Silent-ology’s Handy Tips For (Accurate) Roaring Twenties Halloween Costumes

So you want to dress up as a flapper or a Prohibition-era gangster for Halloween!! (Don’t we all, at some point?) And you probably already have some visions in mind–a fringed dress paired with a feather boa, a pinstripe suit and white tie–something along those lines.

Related image

Don’t worry, even Hollywood with all its millions couldn’t get it right.

If you visit your nearest Halloween store, fringe and white ties are the only options you’ll find. Now, if that’s what you really want to wear, it’s your funer–I mean, it’s up to you. It’s okay, I will only judge you in the privacy of my mind (and only a little harshly). But if you want an authentic look that draws inspiration from the many real styles of the Jazz Age, then boy oh boy have I got some handy tips for you!! 

It’s useful to know that today’s 1920s costumes aren’t really based on the 1920s per se, but have evolved from costumes that were popular during ’50s and ’60s revivals. What did those costumes have in common? They adapted ’20s clothes to fit mid-century silhouettes, especially in the movies (much like we still do today–how many times have you seen a “period” film where the actresses have suspiciously modern hair?)

1960s flapper dress

A vintage 1960s flapper costume–note the shortness and the layers of fringe.

Thus, a flapper film made in the 1950s had dresses with a more mid-century fit. For a blatant example, take a look at Marilyn Monroe in Some Like It Hot, for Pete’s sake–half the time I forget that movie’s set in the 1920s:

Image result for some like it hot marilyn costume

I bet they forgot too and glued on some fringe at the last second.

So with that in mind, let’s take a look at flapper costumes (I’ll be addressing guys’ costumes farther down).

Silentology’s Tips For Authentic Flapper Costumes

Ladies, feel free to print out this handy illustration:

Flapper do and dont

While the article could end right here, let’s examine the questionable choices of the common costume on the left.

  1. It’s way too short. Flapper dresses crept up to knee-length by the mid-1920s, then actually started getting longer by the end of the decade. The popularity of dancing was apparently what spurred the new, more free-flowing fashions, not just the idea of showing off your gams. If you want to look authentic, keep your skirt about mid-calf length and certainly don’t let it get higher than the knee.
  2. There’s oodles of fringe. Women in the 1920s loved embroidery, beadwork, lace, and yes, fringe, but fringe wasn’t coating every party dress in sight. Dresses that did have fringe tended to use it sparingly, since it was heavier than today’s synthetic materials. Use fringe if you like, but don’t go overboard like 1960s costumes do–and remember, there’s tons of options besides fringe too!
  3. It’s too form-fitting. Remember, flappers generally favored a very boyish silhouette–the straighter and flatter, the better (and I do mean flat!). And make this your motto: No Cleavage, Ever.
  4. Fishnet tights? Please. A few risque showgirls wore fishnet-type stockings here and there, but your average gal wore sheer stockings, either in nude or pastel colors, with seams down the back. Black was so last decade, so stick with lighter colors. If you get thigh-high stockings, either use garters to keep them up or try rolling them for authenticity!
  5. There’s a feather boa. Offhand I can’t remember seeing anyone with a feather boa in the 1920s film. I’m not saying they were never in use, but they weren’t as ubiquitous as we think. Furs and scarves, now–those were much more common options.
  6. The other accessories are “off.” Gloves were still pretty common in the 1920s, although long opera-style gloves were more for elegant evening wear. Wrist-length gloves were often worn for shopping and going to teas and such during the day. And that headband with the one feather? Keep the band to look the most authentic–flappers did love feathers but not a single one sticking straight up, like you get with most Halloween costumes. Keep those pearls long to emphasize your sleek figure, no need for that knot!
  7. Do I need to mention the hair and makeup? It probably goes without saying. Powder, thin lined eyebrows, eyeliner, mascara, blush (brush it on in circles, rather than following the cheekbone like we do today) and a Cupid’s bow will look just swell. If your hair isn’t already short, find the shortest bob wig you can (most “flapper wigs” in stores are too long) or style a basic wig yourself.

Now let’s examine the costume on the right. The dress is knee-length (although a tad sheer at the bottom), it has a straighter silhouette, there’s a tasteful amount of lace and sparkly touches, the neckline isn’t low, and the model appears to be wearing the right stockings. Also note the shorter hair and tasteful headband. T-strap shoes are an authentic bonus!

Image result for 1920s t strap shoes vintage photo

They did love their t-strap shoes.

So now you have a general idea of how to look more Jazz Age than Target Sale Item. And now to decide–what type of 1920s style will you go with? There’s about a million options–you could be a wealthy socialite in a beaded evening dress, a well-mannered woman attending an afternoon tea, a flapper who likes to try out edgy new fashions, a regular woiking goil in a typical, everyday dress–weigh those options!

For your inspiration, here’s a few examples of 1920s dresses. The bottom left image appears to be from around 1920, while the rest are apparently mid- to late-1920s (click on the images to see them in more detail):

You can get quite creative with your outfits, as long as you get the basic silhouette down. Here’s some ideas for ladies’ hats too. Keep in mind that while the cloche hat was definitely the hat of choice from about 1924 onward, other styles also came and went throughout the decade:

And if you want to put together an evening wear type of costume, you of course need a hair accessory. Here’s some examples I clipped from 1925-1926 issues of Picture-Play Magazine:

Lastly, if there’s anything else you need to remember about authentic-looking flapper costumes, aside from No Cleavage Ever, it’s this: Don’t Show Your Forehead. Basically, foreheads were not fashionable in the 1920s. Cover up that unsightly expanse of skull with bangs, headbands, cloche hats, turbans–whatever you need to do!

