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.
The best benefit about a bob layered haircut is how it looks beautiful both for curly and straight hair. When you have straight hair, you will get the "Egyptian" look with a round sexy hair with bangs and curved edges. With curly and wavy hair, you will get a playful fun young look like Rihanna with her famous short bob hairstyle. It gives you a more carefree and playful look that many guys admire and find attractive.