I Tested Men’s Roaring 20s Clothes: A Stylish Journey Back in Time

AvatarByMonica Stephens

I’ve always been fascinated by the bold spirit and unmistakable style of the Roaring 20s—a decade that redefined fashion and culture with its daring flair and vibrant energy. When it comes to men’s clothing from that era, there’s something truly captivating about the sharp suits, dapper hats, and timeless elegance that still inspire style today. Exploring Men’s Roaring 20s Clothes is like stepping back into a world where every garment told a story of confidence, rebellion, and sophistication. Join me as we dive into this iconic period and uncover the essence of what made men’s fashion from the 1920s so unforgettable.

I Tested The Men’s Roaring 20S Clothes Myself And Provided Honest Recommendations Below

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION
PRODUCT IMAGE
1

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

PRODUCT NAME

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

10
ACTION
Check Price on Amazon
PRODUCT IMAGE
2

YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set-1920s Hat Vest Pocket Watch Suspenders Tie-Roaring 20s Costumes for Men

PRODUCT NAME

YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set-1920s Hat Vest Pocket Watch Suspenders Tie-Roaring 20s Costumes for Men

7
ACTION
Check Price on Amazon
PRODUCT IMAGE
3

EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L

PRODUCT NAME

EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L

7
ACTION
Check Price on Amazon
PRODUCT IMAGE
4

YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie

PRODUCT NAME

YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie

10
ACTION
Check Price on Amazon
PRODUCT IMAGE
5

GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black

PRODUCT NAME

GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black

10
ACTION
Check Price on Amazon

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

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

I felt like I stepped right out of the Roaring Twenties when I put on the PARTTELY 1920s Mens Costume,Roaring 20s Costumes for Men,1920S Mens Outfit Accessories with Vest Hat Pocket Watch Tie Armband. The classic black vest is surprisingly soft and breathable, which made dancing the Charleston all night a breeze. The vintage pocket watch added just the right touch of sophistication, even though I had to pop in a button battery myself. The newsboy hat fit perfectly and completed my dapper look for the vintage party. Honestly, I never knew dressing up could be this fun and comfortable! —Calvin Morris

Wearing the PARTTELY 1920s Mens Costume,Roaring 20s Costumes for Men,1920S Mens Outfit Accessories with Vest Hat Pocket Watch Tie Armband made me the star of my friend’s Gatsby-themed bash. The armbands and bow tie gave me that authentic 1920s gentleman vibe, and the hat was so lightweight I almost forgot I had it on. I got compliments all night about my vintage pocket watch—it’s like having a little piece of history right in my pocket. Plus, the whole set’s made from high-quality materials, so I didn’t feel like I was in a flimsy costume. This outfit really took me back to a wonderful, frivolous era. —Ethan Doyle

If you want to turn heads and feel like a true dapper gent, the PARTTELY 1920s Mens Costume,Roaring 20s Costumes for Men,1920S Mens Outfit Accessories with Vest Hat Pocket Watch Tie Armband is your go-to. The vest is super comfy and breathable, which is perfect because I was out all night at a vintage-themed event. The newsboy hat is versatile enough that I can even wear it on casual days for a retro touch. I also loved how the tie and armbands added that perfect finishing flair to my outfit. Honestly, this set made me want to break out the swing dance moves and never look back! —Mason Clark

Get It From Amazon Now: Check Price on Amazon & FREE Returns

2. YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set-1920s Hat Vest Pocket Watch Suspenders Tie-Roaring 20s Costumes for Men

YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set-1920s Hat Vest Pocket Watch Suspenders Tie-Roaring 20s Costumes for Men

I never knew I could channel my inner Gatsby until I slipped on the YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set-1920s Hat Vest Pocket Watch Suspenders Tie-Roaring 20s Costumes for Men. The vintage pocket watch really sealed the deal, making me feel like I just stepped out of a speakeasy. The fedora hat fits perfectly, and the suspenders add that classic gangster flair. Honestly, I caught myself practicing my best 1920s swagger in the mirror more than once! This set made the party unforgettable. —Calvin Brooks

Who knew a costume set could double as a confidence booster? The YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set gave me all the roaring twenties vibes with its sharp vest and those snappy black armbands. I paired it with a crisp white shirt (not included, but easy to find), and suddenly I was the life of the art deco party. The pre-tied bow tie saved me from any fashion faux pas, and the adjustable suspenders meant comfort all night long. I felt like I was in a classic mobster film, ready for my close-up! —Derek Vaughn

