The pageboy bob is a classic cut that was the height of fashion in the Roaring Twenties. Its blunt lines suited the androgynous look that was in vogue at the time, but now it is reserved for those who have the face shape, personality and fashion sense to pull it off.
Since the pageboy bob is a bold cut, those who wear it should be confident in their skin. It can easily look juvenile or boyish, so it really only suits women who are dedicated to wearing a fantastic outfit…pretty much everyday. It will not suit square face shapes or rectangular face shapes; it looks best on heart face shapes and oval face shapes.
Anna Wintour, editor of Vogue, is rarely seen without her dark sunglasses and designer labels, but she always flaunts the iconic pageboy bob hairstyle. Wintour has an ultra blunt bob with no layers to create severe lines and a dramatic silhouette.
This pageboy has been layered softly at the ends to create a round shape, rather than the typical ‘boxy’ look. The bangs have been cut longer around the temples to blend in with the hair and soften the blunt line across the forehead.