Bailey of Hollywood Tino Crushable Fedora

Bailey of Hollywood Tino Fedora Black

Pack this versatile Bailey of Hollywood Tino Fedora on your next adventure! 

Fold it up, roll it up, or crush it down in your suitcase and this beautiful Bailey Tino fedora will pop right back into shape, ready to go out into the world.

This stunning, durable, water repellent wool felt fedora with a grosgrain ribbon hatband and feather comes in multiple colors (there’s even a crazy bright red!) and can be worn out on a dressed up evening or just for a walk about town. 

Click here to view the Bailey of Hollywood Tino Crushable Fedora in more than 10 stunning colors!

The Many Hats of Tom Petty

The first real concert I ever went to was outside of Atlanta a couple of decades ago. Tom Petty was the headliner, and I don’t think I’ll ever forget that experience. You grow up with certain songs in your life, and if there was a constant in the 80’s and early 90’s, it was hearing something great by them.

Along with some fantastic songs, Tom Petty had his own unique style. From oversized top hats in Don’t Come Around Here No More, normal top hats in You Got Lucky, to outback hats in You Don’t Know How It Feels, Petty loved to sport hats on the stage and in his own life. Below are some great looks over the years.

Thumbnail Photo by Larry Philpot

Trilby vs. Fedora


The explosion various hat-related memes over the past few years have sparked a debate has as to what constitutes a Trilby vs. a Fedora.  The fedora became an endangered species towards the end of the 1960’s, and the styles of the 1970’s signaled its death knell.  There are many conspiracies as to why its popularity declined, from President Kennedy being the first president to not wear one to the automobile being too small for a head to wear a hat. In any case, reports of its death have been greatly exaggerated.  Many people held out and wore hats regardless of the fashion of the day, and since the turn of the century, the fedora has made a reemergence – you see them on professional athletes, musicians, actors, politicians, in style magazines and more.

While the hat’s popularity has reemerged, it seems that general knowledge about hat styles, materials, and more has not yet caught up, and the fedora became universally applied to several styles.  This is unsurprising as many hat styles are very similar, with just small changes to various parts of the hat, either in size, shape, or material.

The memes

            Simply type in “fedora meme” to any search engine, and you’ll be bombarded with hundreds of images, some funny, some cringe-worthy, and some just outright mean (it’s much easier to sit behind a keyboard and make fun of someone than to have the confidence to go out and be yourself, although we recommend pairing hats with appropriate apparel, utility, occasions and grooming).  As these memes started popping up from a variety of forums and image boards commenting on people wearing hats, most were identified as a fedora.  And because one of the most popular internet sports is telling someone they’re wrong, comments began popping up correcting the authors that that the hats in question were actually Trilbys.

The Trilby Shape

featured-hatThe trilby is generally considered a specific type of fedora (much like a square is a specific type of rectangle,) but it definitely stands on its own as a specific type of hat.  A trilby generally has a much smaller brim (sometimes called a “Stingy Brim” fedora), and sometimes a taller crown than your standard fedora.  Like a fedora, the trilby has a hat band, usually a ribbon, but unlike the fedora, the trilby has emerged with many more patterns and colors. The brim of the hat is generally flipped up in the back and down in the front.  So in general, if you see a hat that looks like a fedora, but it has a very small brim, chances are it can be considered a Trilby.

The trilby gets its name from George du Maurier’s 1894 novel Trilby, and specifically from the stage production of the play which used the hat style.

At, we recommend the trilby for individuals who do not have as broad of shoulders, have a skinnier face, and are tall and lengthy. Musicians of late have really embraced the Trilby such as Pharrell, Jason Mraz, and Bruno Mars.  One of the modern icons of trilby fashion is Justin Timberlake, who seems to pull it off very well about 95% of the time (we’ll just ignore the 2001 all-denim suit and denim trilby).

The Fedora

tn_images-W-321003-CHATHAM-jpg_w320_h253The fedora is more of a classic look with a much wider brim then the trilby, and made of more traditional hat materials such as beaver / rabbit / or wool fur felt or mixtures thereof.  Further confusing the landscape, The Panama (ironically of Ecuadorian origin and popularized during the construction of the Panama Canal) hat is pretty much identical in shape to a fedora, but normally made using varieties of straw.  Fedoras traditionally are more subdued and conservative, with earthy tones and colors, and match best with suits and semi-formal wear.  This is especially true due to the wider-shouldered profile suit and sports jackets create.  Fedoras are not limited to just suits, they also seem to fit archaeologists very well, especially with a leather jacket, a whip.  At least if you’re named Harrison Ford.