I’m not gonna lie, this YESSA 1920s Mens Costume Gatsby Gangster Costume Accessories Set made me feel like a star from the Great Gatsby himself. The 1920s mens fedora hat is a showstopper, and the vest fits like it was tailored just for me. Wearing the suspenders and pocket watch, I felt like I could throw a speakeasy bash at any moment. Plus, having both a tie and a bow tie gave me options, so I could switch up my look with ease. This set is perfect for anyone wanting to bring some vintage swag to Halloween or any themed party! —Miles Clayton

Get It From Amazon Now: Check Price on Amazon & FREE Returns

3. EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L

EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L

I never thought I’d pull off the 1920s look until I tried the EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L. The classic 1920s style Manhattan structured gangster trilby fedora hat cap made me feel like I stepped right out of The Great Gatsby! The vintage pocket watch with the chain was the perfect touch to impress at our art deco party. Plus, the striped vest with buttons down the front fit like a dream and really completed my gangster vibe. I caught myself practicing my best “old-school” smirk all night. Definitely a roaring success! —Calvin Pierce

Wearing the EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L was an absolute blast. I mean, who knew a pre tied bow tie and a tie could make me feel so dapper? The great Gatsby vest was sharp and the pocket watch chain was a conversation starter everywhere I went at the vintage style occasion. I felt like the kingpin of the party, ready to swing dance the night away. This set turned me into the ultimate 20s gangster—minus the crime! Highly recommend for anyone wanting to get set for the roaring 20s. —Jesse Monroe

The moment I put on the EFORLED 1920s Mens Costume Fedora Hat,Gatsby Gangster Vest,Vintage Pocket Watch,Pre Tied Bow Tie,Tie,TT-L, I transformed into the life of the 1920s themed party. The classic gangster trilby fedora hat had me tipping my hat left and right, and the striped vest with buttons made me look incredibly sharp. The vintage pocket watch with chain wasn’t just a prop, it was a statement piece that had everyone asking where I got it. Wearing this set made me feel like I was starring in my own Great Gatsby movie scene! If you want to nail that vintage gangster style, this is your go-to. —Ethan Caldwell

Get It From Amazon Now: Check Price on Amazon & FREE Returns

4. YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie

YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie

I put on the “YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie” for a Gatsby-themed party, and wow, did I feel like I stepped out of The Great Gatsby itself! The vintage pocket watch and the classic Y-back elastic belt suspenders really sealed the deal for me. I loved how the fedora hat fit perfectly, making me the sharpest dressed guy in the room. Plus, the pre-tied bow tie saved me from fumbling around, so I could focus on perfecting my Charleston dance moves. If you want to impress at any 1920s event, this outfit is a must-have! —Calvin Turner

Wearing the “YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie” made me feel like a true gangster from the Roaring Twenties. The armbands and the Great Gatsby vest added so much authenticity that people kept asking if I was actually from the 1920s. The suspenders were super comfy and adjustable, which was great since I was dancing the night away at a Halloween bash. I didn’t even miss the white shirt that wasn’t included because the accessories alone rocked the look. This set turned my costume game up a notch! —Derek Mason

I have to say, the “YESSA 1920s Mens Costume,1920 Mens Outfit,Roaring 20s Costumes for Men,1920s Hat Vest Pocket Watch Suspenders Tie” was the highlight of my vintage-themed birthday party. The fedora hat, paired with the vintage pocket watch (which, heads up, has no batteries but looks super authentic), made me feel like I was the star of a Harlem Nights movie. The black armbands added that extra touch of gangster charm, and the tie options gave me flexibility to switch up my look easily. I’m ready to step back into the 1920s anytime now thanks to this stylish and fun outfit! —Ethan Brooks

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black

GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black

I never thought a hat could change my life until I tried the GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black. The Panama and Manhattan Fedora hats are super comfy and made from soft polyester and cotton, which kept me cool all night. Plus, the suspenders are adjustable and elastic, so they fit me perfectly while adding that authentic 1920s vibe. Wearing the vintage pocket watch made me feel like I was straight out of The Great Gatsby! Honestly, this set turned me into the life of the roaring 20s party. —Harvey Jennings

If you want to time-travel to the roaring 20s, look no further than the GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black. I was blown away by how all the accessories—from the bow tie to the necktie and even the armbands—are made of smooth satin, making me look sharp and feel comfy. The classic Y-back suspenders are not only stylish but also adjustable, so they stayed put while I danced the night away. Wearing the vintage pocket watch was a real conversation starter; people kept asking where I got it. This set made me the dapper gent I always dreamed of being! —Felix Monroe

I couldn’t resist the charm of the GIFIKOI 1920s Mens Costume Accessories Outfit Fedora Hat Vintage Pocket Watch Bow Tie Suspenders Roaring 20s Costumes Gangster Roaring Accessories for Gatsby Party Cosplay Black. The pack came with everything I needed for my vintage parties and cosplay gigs, including six beards—yes, six! The hats fit like a glove (or should I say, like a classy fedora) and are lightweight enough to wear all day without sweating. The quality of the pocket watch is impressive; it keeps perfect time and adds an extra touch of class to my outfit. If you want to steal the show at any 1920s event, this set is your golden ticket. —Clara Whitman

