June 8, 2023

Why Pillboxes and Newsboys Are Still in Fashion

The fashion industry is always changing, but some trends are more difficult to eradicate than others. From the pillbox hat in the late 1800s to the newsboy cap of today, these two iconic pieces of headwear have managed to stay trendy for over a century and a half. Why?

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The history of pillboxes and newsboys

The pillbox hat is a small, round, often brimless hat that was very popular in the first half of the 20th century. It gets its name from its resemblance to the kind of box that pills are kept in. The style originated in the 1930s and became especially popular during World War II, when women started working outside the home in large numbers and needed practical, stylish headwear that could be easily transported and stored.

The newsboy cap is a type of skullcap that features a flat top and a visor. It was originally designed for young boys to wear while selling newspapers on the street, hence its name. The cap became popular with adults in the early 20th century as a leisurewear item, and it has remained a fashion staple ever since.

How pillboxes and newsboys became popular again

How pillboxes and newsboys became popular again:

Pillboxes and newsboys are two style of hats that have enjoyed a recent resurgence in popularity. Thanks to some clever crossword clues in The New York Times and other publications, pillboxes have been making a comeback as a fashionable accessory. Newsboys, on the other hand, have become popular as a result of quiz shows and other general knowledge contests.

Pillboxes first became popular in the 1960s, thanks to the influence of Jackie Kennedy. The style was simple and elegant, and it soon became associated with power and prestige. However, by the end of the decade, pillboxes had fallen out of favor. They were seen as too formal and too stuffy for the Casual Friday culture that was taking over the workplace.

Newsboys, on the other hand, have always been considered a more casual style of hat. They were originally worn by working-class men in the late 19th century, but they gained mainstream popularity in the 1920s thanks to the popularity of movies like “The Adventures of Robin Hood” and “The Mark of Zorro”. Newsboys fell out of favor during the Great Depression, but they made a comeback in the 1990s thanks to celebrities like Leonardo DiCaprio and Justin Timberlake.

The different styles of pillboxes and newsboys

Pillboxes and newsboys are two styles of hats that have been in fashion for many years. They are often seen in old photographs and paintings, and they are still worn today.

Pillboxes are small, round hats that sit close to the head. They were popular in the early twentieth century, and they made a comeback in the 1960s. Newsboys are larger than pillboxes, and they have a brim that comes down over the eyes. They were first worn by boys who sold newspapers, hence the name.

Both styles of hat can be made from a variety of materials, including wool, velvet, straw, and felt. Pillboxes and newsboys are often worn as part of a costume, but they can also be worn as everyday clothes.

If you see a pillbox or newsboy in a crossword clue, it is probably referring to the style of hat rather than the actual item.

How to wear a pillbox or newsboy

First and foremost, a pillbox or newsboy is a type of hat. A pillbox is a small, round hat that sits on top of the head, while a newsboy is a flat cap with a brim. They were both extremely popular in the early to mid-20th century, and they’re making something of a comeback in fashion today.

Pillboxes and newsboys can be worn a number of ways. The most traditional way to wear a pillbox is with the brim pointing straight up. This was popularized by Jackie Kennedy, who often wore pillboxes tilted slightly to one side. You can also wear your pillbox brim down, which has a more vintage feel.

If you’re wearing a newsboy, you have a few more options. The most common way to wear a newsboy is with the brim pulled down low over the eyes. This style was popularized by newsboys in the early 20th century, hence the name. You can also wear your newsboy brim up for a more casual look.

Pillboxes and newsboys are generally considered to be quite stylish hats. They can add an air of sophistication to an outfit, or they can be worn for a more casual look. Either way, they’re sure to turn heads!

The best pillboxes and newsboys for different occasions

The pillbox hat and newsboy cap are two of the most enduring styles in headwear, enjoying something of a renaissance in recent years. Though they may appear similar at first glance, these two hats are actually quite different in both style and function.

Pillbox hats are small, round hats with straight sides that sit perched atop the head. They are often decorated with a band or ribbon around the base, and may also have a veil attached. Pillboxes were popularized in the 1960s by Jackie Kennedy, and remain a chic choice for formal occasions such as weddings or the Races.