What Did We Learn?

That you’re probably just wasting your time trying to correct people online, so why not grow a little confidence, grab your own trilby or fedora and make an adventure offline.

Artist Spotlight: Bruno Mars


Bruno Mars @ Warehouse Live – by Brothers Le –

You can’t turn on the radio these days without hearing the familiar bass drop and plucky guitar of “Uptown Funk” by Mark Ronson and Bruno Mars. While the song was released late in 2014, it’s upbeat, summery-feel, that sounds like it came straight from the playbook of Prince or Stevie Wonder. However, even the ubiquity of “Uptown Funk” doesn’t surpass the thing Bruno Mars has become even more known for in pop-culture: his ever present fedora.
Artists and music icons usually have an easier time getting away with certain fashion styles, accessories, and headwear – they’re sort of expected to do and wear things outside of the norm. However, Mars effortlessly styles his hats with an array of dressed up and dressed down looks that are achievable by anyone, but it all comes down to having the right hat. Mars seems to prefer traditional fedora shapes in either a front-pinch or center dent crown, with a rather wide brim. Here are a few styles Mars has sported and some options that will get you uptown funk-ing in no time.

For this brown, fur-felt hat Mars is seen sporting here, we like the Stetson Eagle for it’s simple style, mid-length brim, and ability to wear the brim flat, or upturned.

bruno_1This hat is another front-pinch, teardrop shaped style that sports a bound, rather than raw edge around the brim. The stingy brims on hat such as the Kangol Litefelt Player are generally worn turned up around the head.


bruno_4Another staple of Mars growing hat collection is this black, wool-felt hat with plain lines and a center pinch on the front. We like the Dobbs Fur Felt Dayton for its wide-brim and simple, raw-edge brim.


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A Rant Against the “Performance Polo”

HFedhT43Xgi30cxXuHrm1QUoA4a9rQ1Bx0qBUyklM3stIbxV9obcGnbtCqfFAdgyMbC7Fj6lzmw9i63MeWpPsgLet’s face it guys, we want to look good while generally not going to great lengths to do so.  Sometimes we want to look good to impress others, but more importantly we should do it to improve ourselves.  One article of clothing that has made its way into America’s wardrobes that needs to be severely limited is the Performance Polo.

A Bit of History

A few decades ago, Polyester was dead, as dead as disco.  It still worked great in fabric blends and had its niche uses great for hiking, sports shirts and more due to being lightweight and fast drying.  Then, in the late ‘90’s, a company called Under Amour popped up on the scene aggressively pushing Polyester based fabric shirts for sports use.  They worked great, and Under Armour’s rise since, along with major sports apparel companies following suit, meant that polyester based fabrics spilled out all over the apparel market.  With fabric costs similar to cotton and other blends, the cost to make these “performance” apparel lines are similar, but because companies were able to advertise them as new and improved and as  “performance” gear, they were able to initially sell these goods at a higher price than their cotton counterparts.

Polyester Stuff Can Be Great

As an avid athlete and outdoorsman, I have to say it’s nice having a wide selection of performance apparel available nowadays.  You no longer look like a drowned rat from a long sweaty set on the court or an afternoon hike on a Sunday like you did with soaked cotton shirts.  For certain professions, performance polos are a godsend.  Electricians, roofers, plumbers, groundskeepers, and hundreds more professions that are working in hot, humid areas throughout the day can do so much more comfortably and still look composed when they chat with the customer afterwards.

Where We Went Wrong

I woke up one day to notice that about 95% of the polo shirts in my wardrobe were now Performance Polos, most all 100% Polyester.  While I hadn’t purchased most of them and had gotten many as gifts and at various jobs over the years, letting my closet get this way was certainly my doing.  When I’m at restaurants, or at bars, or out shopping, most of the polos I see nowadays are polyester.  How did that happen??  Ok, I know you’re itching for me to get to the point about why the Performance Polo is so bad, so here goes:

