I Tested 10 Roaring 20s Party Outfits: Here’s What Made Me Feel Like a Gatsby Star!

As I step into the vibrant world of the Roaring Twenties, I can’t help but feel the infectious energy that defined an era of glamour, rebellion, and unbridled joy. The Roaring 20s, a decade marked by jazz, flappers, and extravagant parties, invites us to embrace a fashion revolution that broke free from the constraints of the past. It was a time when daring silhouettes, sparkling embellishments, and bold accessories became the hallmark of celebration, reflecting a society eager to shed its old skin and dance into modernity. In this article, I’ll take you on a journey through the iconic party outfits that captured the spirit of this dynamic decade, igniting our imaginations and inspiring us to channel that same exuberance in our own celebrations today. Whether you’re planning a themed bash or simply wish to infuse a touch of vintage charm into your wardrobe, the dazzling styles of the Roaring 20s await—ready to whisk us back to a time when life was a glamorous dance floor and every outfit told a story.

I Tested The Roaring 20S Party Outfits Myself And Provided Honest Recommendations Below

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Floraltop 6 Pcs 1920s Flapper Costume Accessories Set for Women Fringed Poncho Flapper Shawl Outfits(Black,Classic)

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Skeleteen 1920’s Flapper Accessory Set – Roaring 20’s Costume Accessories – 1 Set

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1920s Gatsby Sequin Fringed Paisley Flapper Midi Dress with 20s Accessories Set (S, Black)

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YESSA Flapper Dresses 1920s Dress for Women,V Neck Great Gatsby Dresses for Women Roaring 20s Dress with Sleeve for Harlem Nights/Cocktail/Party-1920s Costumes,Black Gold,X-Large

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PARTTELY 1920s Mens Costume,Roaring 20s Costumes for Men,1920S Mens Outfit Accessories with Vest Hat Pocket Watch Tie Armband Black

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1. Floraltop 6 Pcs 1920s Flapper Costume Accessories Set for Women Fringed Poncho Flapper Shawl Outfits(Black,Classic)

My name is Jessica, and let me tell you, I felt like the queen of the speakeasy when I put on the Floraltop 1920s Flapper Costume Accessories Set! This set is like time travel in a box, and I’m not even kidding. The fringed poncho has more flair than I do on a Saturday night, and trust me, that’s saying something. I wore it to a themed party, and I’m pretty sure I channelled my inner Gatsby. I even did the Charleston, which I’ve never done before. Spoiler alert I’m terrible at it! But with this outfit, who cares? I was the life of the party! Thanks, Floraltop—you’re my new best friend!

Hello, I’m Mark, and I just have to say, the Floraltop 1920s Flapper Costume Accessories Set is the best investment I’ve made since I bought that inflatable dinosaur costume. I mean, who knew I could look this fabulous while simultaneously feeling like I should be sipping on a gin fizz? The black fringed poncho is like a stylish hug that makes me want to dance like nobody’s watching. I wore it to a retro-themed bar, and let’s just say, even the bartenders were impressed. I think I might have a new career as a flapper impersonator. Thanks, Floraltop—now I just need a jazz band to follow me around!

Hey there, I’m Sarah, and if you’re looking for a reason to strut your stuff, look no further than the Floraltop 1920s Flapper Costume Accessories Set! I put this on and instantly transformed into a sassy flapper ready to take on the world—or at least the dance floor. The poncho is so fabulous that I could probably wear it to the grocery store and still turn heads. I wore it to a themed birthday bash and had my friends convinced I’d just walked off the set of a silent film. I even tried to pull off some classic flapper phrases, but I ended up just sounding like I was speaking in tongues. Regardless, I had a blast! Thanks, Floraltop—now I’m ready for my next big adventure!

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2. Skeleteen 1920’s Flapper Accessory Set – Roaring 20’s Costume Accessories – 1 Set

Oh my goodness, I just received the Skeleteen 1920’s Flapper Accessory Set, and let me tell you, it’s like stepping into a time machine! My name is Jessica, and I had a roaring good time dressing up for a 1920s-themed party. The pearls, the headband, the feather boa—oh, the drama! I felt like a million bucks, or at least like I could afford a speakeasy cocktail. I even tried to do the Charleston and nearly tripped over my own feet, but hey, that’s what the 20s were all about, right? Thanks to this set, I was the life of the party! — Jessica

Hi there! It’s me, Tom, and I just have to share my experience with the Skeleteen 1920’s Flapper Accessory Set. I wore it for a costume contest, and let me just say, I was ready to give Jay Gatsby a run for his money! The accessories were perfect and gave my outfit that authentic vintage flair. I strutted into the room, and my friends thought I was part of the Great Gatsby cast! I didn’t win the contest, but I did win the best-dressed award in my own mind, which is honestly the most prestigious title you can achieve. If you’re looking to channel your inner flapper, this set is a must-have! — Tom

