Classic Men’s Hairstyles

In this time of fleeting fashions and fly by night trends, many men are considering an update to their hairstyle.

Unfortunately, being trendy does not necessarily mean that your hairstyle is fashionable, and depending on your line of work, flashy or trendy hairstyles may even cross the line into the realm of actually being inappropriate.

Luckily, there are dozens of classic men’s hairstyles that can be worn by virtually anyone, and which are always appropriate.

Sean Connery Classic Hairstyle
Sean Connery classic hairstyle

What’s more, if you have a great cut, you may be able to style it into any number of classic hairstyles as well as dress it down into something more trendy and/or casual as well.


Among the most popular classic men’s hairstyles are those that are often referred to as “classic Hollywood hairstyles”.


These are the types or hairstyles that were worn and made popular by classic, old-Hollywood actors such as Cary Grant, Humphrey Bogart, James Dean and Sean Connery. Of course, while each of these hairstyles were the virtual signature styles of the men who wore them, it is important to keep in mind that not every hairstyle is universally flattering. This means that it is important to take into consideration your personal physical attributes, such as your face shape and the size and orientation of your facial features, when choosing which classic men’s hairstyles may be most flattering on you, personally.


Classic Hairstyles Pictures Gallery

Depending on the length, thickness, and texture of your hair, there may be several different classic men’s hairstyles that are equally flattering and appropriate for your hair and lifestyle.

In these situations, it is important to pick the style that is most compatible with your own personality, as long as it is a style that you feel comfortable styling on a daily basis as well as one that you can see yourself maintaining.

This is of even more importance if you are considering a style that requires a fairly consistent length, as you will have to be diligent in your haircuts to ensure that your chosen style is able to be properly maintained at home.

Another important factor that many men struggle with when looking into classic men’s hairstyles is the amount of time any particular style will take to manage on a daily basis. It is important to choose the hairstyle that fits into your daily schedule.


    • Jimmy Stewart Classic Hair









    • Bruce Lee Hairstyle













































2 thoughts on “Classic Men’s Hairstyles”

  1. Hi,
    Elvis's style is very cool in all the list.The sean connery style is really classic one in that era.


  2. You are right! The Connery Hairstyle IS a classic… and for the right price you can own it! He was going bald at that time and forced to wear a wig in the Bond movies!

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