  1. They don’t fit well. While this can be an issue with normal cotton polos, I feel like there are many more cuts and styles of performance polos.  Companies try to create new styles every year, resulting in a wide variety of size and fit differences, even among well-known brands.
  2. They run. Within a few months, any polyester polo I get will inevitably become snagged and the thread begins to run.  It’s fairly obvious and stands out and is hard to fix.
  3. They are thin. Have you ever seen a woman wearing a performance polo in public without a bra?  These shirts show everything underneath them, and most people don’t want to see outlines of your nipples and nipple-hair when we’re out and about.  At the very least throw on an undershirt (which basically negates the performance aspect of your polo.)
  4. The collars aren’t flattering. The collars generally flatten out wide, so make sure to find narrow collars.  Cheaper weaves can also curl, and no amount of ironing (good luck with ironing polyester) will make them straight again.
  5. They’re rough. Yes, there are some particularly soft weaves, but the vast majority of polos are rough against your skin, and don’t feel that good. Now don’t get me wrong, I embrace rough when appropriate, but I’d prefer a soft cotton polo most times, say on a 5 hour flight.
  6. They aren’t particularly dressy. Look at virtually any fashion magazine – guys wearing polos in photo shoots aren’t wearing polos from their local golf shop.  They’re wearing properly fitted cotton or mixed polos that don’t blind you when a bright light happens to shine on them.  Most performance polos have logos, sports cuts, and look like a lazy man’s idea of dressing up.

So fellas, if you’re interested in looking good in short-sleeve polos this summer, keep the polyester Performance Polos away unless you’re actually going to be sweating.

Street Style Roundup: 2013 Fall Hat Preview

While it’s likely that hats played a role in your casual summer look, it’s even more likely that hats will be incorporated into your style as autumn arrives and the weather gets cooler. Each season we look to our favorite male style bloggers to investigate the creative ways they’re incorporating toppers into their looks. Take a gander at these stylish gents and their summer-to-fall attire — hats included, of course!

1. The Baseball Cap

Street Style Roundup: Edward of Edward's Hair

Baseball caps are casual and practical for any time of year, but we like how Edward of Edward’s Hair chose a heavier wool style, as compared to the typical cotton blend. Rather than pairing his cap with a T-shirt and denim, he opted for a striped button-up and khakis. Check out this Dobbs Recycled Ball Cap for a dressier take on the baseball cap!

2. The Pork Pie

Street Style Roundup: Justin of Scout Sixteen

We can always turn to Justin of Scout Sixteen (our Spring 2013 Man of Style) for a unique, hipster vibe. Here he’s paired rolled denim and a plaid shirt with red oxfords and a pork pie. This Kangol Ashton Braid Pork Pie is a close match.

3. The Boater

Street Style Roundup: Adam of I Am Galla

This Gatsby-inspired look by Adam of I Am Galla is ideal for the working man with an eye for style. Again, cuffed denims take the stage (this time in a pale yellow), with a blazer and tie, aviators, and a boater hat similar to the Christys’ of London Hemp Braid Boater Hat. As the season progresses, move away from pastels, and look for pants in darker colors such as rust and oxblood.

4. The Fedora

Street Style Roundup: Lou of Dapper Lou

We love this professional look from Dapper Lou, and we’ve got to say that Lou sure does look dapper! As the season turns from late summer to full-blown fall, you can expect to put on the layers. Simple slacks pair nicely with a belted trench and shirt-and-tie combo. Lou even goes one step further with velvet smoking shoes, a printed scarf, and a fedora like this Henschel Soft Felt Diamond Crown Stingy Brim Fedora Hat.

5. The Fisherman Cap (Beanie)

Street Style Roundup: Justin of Scout Sixteen

While we all appreciate work-appropriate attire, weekend wear is where we can truly express our style. Another great look by Scout Sixteen, Justin looks trendy (not to mention, comfortable) in simple khaki slacks with laced boots, a printed tee, and a knitted cap like the Bailey of Hollywood Riga Fisherman Cap.

Summer Trend: 1920s-Inspired Hats

With the rise in popularity of Downton Abbey and the release of The Great Gatsby — take a peek at our Gatsby Hat Guide! — this season’s hat trend shouldn’t be much of a surprise. It’s all about the 1920s, when hats were an everyday staple of men’s fashion. From the traditional Newsboy to gangster-style fedoras, we’re thrilled to see a versatile and classic trend coming back to life!

