To generalize lets consider the differences between the mainstream approved frat bro of both generations. A lot of Gen X's counter culture movement was driven by the punks and similar styles. Previously mainstream culture was into the opulence of the 1970s business class. To appear more cool the gen X frat bros…

Disclaimer, this is a superficial analysis and not really reflecting on them (I have no idea how they are in real life).

Only when you play them all back to back, and only in the sense of diminishing laughs, but laughs aren't the only reason for watching this show.