dick Tracy, we had such a great time.

Dick Tracy is an awesome and delightfully quirky odd movie. It’s literally like a comic book come to life but instead of it being stylized animation like Into the Spider-Verse or The Mitchells vs. The Machines, it’s all done in live action. With vibrant colors found across the sets and matte paintings, it certainly accomplishes its goal in being an exaggerated version of the 1930s-1940s. The movie plays into that theme further with tons of period slang (and accents), gratuitous violence (but no blood), and gorgeous music (both diegetic and in the score). They even make the bad guys as wonderfully deformed as their nicknames.  I can’t imagine this movie being made today! 

A part from the bold colors, the tailoring has great design and proportions. I’m especially into Mumbles’s purple DB!

What I love most is that this exaggeration is found in the costuming. Suits are excessively color blocked in greens, yellows, purples, and reds. Many of the outfits are color coordinated with the same hues placed across not only in their jackets and trousers but in their hats, shirts, and ties. This is mainly applied to the bad guys, who are all as extravagant as their names. In fact, most of them are dressed in body prosthetics, which means that the clothing had to be custom. Their crazy bodies are then emphasized by their boldly proportioned suits that emphasize the broad shouldered drape cut. Such items would probably be considered a form of zoot suit if their bodies didn’t fit them well; the tailoring is just that good.

The non-exaggerated characters have great outfits too. They are a bit less wild than the gangsters, but they still contain great expression and interesting details!  You’ll even see random characters get Hollywood waist pants, cool spearpoints, and giant patch pockets on their overcoats. I can’t remember the last time a movie paid this much attention to clothing their extras and side characters (outside of a Wes Anderson film of course). In fact, Dick Tracy is the most boringly dressed person in the film, though that is probably the point since he’s just a goody-two shoes cop. 

This attention to detail is what makes this such a good fashion movie. The costumers have shown that they know the importance of expressive details that make the era and leverage them in a way that is faithful to the period while putting it through the POV of the filmmakers. It’s proof that you can have fun and intention with vintage style. There’s a lot to learn and take inspiration from. 

I’d say it even makes me wish I could find the film’s pieces (or similar ones) at an [affordable] vintage store. I immediately think of 88Keys’s belted windowpane overcoat, which I would definitely wear today. I’m sure there is more you all would like to wear as well, provided you don’t just put them on all at once…unless of course you want to actually dress like a Dick Tracy character (or a Pitti Peacock). 

We discuss the menswear of Dick Tracy on the latest bonus pod of Style & Direction! I also discuss what it was like to take my friend suit shopping at Suit Supply ;)You can listen to the first 15 minutes of the bonus pod below, but you’ll have to subscribe on Patreon to get the RSS feed of the full episode (as well as access to our Discord).

Tracy is always seen in a belted yellow polo coat and yellow fedora worn over a black DB and red striped tie.
He’s a bit of a square, but that fits who he is.
A yellow overcoat could definitely be worn today.
Kid has what looks like a period flat cap and wool short jacket.
He wears it again later with a red baseball shirt and suspenders.
When Tracy buys him real clothes, he opts for a red jacket (with matching cap), grid check shirt, and yellow polka dot tie.
It’s almost like The Sting!

The Rogues Gallery. But check out the lapels and overall fit: it’s good!
Big Boy wears a green chalk stripe 3PC with a purple shirt and gaudy jewelry. It’s a bit zoot suit esque.
In true gangster fashion (lol), he gets a shearling shawl collar overcoat in a green that matches his suit and homburg.
He later gets an all red ensemble. It’s wacky, butI love it, especially the shirt’s slouchy spearpoints.
Same coat and hat but in red!
He later wears a DB 3PC tuxedo with a wing collar shirt. I like that they gave them an actual tux shirt (with a bib and studs)!
Itchy gets a blue overcoat with massive notch lapels.
He’s typically in a dark blue suit and black shirt. Really great abstract tie! Also shoutout to the green plaid DB behind him.
Flat Top is also in blue but has a more sensible outfit: it’s basically a normal 1940s DB.
Nice spearpoint shirt and repp stripe bow tie.
88 Keys might be the best dressed guy in the movie. He rocks black tie really well. Kudos to everyone committing to a stiff wing collar!

A yellow shirt and tie is bold but an interesting move for 88 Keys.
And then BLAM, this amazing coat. That shade of blue-green is so good and something I’ve only seen in period illustrations and ads.

Sam Catchem wears orange.
His suits have quite a bit of drape but it doesn’t seem that cartoony on him.
Hollywood waist!
Great shirt and tie combo.
These crime lab guys are awesome too (and perhaps the most wearable ones in the movie).

We need to make overcoats like this again. with big patch pockets.
Even though the hat and coat match, the shirt and tie combos are fairly sensible.
Fantastic shirt worn by a guy for less than five seconds.
Green suit inspo!
I would’ve loved to see a full version of this fit!
DA Fletcher has a conservative and formal look.
He gets a green chesterfield coat and homburg. Is it because he’s being paid off or because he’s like bold like the gangsters?

The menswear shop guy has a fun outfit.
The true menswear star of the movie are the gangsters.
Black contrsat collar shirt? Wild!
Black tie again.
Purple is my favorite color.
It’s so fun!
Fantastic.
Another great look worn by a guy who has less than two minutes of screen time. The purple fedora makes me think I should cover Public Enemies at some point…
Even old guys get cool fits.
A cream doeskin waistcoat is killer.
Red overshirt and bow tie? Yes please!

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Buh-bye!

EthanMWong | StyleandDirection

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