Jack Dempsey Famous Haircuts 2024

by Helen Sroski

Want to know how to get Jack Dempsey famous haircuts? Check out Jack Dempsey’s famous haircuts! These cuts are stylish and can be adapted to any event.

Jack Dempsey was an American boxer who was known for his powerful punches and knockouts in the first few rounds. At the time of his retirement, he had a record of 60-7-8 which is quite impressive.

He was one of the best sports stars at the time and his speed along with agility was unparalleled. Jack Dempsey was inducted into the Boxing Hall of Fame in 1954 by Ring magazine.

While his boxing performance was stellar, his haircuts were also something people spoke about as they were quite stylish particularly after he found fame for his knockouts. His haircuts and styles are still relevant today.

Jack Dempsey Famous Haircuts

Jack Dempsey Famous Haircuts

Who Is Jack Dempsey?

Jack Dempsey’s actual name was William Harrison Dempsey and he was born on June 24th, 1895 in Manassa, Colorado. He began boxing in Colorado’s towns and went by the name ‘Kid Blackie’.

By the time he was 24 years old, he had already won over 80 matches. People took notice of Jack Dempsey when he took on Jess Willard in 1919 and beat him to a pulp. It was a shocking moment for everyone attending including Jess himself.

This is when he was named the ‘Manassa Mauler’ and he was awarded the heavyweight title. He defended it six times during seven years.

Jack Dempsey haircut

Throughout the 1920s, Jack Dempsey instilled fear among his opponents because of the power he held. However, things took a turn when he was defeated in 1926 by Gene Tunney.

 Jack Dempsey

A year later, there was another match between the two but Jack Dempsey lost again. He boxed in exhibitions after this and decided to retire from professional boxing soon after in 1940. He served in Word War II as a lieutenant commander.

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He then opened a restaurant in New York City. Jack Dempsey published many books such as Dempsey: The Autobiography of Jack Dempsey in 1977. He passed away on May 31st, 1983 in New York City.

Famous Haircuts Of Jack Dempsey

Jack Dempsey was ahead of his time as he sported some of the most popular haircuts for men today back then. Here are some of the famous haircuts.

Pompadour Buzzcut

The pompadour buzzcut haircut is an iconic one that is still as popular today as it was back then. This haircut emphasizes the most voluminous part of the hair which is at the top of the head.

Jack Dempsey’s Pompadour Buzzcut

As the rest of the head is shaved, it creates a brilliant contrast which gives a more appealing look. Jack Dempsey’s thick hair worked wonders with this cut.

Messy Curly Top

The bad boy haircut or the messy curly top was one of the most unforgettable style moments of Jack Dempsey. The haircut was messy but oh-so-stylish that it was hard to look away.

Jack Dempsey’s in Messy Curly Top

Curls are always fun because of their unpredictability and this was among the best haircuts he ever wore. The sides were short while the top curly hair shone.

Classic Quiff

The classic quiff haircut made Jack Dempsey look very gentlemanly and proper. He did not have a big quiff but the quiff was perfect because it was noticeable.

Jack Dempsey’s hairstyle in Classic Quiff

The sides of the hair were a little shorter than the quiff and they created a good volume which made him look attractive. This haircut without a part looks amazing on any face shape and you can even part it for a variation.

Side Part Slick Back Haircut

The side part slick back haircut was another memorable haircut of Jack Dempsey that we cannot forget. The part line was very clear and his hair rested close to his scalp really neatly.

jack dempsey Side Part Slick Back Haircut

Not even a single hair strand was out of place. You can also easily recreate this look by using some product to keep your hair in place and then combing sideways.

Steps In Getting A Pompadour Buzzcut Haircut

The pompadour buzzcut haircut was among the best haircuts Jack Dempsey ever tried. Here is how you can get the same cut at home.

how to do jack dempsey haircut

Step 1: Get your supplies and prep your hair

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The first step is to wash your hair thoroughly and shampoo it so there is no oiliness left on your scalp. Then you can dry your hair and then start with the buzzcut.

Make sure you have hair-cutting scissors, a comb, and some clips to keep your hair away while cutting the other area.

Step 2: Buzzcut the sides

Using the comb, section your hair so that you know the area on which the pompadour will be styled. This portion will have the longest hair.

You can use clips to do this as it will ensure your hair is out of the way. Using a handheld mirror, stand in front of a full-length mirror to ensure accuracy.

Step 3: Cut the sides

You can use an electric shaver to get rid of the hair on the side of the pompadour. This will be easy to do and quick but you need to make sure that you take your time doing this slowly.

This will allow you to be precise. You want to ensure that you do this to the back of the head too because it needs to be shaved.

Step 4: Part hair before cutting top

Now your hair should be wet. If it is not wet then spray some water on it. Create a triangle part starting from one end of the front portion with the point of the triangle being on the top of the head.

This is not cutting the layer of the pompadour different from the hair at the back. Use a clip to secure this portion of hair.

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Step 5: Cut the remaining

Next, you want to cut the hair that falls behind the triangle part you just created. Take a section of hair starting from the point of the triangle part to the back and put it between your fingers then cut it to the same length.

Then follow the head shape and bring in a vertical section of hair to cut again.

Step 6: Blend the cuts

You need to continue doing this to ensure that the hair has a flow and it is not randomly cut at different lengths on the sides. It has to look like easy-flowing layers.

Once you are done with this you can move to the triangle portion that you had put clips on earlier.

Step 7: Cut the hair closest to the forehead

Now you will cut the hair at the front. If you want hair that falls back easily then don’t cut too much hair because short hair will fall to the sides rather than the back.

Use your fingers as a guide to cut the hair and then cut it. Comb and check if the hair looks as you wanted!


Jack Dempsey may be no more but his style and his boxing prowess will forever be in our hearts.

He was a boxer that people still remember to this day because of his sheer dedication and love for boxing.

Jack Dempsey had some of the most iconic haircuts ever and these haircuts are still being sported by so many men today because they look so good.

Which are the best haircuts of Jack Dempsey in your opinion? We think he carried each haircut with so much pride that every haircut looks so good on him. Which haircut of Jack Dempsey do you want to try?

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