Now that we’ve covered flappers, let’s take a look at sheiks:

Silent-ology’s Handy Tips For Men’s 1920s Costumes

If you look up men’s Roaring Twenties costumes online, what you’ll get is basically this:

Image result for man 1920s costumes

Or, horror of horrors, whatever the heck this is:

Related image

Fortunately, gents, a good-looking 1920s costume isn’t too difficult to put together. For a more casual look, your basic go-to is a nice suit–and not one with loud pinstripes that make you resemble an overweight Jack Skellington. Here’s some examples of everyday suits below–notice that other than black, you can also go with gray, light brown, or navy suits (and yes, you can click on the images to see details).

Make sure you don’t forget suspenders, wear a vest that matches your coat, add either a nice tie or a bowtie–either one is great!–and never underestimate the importance of a good celluloid collar. Complete your outfit with nice leather shoes, and hey, why not carry a cane? Canes are sporty, everyone knows that. At the very least, carry a pocket watch.

If you want to look really sporty, of course, there’s always the wingtip shoe.

Related image

They look best with light-colored suits and white summer suits (that’s an option too!).

Ah, I’ve neglected to mention one of the sportiest 1920s outfits of all–a button up shirt with a tie or bowtie, a patterned sweater vest, and plus fours!! 

Image result for 1920s mens fashion casual puttees

A style favored by many a 1920s sportsman, plus fours were a more comfortable than their ancestor, the golfing knicker, and were popular during the summer months. They were often paired with argyle or other loud-patterned socks. You know you want to wear them!

Too sporty…or not quite sporty enough? You could also wear Oxford bags, baggy flannel trousers which were also quite trendy, especially among young men.

Image result for 1920s mens oxford bags

Last but not least, the best part of a man’s Roaring Twenties outfit is arguably the hat. No man left home without his hat, after all. One of the most common types was the cloth flat cap, a staple of any man’s wardrobe. The other most common style was the straw boater, worn in the summer months by pretty much every male. Panama hats and derbies were also popular.

Now, if you’re going for a formal evening look, find a nice black tuxedo (the jacket should be single-breasted and long-ish, or else have tails). Make sure your white shirt is stiffly starched, and add a wingtip collar. A black or white bowtie, a folded handkerchief in your front pocket, and shiny black shoes will ensure you’re ready for a suave evening–and yes, shiny top hats are encouraged.

Image result for ad 1920s mens suits

As far as styling your hair goes, the most typically 1920s option is slicking your hair back with grease (or something like grease–petroleum jelly will technically work in a pinch). You might assume you just need to scrape all your hair straight back a la Bela Lugosi in Dracula, but it was more typical to part your hair first, then comb it back. This will be easier if your hair’s a few inches long. Here’s some examples from both Picture-Play and Photoplay:

By the way, are you freshly shaved? Your typical 1920s man never seemed to stray far from a barber shop.

And about those 1920s mustaches that are typically part of a “Roaring Twenties” ensemble–try one out if you’ve got the face for it. Many men didn’t sport facial hair, but those that did had small, neatly trimmed mustaches that were often the width of their lips.

Alrighty! This was, of course, the briefest of overviews of Jazz Age fashion, but I hope it’s helpful. For even more detailed tips and ideas, I highly recommend these sites:

And I also recommend poking through vintage magazines on:,

As well as looking through clothing and accessory advertisements via:

If anyone else has their own recommendations for vintage fashion sites, let me know! Have an excellent time putting together those Halloween costumes, everyone!

9 thoughts on “Silent-ology’s Handy Tips For (Accurate) Roaring Twenties Halloween Costumes

  1. I LOVE THIS SO MUCH! SO sick of the boas! One of the things that most drives me crazy about watching any movie made in the ’60s is the ladies keeping their ’60s hair. The most egregious that makes me crazy whenever I watch it is Irina Demick in The Longest Day (a 1940s war movie) with a 60s flip!

    • Right?! And if you ask me, having more historically accurate hairstyles and such in period films would make them even more interesting. Nothing takes me out of a film more than when the lead chick has beachy waves and it’s supposed to be the 1840s or something. 😀

      Glad you enjoyed the article, Laini! Thanks for stopping by.

    • Kevin Brownlow notes in “The Parade’s Gone By” that since the beginning of movies, women were/are usually presented according to the contemporary norms of fashion and beauty, regardless of the period the story takes place in. It happens to this very day and with all periods, even movies made now that take place in the 60s, 70s and 80s.

      This article is hilarious, informative and fascinating! I thought i had commented last week but i guess i didn’t press “publish”!

      I agree with Lea’s comment about hairstyles. “The Godfather Part 2” is pretty authentic looking, i think. I was going to say “Ragtime” also but i’m remembering some 80s hair on Amy Irving and Elizabeth (blanking on her last name)! Good movie, anyways.

      The gangster costumes pictured above are hilarious!! That’s all they got, huh? I picked up many great tips, Lea! Wing tips….of course! I had the slicked back hair, though (i did it 20s style for when i was a best man in a wedding.)

      Happy Halloween, Professor!!!

      • Why thank you, Happy Halloween to you too!

        Yes, I’ve noticed how suspiciously flapper-ish a lot of actresses look in 1920s “period” films…! And that was in an era where directors would rather die than not have their actors do stunts for real, or insisted on shooting in dangerous locations. It’s totally okay if a medieval princess character has a marcel wave, though. 😀

  2. Great info. 1920’s themed NY’s Eve parties are all the rage ,so I have been researching ladies styles as I do not want to go as a flapper! Thank you for the article. I may be the only one at the party that is not dressed as a flapper as I did my research on the different dresses and your article helped.

  3. Reblogged this on Silent-ology and commented:

    It being That Time of the Year, this article (one of my most popular!) deserves a reblog. Toss those goofy headpieces with the one long feather, consider a ’20s suit that ISN’T pinstriped, and take a look!

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s