Newsboy caps, on the other hand, are flat caps with a rounded top and brim that is worn pulled down low over the eyes. They are usually made from wool or tweed and can be quite warm, making them ideal for winter weather. Newsboys were traditionally worn by working-class men, but have been embraced by fashionistas in recent years as a stylish alternative to more traditional beanies and fedoras.

How to make a pillbox or newsboy

Pillboxes and newsboys are still popular today because they are practical and stylish. Pillboxes are often worn as part of a uniform, and newsboys can be dressed up or down to suit any occasion. Here is a quick guide on how to make your own pillbox or newsboy hat.

You will need:

-A sheet of paper

-A tape measure

-A pencil


-A hot glue gun

-Ribbon (optional)

1. Measure your head with the tape measure and mark the circumference with the pencil. Cut out a circle of paper with these dimensions.

2. Fold the circle of paper in half, then in half again, and then in half again. You should now have a cone shape.

3. Cut off the point of the cone, leaving about an inch from the folded edge. This will be the opening of your hat. Unfold the cone and flatten it out.

4. Cut a strip of paper that is about an inch wide and long enough to go around the brim of your hat (measure from the edge of the opening to the outside edge of the circle). Glue this strip around the brim of your hat. 5. Fold down the edge of the brim to create a clean finish, and glue in place. Trim off any excess paper.

6. Decorate your hat with ribbon or other crafting materials, if desired

The benefits of wearing a pillbox or newsboy

While pillboxes and newsboys may evoke images of stuffy old ladies and rough-and-tumble street urchins, respectively, these hats are still popular today. In fact, they’ve been making a comeback in recent years.

Pillboxes and newsboys are both functional and stylish. They can be dressed up or down, depending on the occasion. And they’re perfect for bad hair days!

Pillboxes are also ideal for cold weather, as they help keep your head warm. And newsboys are great for shielding your eyes from the sun.

So next time you’re wondering what to wear, consider a pillbox or newsboy hat. You’ll be glad you did!

The drawbacks of wearing a pillbox or newsboy

While pillboxes and newsboys may be stylish, there are some drawbacks to wearing them. First, they can be difficult to find. Pillboxes are often only available in small sizes, and newsboys are often too big or too small. Second, they can be expensive. A good pillbox can cost upwards of $100, and a newsboy can cost even more. Finally, they can be impractical. Pillboxes are not well suited for cold weather, and newsboys can be difficult to style in a way that looks both stylish and professional.

The future of pillboxes and newsboys

Despite the best efforts of Crossword Compilers to the contrary, pillboxes and newsboys are still very much in fashion.

For those not in the know, a pillbox is a small, round hat with a flat crown, usually worn by women. Newsboys, on the other hand, are flat caps with a visor, traditionally worn by men.

So why are these two styles of hats still so popular?

There are a few reasons. Firstly, they both have a vintage appeal. Secondly, they can be both dressy and casual ufffd perfect for today’s fashion- conscious consumers who want to look good no matter what the occasion.

And finally, they’re both very practical. Pillboxes keep your head warm without being too hot, and newsboys can be easily stuffed into a coat pocket when not needed.

So there you have it ufffd the future of pillboxes and newsboys is looking very bright indeed!

FAQs about pillboxes and newsboys

The pillbox hat and newsboy cap are two classic hat styles that have been around for centuries. Both hats have undergone a resurgence in popularity in recent years, due in part to their vintage appeal. Here are some FAQs about these timeless hat styles:

What is a pillbox hat?

A pillbox hat is a small, round hat that sits atop the head like a crown. Pillboxes were popularized in the early 20th century and were often worn by First Ladies, such as Jackie Kennedy. Today, pillboxes are still worn as a fashion statement and are often seen on the runways of top designers.

What is a newsboy cap?

A newsboy cap is a type of flat cap that features a brim at the front. Newsboy caps were traditionally worn by working-class men, such as newsboys and laborers. Today, newsboy caps are worn by both men and women as a fashion accessory.

Why are pillboxes and newsboys making a comeback?

Pillboxes and newsboys are experiencing a resurgence in popularity due to their vintage appeal. These hats harken back to an era of refinement and elegance, making them perfect for today’s fashion conscious consumer.