17. The flippy bob
The bob is such a dominant haircut category right now because it can keep reinventing itself, and one playful twist is the flippy bob. It takes a classic shape and adds a lifted, outward finish that feels energetic and fresh.
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The outward flick at the ends does something surprisingly flattering. It creates movement away from the face, which can make the whole look feel more open and buoyant. Instead of hanging downward, the style has a touch of lift and bounce. That can be especially nice if you want your haircut to feel cheerful rather than serious. It is polished, but there is a bit of fun in it.