This piece from Kay Hymowitz in City Journal is about the extended adolescence of young men in our time. It’s heavy on pop cultural references and more than a little anecdotal, but it makes its point. Men are failing at becoming adults.
I’ve got my own theories about why this is happening, related to the visual impact and diffuse distribution of mass media along with the changed sexual mores of the last few decades. In any case, the piece is worth reading. The answer to the question, why don’t boys grow up, might just be because they don’t have to.