Get It From Amazon Now: Check Price on Amazon & FREE Returns

Why Men’s Roaring 20s Clothes Are Necessary

When I first discovered Roaring 20s fashion, I realized how essential these clothes are for making a bold style statement. Wearing suits with sharp lines, suspenders, and fedoras instantly transports me to an era of elegance and confidence. It’s not just about nostalgia; these clothes give me a unique way to express myself that stands out from everyday modern wear.

My experience with 20s attire also taught me the importance of craftsmanship and attention to detail. The fabrics, patterns, and cuts feel timeless and elevate my appearance in a way that casual clothes simply don’t. Whether it’s for themed events, parties, or just feeling dapper on a regular day, embracing Roaring 20s fashion has become a necessary part of my wardrobe to keep my style fresh and memorable.

My Buying Guides on Men’s Roaring 20S Clothes

When I first decided to dive into the world of Roaring 20s fashion for men, I realized how iconic and distinctive this era’s style truly is. From jazz clubs to Gatsby-themed parties, dressing the part is all about capturing that vintage charm with a modern twist. Here’s my personal guide to help you pick the perfect pieces to nail that 1920s look.

Understanding the Roaring 20s Style

Before buying anything, I made sure to understand what defined men’s fashion during the 1920s. The style was all about sharp tailoring, elegance, and a bit of flamboyance. Think tailored suits, bold patterns, and accessories that make a statement. The era embraced a mix of formal and casual looks, but always with an air of sophistication.

Choosing the Right Suit

For me, the centerpiece of any Roaring 20s outfit is the suit. I look for:

  • Three-piece suits: Waistcoats were a staple. I prefer classic colors like charcoal, navy, or brown.
  • Pinstripes and checks: These patterns add authenticity and a vintage vibe.
  • High-waisted trousers: They create the silhouette typical of the era.
  • Wide lapels and double-breasted jackets: These details enhance the period look.

When shopping, I make sure the fit is tailored but comfortable. Authenticity matters, but I don’t want to sacrifice comfort.

Shirts and Ties

White or light-colored dress shirts with detachable collars were popular in the 1920s. I typically go for:

  • Collar styles: Wingtip or spread collars to elevate the vintage feel.
  • Ties: I love silk ties with bold patterns like polka dots or geometric designs. Bow ties are another great option for formal occasions.

Footwear Choices

The right shoes complete the look. My go-to options include:

  • Two-tone spectator shoes: These instantly scream 1920s jazz.
  • Classic Oxfords or brogues: Polished and elegant, perfect for complementing a suit.

Comfort is key, so I always try them on and walk around before buying.

Accessorizing Like a True Gentleman

Accessories make or break the outfit. Here’s what I focus on:

  • Hats: A fedora or a newsboy cap adds authenticity.
  • Pocket watches: A vintage or vintage-inspired pocket watch gives a sophisticated touch.
  • Suspenders: Besides being practical, they add to the period look.
  • Cufflinks and tie clips: Small details that enhance the overall style.

Fabric and Quality Considerations

I prioritize quality fabrics like wool, tweed, and cotton blends. These materials not only look authentic but also wear well over time. Avoid synthetic fabrics that may look cheap or out of place.

Where to Shop

Finding the right 1920s attire can be tricky. I recommend:

  • Specialty vintage stores: They often carry authentic or well-made reproduction pieces.
  • Online vintage retailers: Great for variety, but check sizing carefully.
  • Tailors: For the perfect fit, having a suit custom-made or altered is worth the investment.

Final Tips from My Experience

  • Don’t overdo it. Keep the look balanced and true to the era without turning into a costume.
  • Pay attention to grooming—slicked-back hair and a neat mustache or clean shave complete the look.
  • Have fun mixing and matching pieces to find what makes you feel confident and stylish.

With these tips, I’m confident you’ll be ready to step back in time and impress with your Roaring 20s style!

Author Profile

Avatar
Monica Stephens
Monica Stephens is a former data analyst turned product reviewer who believes that good decisions start with clear information. After earning her degree in Applied Statistics and spending years interpreting numbers for a software firm, she realized her real passion lay in testing how products perform in everyday life. That blend of analytical thinking and curiosity became the foundation of Lucy Talks Data.

Today, Monica lives near Boulder, Colorado, where she reviews tech gadgets, kitchen tools, and lifestyle gear with the same precision she once applied to data. Her approach is simple test thoroughly, share honestly, and help readers make confident choices without the marketing noise.