The tendency to stick with particular celebrity hairstyles is prevalent with celebrities as well as with other men. Because of this, men also tend to keep a specific barber for most of their lives, where women tend to bounce from hairdresser to hairdresser as the mood for something new strikes them.
Remember that hair grows forever, it doesn't stop. If you go out on a limb, drastically change your hairstyle and end up hating it, it can always be changed to something else, another style or color. Talk to your stylist to see if they have any fun celebrity hairstyles for you. You never know, they may have a style that they have been dying to try on you, but never had the opportunity before. Most hairdressers won't try to push a new style on you (nor should they), but if you ask, they love to share their creative side.