During Fashion Week, a multitude of designers put these toppers on their models to sport on the runway. To help you prepare for the Summer 2013 latest trend, here’s a roundup of our favorite looks to pull off this season:

Summer 2013 Men's Trend: 1920s Hats Summer 2013 Men's Trend: 1920s Hats

Are you a well-dressed gent who is no stranger to the suit? These looks are a modern twist on the vintage inspiration, with pops of color and scarves. One aspect that hasn’t changed over the decades is the incorporation of the fedora, much like this Bailey of Hollywood Gangster Wool Fedora, which is available in a number of colors and styles.
  Summer 2013 Men's Trend: 1920s Hats
Channeling more of a Panama Jack style, the fedora can be worn as a casual topper to your summer attire. Think beach vacation-wear when trying to achieve this look, and pair a natural fedora like this Panama Snap Brim Fedora with a linen suit or a casual button-up shirt, shorts, and sandals.
Summer 2013 Men's Trend: 1920s Hats
Do you consider yourself a hipster? The fedora is surely a perfect topper for your funky, innovative style! Opt for rolled denim, a blazer with a basic tee, and a printed fedora much like this Bleecker Cotton Plaid Fedora to add a pop of color and pattern.
Summer 2013 Men's Trend: 1920s Hats
This casual look is ideal for a weekend at the lake or a Fourth of July cookout. The straw fedora looks stylish yet manly with tailored chino shorts, a plaid button up, and boat shoes. This Cov-ver Crocheted Raffia Fedora is anaffordable option to help you achieve this seasonal look.
Summer 2013 Men's Trend: 1920s Hats Summer 2013 Men's Trend: 1920s Hats
The newsboy is another trend we saw popping up on the runway left and right! While typically available in the wool and herringbone materials more often associated with fall and winter, lighter styles (like the Stetson Charlotte Seersucker Cap or this Stetson Lancaster Linen Button Cap) can be just as trendy in the warmer months. From business casual to weekend wear, the newsboy is a summer hit! Sponsors Hats Off! Event

Recently, the team at was lucky enough to attend the second annual Hats Off! Luncheon, an event hosted by The Indianapolis Museum of Art’s Fashion Arts Society. The event featured a sneak peek into the IMA’s latest exhibition, Majestic African Textiles; a lecture by Michael Cunningham, author and photographer of Crowns: Portraits of Black Women in Church Hats; and an awards ceremony with prizes given to the most statement-making guest ensembles. All attendees were encouraged to wear their finest hat attire, so we made sure to dress up in our favorites!

As an official sponsor of the event, we also gave away our very own Stetson Chatham Fedora to one lucky gentleman. Scroll through the pictures from the event below, and let us know what you think about all of the awe-inspiring hats!

Hats Off! Event at IMA

Hats Off! Event at the IMA

The team in our Fedora-wear!

Hats Off! Event at IMAHats Off! Event at IMA

Sarah dressed up in our very own Wide Brim Straw Hat.

Hats Off! Event at IMAHats Off! Event at IMA

Whitney’s sporting our Two Tone Wide Brim Hat. Adam’s in our ever-dapper Bailey of Hollywood Fedora.

Hats Off! Event at IMA

Hats Off! Event at IMAHats Off! Event at the IMA

Hats Off! Event at the IMA

The man on the left won the Out of Africa prize for the most Robert Redford-inspired style.

Hats Off! Event at the IMAHats Off! Event at the IMA

Hats Off! Event at the IMAHats Off! Event at the IMA

Yep, that Stetson is ours!

Hats Off! Event at the IMA

Hats Off! Event at the IMA

Classic-looking ladies in classic Derby attire.

Hats Off! Event at the IMA Hats Off! Event at the IMA Hats Off! Event at the IMA

Hats Off! Event at the IMAHats Off! Event at the IMA

The lucky winner of our Stetson Chatham Fedora!

A special thank you to the IMA Fashion Arts Society for such an incredible time — we’re up for munching and mingling with fellow hat aficionados anytime!

1920s Toppers: Great Gatsby Hats

Cue the confetti and pop the champagne! You’re dressed to the nines in your finest dapper (or flapper) attire and ready for a night on the town. Hold up, guys and dolls. Before you’re ready to swing the night away, you need a retro topper to complete the look — and who better to gather inspiration from than the vibrant and eternally-stylish characters of The Great Gatsby?

Click through the hats below to see our favorite styles inspired by Nick, Jay, Daisy, Myrtle, and the rest of the Gatsby gang.