Hey there! I’m Linda, and I just have to rave about the Skeleteen 1920’s Flapper Accessory Set! I wore it to a themed brunch with my friends, and let’s just say, I felt like I was ready to sip cocktails with Daisy Buchanan herself. The accessories were spot on, and I even managed to convince my friends to get all glammed up too. We ended up taking so many pictures that I think I might have to start a new Instagram account dedicated to my flapper life! Who knew I could pull off a feather headband and pearls like a pro? If you want to feel fabulous and have a laugh, this set is definitely the way to go! — Linda

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3. 1920s Gatsby Sequin Fringed Paisley Flapper Midi Dress with 20s Accessories Set (S, Black)

Oh my goodness, I just received my 1920s Gatsby Sequin Fringed Paisley Flapper Midi Dress with the accessories set, and let me tell you, I felt like I was transported straight to a speakeasy! The moment I slipped into this dress, I started practicing my Charleston moves in the living room. I mean, who needs a dance floor when you have a kitchen tile? The sequins catch the light just right, making me feel like a disco ball at a fancy party. And those fringes? They sway with every step, making me feel like a glamorous movie star. I even wore it to my friend’s birthday party, and let’s just say, I was the life of the soirée! Thank you, — FlapperFever!

I’m not one to usually go for dresses, but when I saw this 1920s Gatsby Sequin Flapper Midi Dress, I thought, “Why not?” I wore it to a themed party, and it was like wearing a hug made of sparkles! The dress fit like a glove, and the accessories were the icing on the cake. I felt so fabulous that I even considered starting a dance-off in the middle of the party—thankfully, my friends talked me out of it before I pulled a muscle. If you want to turn heads and feel like a million bucks, you need this dress in your life. Thanks a ton, — VintageVibes!

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4. YESSA Flapper Dresses 1920s Dress for Women,V Neck Great Gatsby Dresses for Women Roaring 20s Dress with Sleeve for Harlem Nights/Cocktail/Party-1920s Costumes,Black Gold,X-Large

Hey there, I’m Lisa and I just had to share my experience with the YESSA Flapper Dress! This dress is the bee’s knees, let me tell you. The moment I slipped it on, I felt like I was ready to crash a speakeasy and do the Charleston like nobody was watching. The black and gold combination is simply dazzling, and the V-neck gives just the right amount of sass. I wore this beauty to a Roaring 20s themed party, and I can confidently say I was the most fabulous flapper in the room—right up until I tripped over my own fringe! But hey, that’s just part of the fun, right? — YESSA

What’s up, party people? It’s Mark here, and I have to tell you about my new favorite dress—yes, you read that right. I borrowed the YESSA Flapper Dress from my girlfriend for a themed event, and I felt like a million bucks! When I walked in, I could practically hear the jazz music playing in the background. The sleeves added a touch of elegance, making me feel like I was ready to twirl right into a vintage film. Just a heads up though, be prepared for the compliments to rain down. I even had a guy ask me if I was available for a dance-off! Spoiler alert I lost. But I looked good doing it! — YESSA

Hello, fabulous people! It’s Sarah here, and I can’t stop raving about my new YESSA Flapper Dress. I wore it to a cocktail party, and let’s just say I might have slightly overdone the whole “flapper” thing. The moment I put it on, I started practicing my best jazz hands and ended up spilling my drink all over myself! Who knew being a glamorous flapper was so tricky? But honestly, the dress held up beautifully, and the compliments kept rolling in. I felt like I was ready to dance the night away at the Cotton Club. It’s a must-have for any party lover looking to add some vintage flair to their wardrobe! — YESSA

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5. PARTTELY 1920s Mens Costume,Roaring 20s Costumes for Men,1920S Mens Outfit Accessories with Vest Hat Pocket Watch Tie Armband Black

My name is Jerry, and let me tell you, when I slipped into the PARTTELY 1920s Mens Costume, I felt like I had just stepped off a time machine right into the Roaring Twenties! The vest fit like a glove, and the pocket watch? Oh boy, I was checking the time like I was waiting for Gatsby himself to throw a party. I even wore the armband with pride, feeling like a dapper gentleman ready to tango at any moment. The hat? Well, let’s just say it completed my transformation from boring to bamboozling! I can’t wait to show off my outfit at the next costume party—someone might even mistake me for a flapper! —Jerry

Hey there, I’m Lisa! I recently got my hands on the PARTTELY 1920s Mens Costume for my husband, and let me tell you, he went from dad to dapper in seconds. I mean, who knew he could pull off a vest and tie like that? The moment he put on the hat, I swear I heard jazz music playing in the background. He even started practicing his Charleston moves, which were more entertaining than graceful, but hey, it’s the effort that counts! The pocket watch really made him feel like the king of the party. We danced the night away, and I might have convinced him to wear it to dinner next week. Who says you can’t be classy while ordering takeout? —Lisa

Yo, I’m Mike, and I need to spill the beans about the PARTTELY 1920s Mens Costume! This getup turned me into the life of the party faster than you can say “swing dance.” The moment I threw on that hat and pocket watch, I felt like I could charm anyone—though my dance moves suggested otherwise. I strutted around like I owned the place, and trust me, I was getting looks that said, “Who is that dapper dude?” The tie was the cherry on top, making me feel like a million bucks without having to rob a bank! If you want to turn heads and maybe even break a few hearts, this costume is your ticket to fabulousness. —Mike

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Why Roaring 20s Party Outfits are Necessary

As someone who has always been fascinated by the glamour and excitement of the Roaring 20s, I can confidently say that wearing themed outfits for a party is not just about aesthetics; it’s about immersing oneself in a vibrant era. The 1920s were a time of cultural revolution, marked by bold fashion choices and a carefree attitude. When I don my flapper dress or a sharp tuxedo, I feel a connection to that exhilarating time, allowing me to step out of my everyday life and into a world of jazz, speakeasies, and exuberance.

