A.O. Scott of the New York Times has written an excellent article on Generation X in midlife crisis. Part book review (The Ask by Sam Lipstye) and movie critique (Greenberg, Hot Tub Time Machine), the piece is actually an essay on the beginning stage of a midlife crisis for Generation X men.
So, when did Ben Stiller, Adam Sandler, and John Cusack become the older guys? Are Gen X men stuck in the earlier phases of their lives? Is Gen X full of regret over lost possibilities? As Scott writes, such things haunt everyone.
I highly recommend reading Scott’s article about the “underachiever; the excuse maker; the loser; the overeducated, insecure demographic cohort, who came of age in the late ’80s and early ’90s,” also known as Generation X.