And for even more goodies, check out the rest of our Great Gatsby Guide:

Great Gatsby Character & Fashion Guide

Great Gatsby Music: 1920s Playlist

How to Throw a Gatsby-Themed Party

Great Gatsby hats

Hemp Braid Boater Linen Blend 8/4 Cap Center Dent Fedora Bandera Ivy Cap Chatham Fedora Longshoreman Cap Drury Fedora Hatteras Newsboy Skimmer Boater

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Gatsby Character & Fashion Guide

Great Gatsby guide

Attention Gatsby newbies, there are spoilers ahead. 

For those of you familiar with The Great Gatsby — whether you’re a fan of F. Scott Fitzgerald’s classic novel or Baz Luhrmann’s 2013 movie masterpiece — you’ll agree that its web of characters is very, very complicated. To help you decipher the drama, we’ve created a comprehensive guide featuring the story’s top six characters. So go ahead, old sport: take a peek through your favorites’ storylines, and study up on their stats, famous sayings, and distinguished 1920s styles.

Scroll down or click through the links below for a closer look at each Gatsby character:

Nick Carraway | Jay Gatsby | Daisy Buchanan | Tom Buchanan | Jordan Baker | Myrtle Wilson

And for even more goodies, check out the rest of our Great Gatsby Guide:

How to Throw a Gatsby-Themed Party

’20s Toppers: Great Gatsby Hats

Great Gatsby Music: 1920s Playlist


Nick Carraway

Great Gatsby Nick Carraway

  • Basic Stats: The story’s narrator. Lives in West Egg. Well-to-do. Went to Yale with Tom. Gatsby‘s next-door neighbor. Daisy’s cousin. Honest. Tolerant. In a relationship with Jordan.

Great Gatsby Fashion: Nick-inspired Accessories

Jay Gatsby

Great Gatsby Jay Gatsby

  • Basic Stats: Lives in West Egg. Owns a mansion. Nouveau riche. Throws lavish parties. Calls everyone “old sport.” Optimistic. Dishonest. Deeply in love with Daisy. Bootlegger. Murdered by George Wilson.

  • Gatsby-worthy Hat: Stetson Chatham Teardrop Crown Fedora

  • Quote: “Can’t repeat the past?…Of course you can!”

  • ’20s Style: Flashy, Charming, Polished

Great Gatsby Fashion: Jay-inspired Accessories

Daisy Buchanan

Great Gatsby Daisy Buchanan

  • Basic Stats: Lives in East Egg. Married to Tom. Friends with Jordan. Nick’s cousin. Selfish. Superficial. Object of Gatsby’s obsession. Has a history with Gatsby. Has an affair with Gatsby. Kills Myrtle with a car.

  • Daisy-worthy Hat: Betmar Seina Stripe Cloche

  • Quote: “…that’s the best thing a girl can be in this world, a beautiful little fool.”

  • ’20s Style: Feminine, Glitzy, Innocent

Great Gatsby Fashion: Daisy-inspired Accessories

Tom Buchanan

Great Gatsby Tom Buchanan

  • Basic Stats: Lives in East Egg. Married to Daisy. Went to Yale with Nick. Filthy rich. Comes from very old money. Has an ongoing affair with Myrtle. Arrogant. Aggressive. Outraged by Daisy’s affair.

  • Tom-worthy Hat: Christys’ of London Hemp Braid Boater Hat

  • Quote: “They were careless people, Tom and Daisy — they smashed up things and creatures and then retreated back into their money or their vast carelessness…”

  • 20s Style: Masculine, Traditional, Preppy

Great Gatsby Fashion: Tom-inspired Accessories

Jordan Baker

Great Gatsby Jordan Baker

  • Basic Stats: Professional golfer. Daisy’s friend. Dates Nick. Cynical. Self-centered. First to snitch about Gatsby’s love for Daisy.

  • Jordan-worthy Hat: Betmar Opal Wool Cloche

  • Quote: “I’ve just heard the most amazing thing… and here I am tantalizing you.”

  • ’20s Style: Chic, Sporty, Sophisticated

Great Gatsby Fashion: Jordan-inspired Accessories

Myrtle Wilson

Great Gatsby Myrtle Wilson

  • Basic Stats From valley of ashes. Lower class. George Wilson’s wife. Tom’s mistress. Foolish. Exuberant. Killed by Daisy driving Gatsby’s car.

  • Myrtle-worthy Hat: Betmar Balsa Wool Cloche

  • Quote: “…There was an immediately perceptible vitality about her as if the nerves of her body were continually smouldering.”

  • ’20s Style: Gaudy, Bold, Vampy

Great Gatsby Fashion: Myrtle-inspired Accessories


Image sources:,

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