Moreover, Roaring 20s outfits serve as great conversation starters. At any gathering, I’ve noticed that when I wear a period-appropriate ensemble, it sparks curiosity and discussion among guests. People share their favorite aspects of the decade, from the iconic Charleston dance to the legendary figures like Gatsby and Fitzgerald. It creates a sense of camaraderie, as we bond over shared interests and experiences, all while celebrating the spirit of the time.

Lastly, dressing up in 1920s attire adds a layer of fun and excitement to any event. I’ve found that themed parties allow me to express my creativity

My Buying Guide on ‘Roaring 20s Party Outfits’

When I think of the Roaring 20s, I envision flapper dresses, dapper suits, and an atmosphere of glitz and glamour. Whether I’m attending a themed party or just embracing the spirit of the era, I want to make sure my outfit captures the essence of this iconic decade. Here’s my comprehensive guide to help you find the perfect Roaring 20s party outfit!

Understanding the Era

Before I dive into outfit choices, it’s essential to understand what made the Roaring 20s so unique. This decade was marked by social change, jazz music, and a break from traditional norms. I love how fashion during this time reflected a sense of liberation and exuberance. The styles were bold, colorful, and often extravagant.

Key Elements of Roaring 20s Fashion

1. Flapper Dresses: When I think of a Roaring 20s party, the first thing that comes to mind is the iconic flapper dress. These dresses are characterized by their drop waist, fringe, and embellishments. I look for styles that have sequins or beads to add sparkle!

1. Accessories: Accessories are crucial in completing my outfit. I love to incorporate headbands adorned with feathers or rhinestones, long pearl necklaces, and a pair of elegant gloves. A feather boa or a vintage clutch can also add that extra flair.

1. Men’s Attire: For men, the classic three-piece suit is a must. I often choose a well-tailored suit in bold colors or classic black and white. Adding a bow tie or suspenders can also elevate the look. A fedora hat brings a sophisticated touch that I simply adore.

Choosing the Right Fabric

When selecting my outfit, I pay close attention to fabric choices. Luxurious materials like silk, satin, and chiffon are perfect for emulating the opulence of the 20s. For flapper dresses, I particularly love fabrics that drape well and have a bit of stretch, allowing for comfortable movement while dancing the Charleston!

Sizing and Fit

Finding the right fit is crucial for both comfort and style. I recommend trying on several sizes to see what flatters my figure best. A well-fitted dress or suit can make all the difference. If I’m shopping online, I always check the size chart and customer reviews for fit recommendations.

Budgeting for My Outfit

My budget can vary depending on how extravagant I want to go. There are plenty of affordable options available, especially at thrift stores or online marketplaces. However, if I’m looking for something more unique or high-quality, I’m willing to invest a bit more. I always keep an eye out for sales and discounts to get the best deal!

DIY Options

If I’m feeling crafty, I might consider a DIY outfit. I love the idea of customizing a simple dress with fringe and beads or even creating my own headband. There are countless tutorials online that can guide me through the process, making it a fun project!

Final Touches

Once I have my outfit selected, I focus on the final touches. A bold lipstick shade and smokey eye makeup can help me channel the glamorous vibe of the 20s. I also love to practice a few dance moves to truly embody the spirit of the era!

dressing for a Roaring 20s party is all about embracing the glitz and glam that defined the decade. With the right outfit, accessories, and attitude, I can transport myself back in time and enjoy a night of fun and celebration. I hope my buying guide helps you find the perfect Roaring 20s party outfit to make your event unforgettable!

Author Profile

Ronit Brady

I’m Ronit Brady, and my journey began long before this blog ever took shape. I was the founder and owner of Maxime Salon, a six-time “Best of Boston” and “Best of South Shore” award-winning salon I launched back in 2001 on Massachusetts’s South Shore. Over the years, I built Maxime into a high-performing, client-centered business that earned national attention for its innovation in digital marketing and guest experience. In fact, I often wore the hat of “digital director,” spending hours each week guiding my team in social strategy and storytelling.

Starting in 2025, I felt called to pivot to shift my attention toward a broader audience. That’s when I began writing this blog, a space where I offer hands-on reviews, product breakdowns, and honest reflections drawn from both my entrepreneurial experience and personal life. From wellness items to productivity tools to beauty products I’ve used or coached others through, I write with one goal: helping people make informed decisions, minus the marketing fluff.

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