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How Did the Trend to Wear Hats Backward Start?

If you’ve successfully gone through middle school, you probably know that a backward hat is a universally acknowledged “cool” look. From athletes to musicians, everyone seems to feel a little more fashionable when turning their cap around. It begs the question; however, how did this seemingly timeless trend even get started?

The trend to wear hats backward started with Ken Griffey Jr., a popular baseball player in the 1990s. The trend later spread throughout the hip-hop community and other sports, further establishing backward hats as a fashionable look anyone could achieve. It is still a popular trend today. 

This article will explore how the trend began and how it spread throughout popular culture, including athletes, musicians, and other celebrities that helped popularize the look. 

M an wearing cap backward
Michael Simons@123rf.com

How the Backwards Hat Trend Began

As with most fashion trends, it’s hard to know who exactly was the first person to wear his or her baseball hat backward. The trend absolutely exploded in the early 90s, with athletes, celebrities, and children all flipping their hats around for the sake of fashion. While sources differ on who is responsible for the trend, many agree that Ken Griffey Jr. was one of the first people to bring backward caps into mainstream culture. 

Ken Griffey Jr. played as an outfielder for 22 years in the Major League Baseball Association with the Seattle Mariners, Cincinnati Reds, and Chicago White Sox. He’s a member of the Baseball Hall of Fame, 13-time All-Star, and perhaps most impressively, the seventh most prolific home run hitter in MLB history. With this incredible record, it makes sense that his fans would want to emulate everything he did.

Luckily for fans, Griffey Jr. was equally as well-known for his style as his skill on the field. In fact, when he was inducted into the National Baseball Hall of Fame, his fans suggested his plaque depict him with a backward hat. This look quickly became Griffey Jr.’s signature. However, not everyone was a fan of this look, as a 1994 New York Times article reported Yankees manager Buck Showalter thought Griffey Jr.’s appearance showed “lack of respect for the game.”

Griffey Jr. later revealed that wearing his cap backward was never supposed to be a big statement. According to Yahoo Sports, the outfielder explained that this style was merely a habit he’d picked up from childhood. He used to wear his dad’s hats all the time, but since they were bigger than his hats, they never fit and would fall off. Griffey Jr. began flipping the hats around to help them stay on his head and said the habit simply stuck. 

Regardless of why Griffey Jr. decided to turn his cap around, he soon sparked copycats. Before you knew it, the whole world seemed full of people with backward hats. Let’s take a closer look at how this trend spread and what celebrities helped to make it so popular. 

Read more about why baseball hats were invented here.

How the Trend Gained Popularity

People have followed fashion trends set by celebrities for as long as history has been recorded. This is due to social comparison theory, explains Psychology Today, where humans tend to evaluate themselves in comparison to others and feel that they’re doing better when they’re doing what successful people are doing. As celebrities across different fields and interests began wearing their hats backward, the trend quickly spread to the average person. 

Hip-Hop Artists

Perhaps no subculture is more associated with backward hats than the hip-hop community. Hip-hop and rap music exploded in the early 90s, around the same time that Griffey Jr. started showing up on television screens wearing his baseball cap backward. For members of the hip-hop community spreading messages of questioning authority and rebelliousness, wearing their hats backward was a subtle way to show that they were ready to change up the game. 

The hip-hop generation already had a long-standing relationship with the humble baseball cap, explains The Undefeated. Popular artists used it as a fashionable way to represent their hometowns, with artists like Aaliyah, Ice Cube, and Jay Z becoming well-known for their respective Chicago White Sox, Detroit Tigers, and New York Yankees caps. Countless other hip-hop artists were soon photographed wearing their trademark hats backward, including:

  • Dr. Dre
  • Will Smith
  • Eazy E
  • Queen Latifah
  • Tupac Shakur
  • The Notorious B.I.G.
  • NAS
  • Janet Jackson

Rappers and hip-hop artists were arguably the biggest fashion influencers of the 90s, with both their fans and other celebrities copying their clothes, shoes, jewelry, and other accessories. These artists have always presented themselves as the epitome of cool, leading others to want to emulate their style to give off the same impression. This continues to apply to today’s hip-hop artists, with artists like Cardi B and ASAP Rocky even modeling for fashion designers.

Free Stylin’: How Hip Hop Changed the Fashion Industry, available on Amazon, goes into further detail about the unique relationship between hip-hop and fashion and how the genre completely transformed the fashion industry.

Athletes

It makes sense that since the backward hat trend began with a baseball player, it would be seen widely throughout the sports community. Griffey Jr. started the trend within his own sport, with many other players both on his own team and others flipping their hats around too. Football players, hockey players, runners, and more were all spotted sporting their caps backward. Tennis players also adopted the practice, facing much more controversy, however.

Lleyton Hewitt is universally considered the player responsible for normalizing the backward hat in tennis during the late 90s. Unlike other athletes, however, tennis players began to wear their hats this way during their matches. This proved controversial with tennis fans and professionals alike, as tennis players wear hats for the very function purpose of keeping the sun out of their eyes while they’re playing to allow them to see the ball. 

The trend continues much to the annoyance of many tennis analysts, details a New York Times article, citing longtime coach Brad Gilbert’s assertion that backward caps make “absolutely zero sense.” Nonetheless, tennis greats like Roger Federer and Andy Murray won many games in backward caps before switching to the more dignified sweatband. Younger tennis players keep the tradition alive, making it clear that backward caps aren’t leaving tennis any time soon.

Children’s Shows

If you needed any more proof of how ubiquitous the backward cap was in the 1990s and even into the 2000s, look no further than popular children’s television shows. Shows like Growing Pains, The Fresh Prince of Bel-Air, Boy Meets World, Mary Kate and Ashley movies, and more all featured characters rocking the backward hat. Even Ash Ketchum, star of the animated Pokemon series, turned his cap backward when he was ready to enter a Pokemon battle. 

The fact that even children adopted this trend speaks to why it became so popular in general. There’s simply something about a backward hat that gives off an air of “nonchalant rebelliousness,” explains Bustle, which is exactly what makes people feel so cool. While people of all ages turn their hats backward, the look will likely always give off an impression of youthful freshness. 

Current Perception

Backward hats are still oddly polarizing. Some people hate the style, while others love it, saying that it’s both practical and fashionable. The biggest debate appears to be at what age it stops being appropriate to wear a cap any way other than the way it was designed to be worn. For example, former president Barack Obama received a surprisingly large amount of criticism when he was spotted wearing his hat backward in 2017.

Many people dislike backward hats because they will forever associate them with the hip-hop culture of the 90s, which they consider to represent lawlessness and trouble-making. However, the fact that a former president wears his hat this way should be proof enough that it’s truly just a choice. With celebrities like Kylie Jenner, Justin Bieber, and Rihanna rocking their hats backward, it’s clear that this trend won’t be going anywhere any time soon.

Final Thoughts

While it’s hard to pinpoint exactly where the backward hat trend began, it can be attributed to Ken Griffey Jr., a baseball player that brought the trend into the public eye. Popular rappers and hip-hop artists adopted the style in the 90s, further spreading the trend. With modern celebrities, athletes, and average consumers alike all rocking the look well into 2020, it’s likely that backward hats are here to stay.

Discover some intriguing facts about baseball hats here.

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